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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 3/8. 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
11 May — 18 May1
1 adult
Sat 11/5
Sat 18/5

The best prices from Toronto to Chicago are usually found in April or February, booked 37 days in advance, depart on a Tuesday or Thursday 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 6 May 2024.

Popular in

August

Cheapest in

April

Round-trip from

£443

One-way from

£141
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 Monday 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 45% 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 £269 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as £390.

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 £233 for the month, but tickets can be as low as £154. Due to multiple factors, prepare for potentially higher prices in August.

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 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 869,692 searches. Data last updated 6 May 2024.
Take a peek at the cheapest United Airlines flights we've detected travelling from Toronto to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Sat 22/607:00YYZ - ORD
Nonstop1h 57mUnited Airlines
Wed 26/621:15ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 6/5£212
Sun 16/609:00YYZ - ORD
Nonstop1h 54mUnited Airlines
Tue 18/621:45ORD - YYZ
1 stop9h 13mUnited Airlines
Deal found 6/5£214
Fri 16/807:00YYZ - ORD
1 stop8h 40mUnited Airlines
Mon 19/813:05ORD - YYZ
1 stop8h 09mUnited Airlines
Deal found 6/5£229
Wed 14/818:00YYZ - ORD
1 stop6h 17mUnited Airlines
Sun 18/806:00ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 6/5£235
Tue 25/607:00YYZ - ORD
Nonstop1h 57mUnited Airlines
Sat 29/608:53ORD - YYZ
1 stop9h 08mUnited Airlines
Deal found 6/5£237
Wed 19/614:45YYZ - ORD
1 stop9h 35mUnited Airlines
Mon 24/606:00ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 6/5£245
Fri 28/619:43YYZ - ORD
1 stop12h 57mUnited Airlines
Sun 30/618:00ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 6/5£253
Fri 28/607:51YYZ - ORD
Nonstop1h 56mUnited Airlines
Sun 30/608:45ORD - YYZ
1 stop9h 14mUnited Airlines
Deal found 5/5£261
Thu 23/516:00YYZ - ORD
Nonstop2h 02mUnited Airlines
Sun 26/507:10ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 5/5£277

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 869,692 searches. Data last updated 6 May 2024.
To aid your search, here are some of the cheapest Delta flights we've found from Toronto to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.
Tue 21/517:00YYZ - ORD
1 stop5h 36mDelta
Tue 23/706:00ORD - YYZ
1 stop4h 39mDelta
Deal found 6/5£217
Sat 20/717:53YYZ - ORD
1 stop4h 10mDelta
Wed 24/710:20ORD - YYZ
1 stop5h 48mDelta
Deal found 6/5£218
Tue 21/517:00YYZ - ORD
1 stop5h 36mDelta
Sun 28/706:00ORD - YYZ
1 stop4h 39mDelta
Deal found 6/5£237
Tue 27/814:15YYZ - ORD
1 stop6h 00mDelta
Fri 30/817:55ORD - YYZ
1 stop3h 55mDelta
Deal found 5/5£243
Thu 6/606:34YYZ - ORD
1 stop9h 08mDelta
Tue 11/609:20ORD - YYZ
1 stop8h 13mDelta
Deal found 6/5£244
Tue 25/606:25YYZ - ORD
1 stop17h 21mDelta
Sat 29/617:45ORD - YYZ
1 stop4h 05mDelta
Deal found 6/5£257
Tue 3/914:15YYZ - ORD
1 stop6h 00mDelta
Wed 11/907:00ORD - YYZ
1 stop4h 59mDelta
Deal found 5/5£258
Mon 22/712:30YYZ - ORD
1 stop8h 08mDelta
Sun 28/706:00ORD - YYZ
1 stop4h 39mDelta
Deal found 6/5£259
Sat 1/606:04YYZ - ORD
1 stop3h 55mDelta
Tue 4/617:23ORD - YYZ
1 stop4h 23mDelta
Deal found 6/5£261

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 869,692 searches. Prices were last updated on 6 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.
Wed 5/612:00YYZ - ORD
Nonstop1h 54mMultiple Airlines
Wed 12/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 6/5£193
Mon 3/606:30YYZ - ORD
1 stop17h 59mMultiple Airlines
Mon 10/618:40ORD - YYZ
1 stop18h 20mMultiple Airlines
Deal found 5/5£196
Sat 22/611:00YYZ - ORD
Nonstop2h 02mMultiple Airlines
Mon 24/606:00ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 6/5£200
Mon 3/606:30YYZ - ORD
2 stops17h 40mMultiple Airlines
Mon 10/618:40ORD - YYZ
1 stop18h 20mMultiple Airlines
Deal found 5/5£202
Wed 5/614:45YYZ - ORD
1 stop9h 35mMultiple Airlines
Wed 12/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 6/5£205
Tue 4/607:00YYZ - ORD
Nonstop1h 57mMultiple Airlines
Tue 11/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 5/5£206
Sat 22/613:45YYZ - ORD
1 stop10h 35mMultiple Airlines
Mon 24/606:00ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 6/5£212
Sun 16/609:00YYZ - ORD
Nonstop1h 54mUnited Airlines
Tue 18/621:45ORD - YYZ
1 stop9h 13mUnited Airlines
Deal found 6/5£214
Mon 3/606:30YYZ - ORD
1 stop17h 59mMultiple Airlines
Mon 10/617:34ORD - YYZ
3 stops36h 01mMultiple Airlines
Deal found 5/5£215

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 869,692 searches. Data last updated 6 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.
Wed 5/612:00YYZ - ORD
Nonstop1h 54mMultiple Airlines
Wed 12/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 6/5£193
Mon 3/606:30YYZ - ORD
1 stop17h 59mMultiple Airlines
Mon 10/618:40ORD - YYZ
1 stop18h 20mMultiple Airlines
Deal found 5/5£196
Sat 22/611:00YYZ - ORD
Nonstop2h 02mMultiple Airlines
Mon 24/606:00ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 6/5£200
Mon 3/606:30YYZ - ORD
2 stops17h 40mMultiple Airlines
Mon 10/618:40ORD - YYZ
1 stop18h 20mMultiple Airlines
Deal found 5/5£202
Wed 5/614:45YYZ - ORD
1 stop9h 35mMultiple Airlines
Wed 12/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 6/5£205
Tue 4/607:00YYZ - ORD
Nonstop1h 57mMultiple Airlines
Tue 11/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 5/5£206
Sat 22/613:45YYZ - ORD
1 stop10h 35mMultiple Airlines
Mon 24/606:00ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 6/5£212
Sun 16/609:00YYZ - ORD
Nonstop1h 54mUnited Airlines
Tue 18/621:45ORD - YYZ
1 stop9h 13mUnited Airlines
Deal found 6/5£214
Mon 3/606:30YYZ - ORD
1 stop17h 59mMultiple Airlines
Mon 10/617:34ORD - YYZ
3 stops36h 01mMultiple Airlines
Deal found 5/5£215

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 869,692 searches. Data last updated 6 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.
Wed 5/612:00YYZ - ORD
Nonstop1h 54mMultiple Airlines
Wed 12/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 6/5£193
Sat 22/611:00YYZ - ORD
Nonstop2h 02mMultiple Airlines
Mon 24/606:00ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 6/5£200
Tue 4/607:00YYZ - ORD
Nonstop1h 57mMultiple Airlines
Tue 11/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 5/5£206
Wed 5/611:00YYZ - ORD
Nonstop2h 02mMultiple Airlines
Wed 12/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 6/5£212
Fri 28/607:51YYZ - ORD
Nonstop1h 56mMultiple Airlines
Mon 1/706:00ORD - YYZ
Nonstop1h 48mMultiple Airlines
Deal found 4/5£218
Tue 4/611:00YYZ - ORD
Nonstop2h 02mMultiple Airlines
Tue 11/606:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 5/5£224
Fri 28/607:51YYZ - ORD
Nonstop1h 56mUnited Airlines
Sun 30/618:00ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 5/5£237
Thu 15/808:05YYZ - ORD
Nonstop1h 56mAir Canada
Sun 18/807:10ORD - YYZ
Nonstop1h 48mAir Canada
Deal found 5/5£237
Mon 3/619:50YYZ - ORD
Nonstop1h 54mAir Canada
Mon 10/606:00ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 5/5£241

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 869,692 searches. Data last updated 6 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 12/521:00YYZ - ORD
Nonstop2h 04mUnited Airlines
Fri 31/506:00ORD - YYZ
Nonstop1h 45mUnited Airlines
Deal found 5/5£261
Mon 13/521:00YYZ - ORD
Nonstop2h 04mMultiple Airlines
Sat 18/515:40ORD - YYZ
1 stop6h 56mMultiple Airlines
Deal found 4/5£292
Thu 16/507:59YYZ - ORD
Nonstop1h 59mMultiple Airlines
Sun 19/506:00ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 6/5£292
Wed 15/514:14YYZ - ORD
1 stop8h 22mDelta
Fri 17/517:23ORD - YYZ
1 stop4h 23mDelta
Deal found 5/5£297
Mon 13/519:43YYZ - ORD
1 stop13h 11mMultiple Airlines
Sat 18/515:40ORD - YYZ
1 stop6h 56mMultiple Airlines
Deal found 4/5£304
Tue 14/507:30YYZ - ORD
1 stop5h 10mUnited Airlines
Wed 15/507:00ORD - YYZ
1 stop5h 47mUnited Airlines
Deal found 4/5£310
Mon 13/517:30YYZ - ORD
Nonstop1h 59mUnited Airlines
Thu 16/507:10ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 5/5£311
Mon 13/519:43YYZ - ORD
1 stop4h 47mUnited Airlines
Thu 16/521:20ORD - YYZ
1 stop9h 40mUnited Airlines
Deal found 6/5£315
Sun 12/512:30YYZ - ORD
1 stop5h 03mWestJet
Sun 26/506:07ORD - YYZ
1 stop16h 07mWestJet
Deal found 5/5£321

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 869,692 searches. Data last updated 6 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 3/808:05YYZ - ORD
Nonstop1h 56mUnited Airlines
Deal found 5/5£122
Tue 27/809:20YTZ - ORD
1 stop4h 22mAir Canada
Deal found 6/5£122
Sat 27/719:50YYZ - ORD
Nonstop1h 54mUnited Airlines
Deal found 5/5£123
Tue 13/809:00YYZ - ORD
Nonstop1h 54mAir Canada
Deal found 6/5£124
Tue 27/808:10YYZ - ORD
1 stop5h 32mAir Canada
Deal found 6/5£126
Fri 14/609:45YYZ - ORD
1 stop3h 50mDelta
Deal found 6/5£128
Tue 27/809:20YTZ - ORD
1 stop4h 22mAir Canada
Deal found 5/5£128
Mon 27/506:04YYZ - ORD
1 stop4h 16mDelta
Deal found 6/5£130
Tue 27/808:10YYZ - ORD
1 stop5h 32mAir Canada
Deal found 5/5£132

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 869,692 searches. Data last updated 6 May 2024.

Fly from

Any airport

Fly to

Any airport

Budget

£193 - £265

Route

Depart

Return

Price

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 5/6

Nonstop1h 54m

Chicago O'Hare Intl

Wed 12/6

Nonstop1h 45m

£193

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 3/6

1 stop17h 59m

Chicago O'Hare Intl

Mon 10/6

1 stop18h 20m

£196

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 22/6

Nonstop2h 02m

Chicago O'Hare Intl

Mon 24/6

Nonstop1h 48m

£200

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 22/6

Nonstop1h 57m

Chicago O'Hare Intl

Wed 26/6

Nonstop1h 43m

£212

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 16/6

Nonstop1h 54m

Chicago O'Hare Intl

Tue 18/6

1 stop9h 13m

£214

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 21/5

1 stop5h 36m

Chicago O'Hare Intl

Tue 23/7

1 stop4h 39m

£217

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 20/7

1 stop4h 10m

Chicago O'Hare Intl

Wed 24/7

1 stop5h 48m

£218

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 3/6

Nonstop1h 54m

Chicago O'Hare Intl

Mon 10/6

Nonstop1h 45m

£241

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 29/6

1 stop13h 01m

Chicago O'Hare Intl

Mon 1/7

1 stop8h 58m

£265

Flights are sorted by cheapest first

Deals found on 6/5

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 3 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 5 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 £126 while a return flight costs £217. Price data was last updated on 28 April 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 £782). 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

£479

February

£494

March

£485

April

£496

May

£513

June

£602

July

£623

August

£571

September

£534

October

£516

November

£496

December

£500

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 6 May 2024.
Read through reviews of airlines operating flights from Toronto to Chicago, such as United Airlines, Delta and WestJet. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very Good
10,818 reviews
Check prices

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Boarding

8.2

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
8.1
Very Good
10,818 reviews
Delta
8.1
Very Good
10,818 reviews
Check prices

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Boarding

8.2

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
7.6
Good
2,957 reviews
Delta
8.1
Very Good
10,818 reviews
Check prices

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Boarding

8.2

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
11,090 reviews
Delta
8.1
Very Good
10,818 reviews
Check prices

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Boarding

8.2

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
14,697 reviews
Delta
8.1
Very Good
10,818 reviews
Check prices

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Boarding

8.2

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.

Air Canada
7.0
Good
6,915 reviews
Delta
8.1
Very Good
10,818 reviews
Check prices

Overall

8.1

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Boarding

8.2

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 £200 on Cheapflights?

    Yes, there are multiple flights from Toronto to Chicago for under £200. The cheapest flight booked recently is on Multiple Airlines for just £193, but on average you can expect to pay £215.

  • Are there nonstop flights from Toronto to Chicago for under £200 on Cheapflights?

    Cheapflights has at least 20 direct flights from Toronto to Chicago under £200. A good price for a nonstop flight from Toronto to Chicago is less than £245.

  • 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: Tuesday, Friday, Saturday.

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

    5 flight departures from Toronto to Chicago per day on average.
    Morning (6am - Midday) - 60% of flight departures
    Afternoon (Midday - 6pm) - 40% of flight departures

  • How long is the flight from Toronto to Chicago?

    A quick flight from Toronto to Chicago can take about 1h 54m. United Airlines provides one of the quickest options available for as low as £212. 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 United Airlines is currently your cheapest option to Chicago, with prices starting at £212. Additional return tickets that might be worth considering are offered by Delta and Air Canada, with the lowest prices starting at £217 and £241, respectively. United Airlines is 8% 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 Air Canada and Delta, 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 Island - Chicago O'Hare Intl, Toronto Pearson Intl - Chicago O'Hare Intl or Hamilton - 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 (98%), SkyWest Airlines (94%) and Copa Airlines (94%).

  • What are the cheapest flights from Toronto to Chicago?

    Looking at all options, your cheapest flight can be booked for £140. While the most popular route (Toronto Island - Chicago O'Hare Intl) can be booked for £291 on average our data indicates £316 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 6/5.

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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 869,692 searches. Data last updated 6 May 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest£193Average£323FlexibilityNo 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 6 May 2024.
12%of flight departuresEarly morningMidnight to 6 am
35%of flight departuresMorning6 am to noon
39%of flight departuresAfternoonNoon to 6 pm
14%of flight departuresEvening6 pm to midnight
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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 6 May 2024.
Monday57daily flights
Tuesday51daily flights
Wednesday48daily flights
Thursday57daily flights
Friday66daily flights
Saturday46daily flights
Sunday54daily flights

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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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