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Cheap flights from Toronto to Chicago from £122

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 27/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YTO — CHI
21 May — 28 May1
1 adult
Tue 21/5
Tue 28/5

The best prices from Toronto to Chicago are usually found in April or February, booked 37 days in advance, depart on a Thursday or Monday and return on a Tuesday

Cheap flight deals from Toronto to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 16 May 2024.

Popular in

September

Cheapest in

April

Round-trip from

£438

One-way from

£125
High demand for flights, 13% potential price rise
Search Deals
Best time to find cheap flights, 18% potential price drop
Search Deals
From Toronto (YTO) to Chicago (CHI)
Search Deals
One-way flight from Toronto (YTO) to Chicago (CHI)
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What is the cheapest day to fly round-trip from Toronto to Chicago?

Leaving on a Wednesday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 31% on the overall cost on flights from Toronto to Chicago.

How far in advance should I book a flight from Toronto to Chicago?

To save on the cost of your flight from Toronto to Chicago, book at least 38 days before your planned departure. Booking around this time can save you about 90% on the cost of this flight compared to booking a flight leaving this week. We have found prices from £271 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as £386.

What is the cheapest month to fly from Toronto to Chicago?

Our data shows that April tends to be the cheapest month to fly to Chicago from Toronto. Users have commonly found prices around £231 for the month, but tickets can be as low as £152. Due to multiple factors, prepare for potentially higher prices in September.

When is the cheapest time to fly from Toronto to Chicago (YTO - CHI)?

When flying from Toronto to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 30% versus a flight at midday.

Cheap Delta flights from Toronto to Chicago

Explore cheap flight options specifically provided by Delta for the route between Toronto and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 844,321 searches. Data last updated 16 May 2024.
Take a peek at the cheapest Delta flights we've detected travelling from Toronto to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Tue 16/712:30YYZ - ORD
1 stop6h 54mDelta
Tue 23/713:31ORD - YYZ
1 stop8h 22mDelta
Deal found 15/5£215
Wed 12/612:30YYZ - ORD
1 stop7h 04mDelta
Wed 19/613:25ORD - YYZ
1 stop8h 25mDelta
Deal found 15/5£221
Fri 14/617:58YYZ - ORD
1 stop4h 00mDelta
Tue 25/608:30ORD - YYZ
1 stop7h 38mDelta
Deal found 15/5£226
Thu 11/706:04YYZ - ORD
1 stop7h 37mDelta
Sun 14/709:00ORD - YYZ
1 stop7h 08mDelta
Deal found 16/5£227
Thu 13/606:04YYZ - ORD
1 stop4h 17mDelta
Thu 20/613:25ORD - YYZ
1 stop8h 25mDelta
Deal found 15/5£235
Thu 6/606:34YYZ - ORD
1 stop9h 08mDelta
Mon 10/613:25ORD - YYZ
1 stop8h 25mDelta
Deal found 16/5£236
Sat 6/706:30YYZ - ORD
1 stop9h 35mDelta
Mon 8/712:32ORD - YYZ
1 stop9h 40mDelta
Deal found 15/5£241
Fri 31/519:10YYZ - ORD
1 stop4h 29mDelta
Tue 4/609:36ORD - YYZ
1 stop7h 44mDelta
Deal found 16/5£245
Sun 26/506:34YYZ - ORD
1 stop4h 52mDelta
Wed 18/906:00ORD - YYZ
1 stop5h 59mDelta
Deal found 16/5£255

Cheap United Airlines flights from Toronto to Chicago

Explore cheap flight options specifically provided by United Airlines for the route between Toronto and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 844,321 searches. Data last updated 16 May 2024.
To aid your search, here are some of the cheapest United Airlines flights we've found from Toronto to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.
Thu 27/611:00YYZ - ORD
Nonstop2h 02mUnited Airlines
Mon 1/721:28ORD - YYZ
1 stop9h 30mUnited Airlines
Deal found 16/5£211
Sun 16/607:00YYZ - ORD
Nonstop1h 57mUnited Airlines
Tue 18/621:45ORD - YYZ
1 stop9h 13mUnited Airlines
Deal found 15/5£211
Tue 4/618:00YYZ - ORD
1 stop6h 15mUnited Airlines
Tue 25/621:15ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 16/5£215
Fri 9/819:43YYZ - ORD
1 stop12h 57mUnited Airlines
Sun 11/809:00ORD - YYZ
Nonstop1h 52mUnited Airlines
Deal found 14/5£233
Fri 14/616:00YYZ - ORD
Nonstop2h 02mUnited Airlines
Mon 17/621:45ORD - YYZ
1 stop9h 13mUnited Airlines
Deal found 15/5£234
Wed 5/613:45YYZ - ORD
1 stop10h 35mUnited Airlines
Fri 7/621:15ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 15/5£242
Sun 15/914:45YYZ - ORD
1 stop9h 29mUnited Airlines
Mon 16/921:15ORD - YYZ
1 stop11h 49mUnited Airlines
Deal found 16/5£246
Fri 11/1007:00YYZ - ORD
Nonstop1h 56mUnited Airlines
Sun 13/1016:59ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 16/5£252
Fri 2/807:00YYZ - ORD
Nonstop1h 57mUnited Airlines
Mon 5/821:15ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 15/5£274

Cheap Toronto to Chicago flights in May & June 2024

Find cheap flight options from Toronto to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 844,321 searches. Prices were last updated on 16 May 2024.
These are some of the most attractive deals on flights from Toronto to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Thu 20/621:00YYZ - ORD
Nonstop2h 02mMultiple Airlines
Sun 23/606:00ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 15/5£204
Thu 27/615:55YYZ - ORD
Nonstop2h 02mUnited Airlines
Mon 1/707:10ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 16/5£211
Tue 4/619:43YYZ - ORD
1 stop4h 37mMultiple Airlines
Thu 6/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 16/5£215
Wed 12/612:30YYZ - ORD
1 stop7h 04mDelta
Wed 19/613:25ORD - YYZ
1 stop8h 25mDelta
Deal found 15/5£221
Sat 8/607:00YYZ - ORD
Nonstop1h 57mUnited Airlines
Wed 12/621:15ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 16/5£222
Tue 11/618:00YYZ - ORD
1 stop6h 15mUnited Airlines
Sat 22/621:45ORD - YYZ
1 stop9h 13mUnited Airlines
Deal found 15/5£226
Sat 8/619:43YYZ - ORD
1 stop4h 37mUnited Airlines
Wed 12/621:15ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 16/5£227
Fri 28/607:51YYZ - ORD
Nonstop1h 56mMultiple Airlines
Sat 6/715:35ORD - YYZ
1 stop5h 17mMultiple Airlines
Deal found 16/5£229
Thu 27/611:00YYZ - ORD
Nonstop2h 02mUnited Airlines
Tue 2/707:00ORD - YYZ
1 stop11h 01mUnited Airlines
Deal found 15/5£234

Toronto to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Toronto and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 844,321 searches. Data last updated 16 May 2024.
These are some of the most attractive deals on flights from Toronto to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Thu 20/621:00YYZ - ORD
Nonstop2h 02mMultiple Airlines
Sun 23/606:00ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 15/5£204
Tue 2/719:43YYZ - ORD
1 stop4h 32mMultiple Airlines
Mon 8/715:35ORD - YYZ
1 stop5h 57mMultiple Airlines
Deal found 16/5£207
Tue 9/721:00YYZ - ORD
Nonstop2h 02mMultiple Airlines
Tue 16/715:35ORD - YYZ
1 stop5h 57mMultiple Airlines
Deal found 15/5£208
Mon 2/909:00YYZ - ORD
Nonstop1h 54mAir Canada
Wed 4/906:00ORD - YYZ
Nonstop1h 37mAir Canada
Deal found 16/5£209
Thu 27/611:00YYZ - ORD
Nonstop2h 02mUnited Airlines
Mon 1/721:28ORD - YYZ
1 stop9h 30mUnited Airlines
Deal found 16/5£211
Tue 2/706:30YYZ - ORD
1 stop9h 31mDelta
Sun 14/709:00ORD - YYZ
1 stop7h 08mDelta
Deal found 16/5£215
Tue 4/619:43YYZ - ORD
1 stop4h 37mMultiple Airlines
Thu 6/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 16/5£215
Thu 4/706:30YYZ - ORD
1 stop9h 31mDelta
Sun 14/709:00ORD - YYZ
1 stop7h 08mDelta
Deal found 16/5£217
Thu 25/706:30YYZ - ORD
1 stop9h 14mDelta
Sun 28/706:05ORD - YYZ
1 stop4h 32mDelta
Deal found 16/5£221

Direct flights to Chicago from Toronto

Discover direct flight options from Toronto to Chicago. Find direct flights with no stopovers, providing a convenient travel experience. Explore direct flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 844,321 searches. Data last updated 16 May 2024.
Take a look at some of the direct flights travelling from Toronto to Chicago in the near future. Users seeking other options on flights from Toronto to Chicago should update the search form at the top of the page.
Thu 20/621:00YYZ - ORD
Nonstop2h 02mMultiple Airlines
Sun 23/606:00ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 15/5£204
Thu 27/621:00YYZ - ORD
Nonstop2h 02mMultiple Airlines
Mon 1/706:00ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 15/5£222
Thu 15/821:00YYZ - ORD
Nonstop2h 02mAir Canada
Sun 18/806:00ORD - YYZ
Nonstop1h 48mAir Canada
Deal found 15/5£224
Sun 28/707:00YYZ - ORD
Nonstop1h 56mUnited Airlines
Thu 1/806:00ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 15/5£234
Mon 15/708:05YYZ - ORD
Nonstop1h 56mAir Canada
Tue 16/721:15ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 15/5£236
Fri 31/507:55YYZ - ORD
Nonstop1h 56mMultiple Airlines
Sun 9/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 15/5£246
Fri 11/1007:00YYZ - ORD
Nonstop1h 56mUnited Airlines
Sun 13/1016:59ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 16/5£252
Fri 2/807:00YYZ - ORD
Nonstop1h 57mUnited Airlines
Mon 5/821:15ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 15/5£274
Tue 27/821:00YYZ - ORD
Nonstop2h 05mAir Canada
Fri 30/806:00ORD - YYZ
Nonstop1h 48mAir Canada
Deal found 15/5£275

Toronto to Chicago flights leaving soon

Find last-minute flight options from Toronto to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 844,321 searches. Data last updated 16 May 2024.
Check out these flights departing soon from Toronto to Chicago. It's wise to confirm all flight details are correct before booking.
Sun 26/506:34YYZ - ORD
1 stop4h 52mDelta
Wed 18/906:00ORD - YYZ
1 stop5h 59mDelta
Deal found 16/5£255
Sun 26/506:34YYZ - ORD
1 stop4h 52mDelta
Tue 28/517:44ORD - YYZ
1 stop4h 30mDelta
Deal found 16/5£295
Sat 25/517:59YYZ - ORD
1 stop3h 56mDelta
Tue 28/517:23ORD - YYZ
1 stop4h 23mDelta
Deal found 16/5£304
Sat 25/507:55YYZ - ORD
Nonstop1h 56mUnited Airlines
Mon 27/521:45ORD - YYZ
1 stop11h 19mUnited Airlines
Deal found 16/5£308
Fri 24/506:04YYZ - ORD
1 stop4h 16mDelta
Sat 25/515:50ORD - YYZ
1 stop6h 24mDelta
Deal found 16/5£312
Thu 23/521:00YYZ - ORD
Nonstop2h 02mUnited Airlines
Sun 26/513:10ORD - YYZ
1 stop9h 44mUnited Airlines
Deal found 16/5£326
Fri 24/512:30YYZ - ORD
1 stop5h 03mWestJet
Mon 27/507:00ORD - YYZ
1 stop8h 49mWestJet
Deal found 16/5£331
Wed 22/517:30YYZ - ORD
Nonstop1h 59mMultiple Airlines
Thu 23/518:30ORD - YYZ
1 stop12h 51mMultiple Airlines
Deal found 15/5£411
Tue 21/509:30YYZ - ORD
1 stop6h 15mMultiple Airlines
Tue 21/518:22ORD - YYZ
1 stop12h 59mMultiple Airlines
Deal found 16/5£436

One-way flights to Chicago from Toronto

Search for one-way flight options from Toronto to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 844,321 searches. Data last updated 16 May 2024.
Some of the best available deals we've found on one-way flights from Toronto to Chicago. Those seeking round-trip flights from Toronto to Chicago should utilise the search form at the top of the page.
Sat 27/709:00YYZ - ORD
Nonstop1h 54mUnited Airlines
Deal found 15/5£122
Wed 26/607:55YYZ - ORD
Nonstop1h 56mUnited Airlines
Deal found 15/5£125
Tue 27/806:30YYZ - ORD
Nonstop1h 55mAmerican Airlines
Deal found 15/5£125
Tue 27/809:20YTZ - ORD
1 stop4h 22mAir Canada
Deal found 16/5£127
Thu 13/606:04YYZ - ORD
1 stop4h 17mDelta
Deal found 15/5£129
Sat 20/717:58YYZ - ORD
1 stop4h 04mDelta
Deal found 15/5£135
Sat 22/617:58YYZ - ORD
1 stop4h 05mDelta
Deal found 16/5£136
Tue 16/710:20YTZ - ORD
1 stop5h 20mAir Canada
Deal found 16/5£137
Tue 16/708:00YYZ - ORD
1 stop7h 40mAir Canada
Deal found 16/5£141

Find flights from Toronto to Chicago within your budget

Customise your flight search to find flights from Toronto to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 844,321 searches. Data last updated 16 May 2024.

Fly from

Any airport

Fly to

Any airport

Budget

£204 - £249

Route

Depart

Return

Price

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 20/6

Nonstop2h 02m

Chicago O'Hare Intl

Sun 23/6

Nonstop1h 48m

£204

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 2/7

1 stop4h 32m

Chicago O'Hare Intl

Mon 8/7

1 stop5h 57m

£207

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 2/9

Nonstop1h 54m

Chicago O'Hare Intl

Wed 4/9

Nonstop1h 37m

£209

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 27/6

Nonstop2h 02m

Chicago O'Hare Intl

Mon 1/7

1 stop9h 30m

£211

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 16/6

Nonstop1h 57m

Chicago O'Hare Intl

Tue 18/6

1 stop9h 13m

£211

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 16/7

1 stop6h 54m

Chicago O'Hare Intl

Tue 23/7

1 stop8h 22m

£215

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 12/6

1 stop7h 04m

Chicago O'Hare Intl

Wed 19/6

1 stop8h 25m

£221

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 16/7

Nonstop1h 54m

Chicago O'Hare Intl

Thu 18/7

Nonstop1h 48m

£224

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 16/7

2 stops11h 36m

Chicago O'Hare Intl

Thu 18/7

2 stops12h 00m

£249

Flights are sorted by cheapest first

Deals found on 15/5

When is the best time to book a flight from Toronto to Chicago?

Use this chart to determine the optimal time to book a return flight from Toronto to Chicago. Price data was last updated on 10 May 2024.
Booking 37 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

When is the cheapest time to fly from Toronto to Chicago?

Use this chart to determine the cheapest time to fly return from Toronto to Chicago. Price data was last updated on 12 May 2024.
Morning
Midday
Afternoon
Evening
All times are departure.
Travellers seeking maximum savings on their Toronto to Chicago flight should consider departing on Friday afternoons when fares are most often at their lowest. Tuesday at midday flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Toronto to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Toronto to Chicago is currently £131 while a return flight costs £217. Price data was last updated on 12 May 2024.

Currently, January is the cheapest month in which you can book a flight from Toronto to Chicago (average of £601). Flying from Toronto to Chicago in July is currently the most expensive (average of £775). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

£474

February

£489

March

£480

April

£491

May

£516

June

£594

July

£611

August

£563

September

£527

October

£510

November

£491

December

£495

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

-5 - 23 °C

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 16 May 2024.
Read through reviews of airlines operating flights from Toronto to Chicago, such as Delta, United Airlines and WestJet. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very Good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very Good
10,673 reviews
Delta
8.0
Very Good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Aeromexico
7.6
Good
2,528 reviews
Delta
8.0
Very Good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.5
Good
2,919 reviews
Delta
8.0
Very Good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,924 reviews
Delta
8.0
Very Good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,514 reviews
Delta
8.0
Very Good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Toronto to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Toronto to Chicago for under £300 on Cheapflights?

    Yes, there are multiple flights from Toronto to Chicago for under £300. The cheapest flight booked recently is on Multiple Airlines for just £204, but on average you can expect to pay £219.

  • Are there nonstop flights from Toronto to Chicago for under £300 on Cheapflights?

    Cheapflights has at least 11 direct flights from Toronto to Chicago under £300. A good price for a nonstop flight from Toronto to Chicago is less than £252.

  • Are there last-minute flights available from Toronto to Chicago for under £300?

    There are currently 20+ open flights from Toronto to Chicago within the next 7 days for less than £300.

  • What days are direct flights available from Toronto to Chicago?

    Direct flights can be found on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

  • How many flights depart from Toronto to Chicago on average per day?

    29 flight departures from Toronto to Chicago per day on average.
    Morning (6am - Midday) - 24% of flight departures
    Afternoon (Midday - 6pm) - 66% of flight departures
    Evening (6pm - Midnight) - 10% of flight departures

  • How long is the flight from Toronto to Chicago?

    A quick flight from Toronto to Chicago can take about 1h 54m. Air Canada provides one of the quickest options available for as low as £209. Airlines will cover a distance of 437 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Toronto to Chicago round-trip?

    Flying on Air Canada is currently your cheapest option to Chicago, with prices starting at £209. Additional return tickets that might be worth considering are offered by United Airlines and Delta, with the lowest prices starting at £211 and £215, respectively. Air Canada is 9% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Toronto to Chicago one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as £122. However, be on the lookout for offers from American Airlines and Air Canada, as they are both options that can get you from Toronto to Chicago for a low price.

  • What are the most popular routes from Toronto to Chicago?

    Most travelers choose Toronto Pearson Intl - Chicago O'Hare Intl, Hamilton - Chicago O'Hare Intl or Toronto Island - Chicago O'Hare Intl when deciding on the best route from Toronto to Chicago.

  • What are the most reliable airlines from Toronto to Chicago?

    The top 3 most reliable airlines when flying from Toronto to Chicago are Republic Airways (94%), Copa Airlines (93%) and SkyWest Airlines (92%).

  • What are the cheapest flights from Toronto to Chicago?

    Looking at all options, your cheapest flight can be booked for £128. While the most popular route (Toronto Pearson Intl - Chicago O'Hare Intl) can be booked for £236 on average our data indicates £265 when flying from Toronto to Chicago.

  • What does YYZ to ORD mean?

    YYZ stands for Toronto Pearson Intl Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Toronto to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Toronto to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Toronto to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Toronto to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Toronto to Chicago that include hotel bookings?

    Yes. In addition to deals on Toronto to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Toronto to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto to Chicago.

  • Can I find deals for business class flights from Toronto to Chicago?

    Yes. Cheapflights offers flight deals from Toronto to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Toronto to Chicago that allow pets onboard?

    Many airlines flying from Toronto to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Toronto to Chicago?

    Yes, you can often find last-minute deals on Toronto to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Toronto to Chicago flight deals updated?

    The Toronto to Chicago flight deals you see on this page were last updated on 16/5.

See more FAQs

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Alternative routes for Toronto to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

Pearson Intl to O'Hare Intl flights

Top airline flying from Toronto to Chicago

Discover the top airline that operate flights from Toronto to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 844,321 searches. Data last updated 16 May 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest£191Average£320FlexibilityNo cancel feeOn-time67%
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Search flights from Toronto to Chicago by cabin class

Find flights from Toronto to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from Toronto to Chicago

Find hourly flight availability from Toronto to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 16 May 2024.
11%of flight departuresEarly morningMidnight to 6 am
26%of flight departuresMorning6 am to noon
50%of flight departuresAfternoonNoon to 6 pm
13%of flight departuresEvening6 pm to midnight
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6 AM
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6 PM

Weekly flight availability from Toronto to Chicago

Explore weekly flight availability from Toronto to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 16 May 2024.
Monday57daily flights
Tuesday51daily flights
Wednesday48daily flights
Thursday57daily flights
Friday66daily flights
Saturday46daily flights
Sunday54daily flights

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Toronto to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Toronto to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Toronto to Chicago?

Cheapflights simply makes it quick and affordable to book flights from Toronto to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Toronto to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Toronto shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Toronto to Chicago become cheaper?

Yes! Start tracking prices for Toronto to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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