Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from £95
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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
11 Jan — 18 Jan1
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in April or May, booked 84 days in advance, depart on a Saturday or Friday and return on a Wednesday
Cheap flight deals from Pearson Intl to O'Hare Intl
Enter your travel dates to find the best prices.
Cheapest flights from Pearson Intl to O'Hare Intl
Explore the most affordable flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 December 2025.
Wed 31/1209:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Thu 1/108:51ORD - YYZ
1 stop13h 55mUnited Airlines
Deal found 10/12£173
Thu 25/1219:40YYZ - ORD
1 stop13h 07mUnited Airlines
Thu 1/108:51ORD - YYZ
1 stop13h 55mUnited Airlines
Deal found 10/12£176
Fri 26/1206:50YYZ - ORD
Nonstop2h 13mUnited Airlines
Wed 31/1218:21ORD - YYZ
1 stop4h 25mUnited Airlines
Deal found 10/12£204
Fri 26/1219:40YYZ - ORD
1 stop5h 04mUnited Airlines
Tue 6/113:00ORD - YYZ
1 stop6h 42mUnited Airlines
Deal found 10/12£217
Sat 27/1209:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Wed 31/1221:20ORD - YYZ
Nonstop1h 39mUnited Airlines
Deal found 11/12£224
Sat 27/1211:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Tue 6/118:28ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 10/12£225
Sat 27/1209:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Tue 30/1213:24ORD - YYZ
1 stop9h 22mUnited Airlines
Deal found 11/12£232
Best flights from Pearson Intl to O'Hare Intl
Discover carefully curated flight deals from Pearson Intl to O'Hare Intl that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 12 December 2025.
Thu 29/115:30YYZ - ORD
Nonstop2h 10mUnited Airlines
Sun 1/216:50ORD - YYZ
Nonstop1h 55mUnited Airlines
Deal found 10/12£155
Thu 19/207:45YYZ - ORD
1 stop6h 37mDelta
Mon 23/209:35ORD - YYZ
1 stop5h 39mDelta
Deal found 10/12£158
Fri 13/221:00YYZ - ORD
Nonstop2h 04mUnited Airlines
Sun 15/210:55ORD - YYZ
1 stop5h 54mUnited Airlines
Deal found 9/12£155
Thu 5/206:06YYZ - ORD
1 stop5h 49mDelta
Sun 8/206:50ORD - YYZ
1 stop8h 22mDelta
Deal found 11/12£159
Thu 5/209:00YYZ - ORD
Nonstop2h 06mUnited Airlines
Sun 8/206:05ORD - YYZ
1 stop4h 43mUnited Airlines
Deal found 11/12£156
Fri 16/115:30YYZ - ORD
Nonstop2h 10mUnited Airlines
Mon 19/106:05ORD - YYZ
1 stop4h 43mUnited Airlines
Deal found 11/12£159
Wed 28/109:00YYZ - ORD
Nonstop2h 06mUnited Airlines
Thu 29/108:52ORD - YYZ
1 stop4h 22mUnited Airlines
Deal found 11/12£159
Mon 19/121:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Wed 21/113:00ORD - YYZ
1 stop4h 57mUnited Airlines
Deal found 10/12£159
Sun 25/109:30YYZ - ORD
1 stop5h 58mUnited Airlines
Sun 1/216:50ORD - YYZ
Nonstop1h 55mUnited Airlines
Deal found 10/12£160
Thu 15/109:00YYZ - ORD
Nonstop2h 06mUnited Airlines
Sun 18/108:52ORD - YYZ
1 stop4h 22mUnited Airlines
Deal found 9/12£173
Mon 12/121:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Wed 14/121:15ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 11/12£173
Direct flights from Pearson Intl to O'Hare Intl
Explore direct flight options from Pearson Intl to O'Hare Intl based on user searches, and compare prices and availability for your desired travel dates. Data last updated 12 December 2025.
Thu 29/121:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 1/211:15ORD - YYZ
Nonstop1h 46mUnited Airlines
Deal found 10/12£134
Mon 2/215:30YYZ - ORD
Nonstop2h 10mUnited Airlines
Wed 18/218:28ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 10/12£138
Thu 5/217:30YYZ - ORD
Nonstop2h 20mUnited Airlines
Sun 8/218:28ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 12/12£140
Sat 10/117:30YYZ - ORD
Nonstop2h 20mUnited Airlines
Sun 11/111:15ORD - YYZ
Nonstop1h 46mUnited Airlines
Deal found 10/12£152
Sun 25/121:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 1/207:10ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 10/12£155
Thu 26/215:30YYZ - ORD
Nonstop2h 09mUnited Airlines
Sat 7/318:28ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 10/12£170
Wed 7/121:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Wed 14/121:15ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 10/12£173
Fri 16/121:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Mon 19/121:15ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 11/12£173
Wed 31/1221:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Thu 1/116:50ORD - YYZ
Nonstop1h 55mUnited Airlines
Deal found 10/12£204
Sun 25/109:00YYZ - ORD
Nonstop2h 06mUnited Airlines
Sun 29/316:43ORD - YYZ
Nonstop1h 54mUnited Airlines
Deal found 11/12£207
Thu 8/118:45YYZ - ORD
Nonstop2h 00mUnited Airlines
Sun 11/120:45ORD - YYZ
Nonstop1h 35mUnited Airlines
Deal found 10/12£212
Last-minute flights from Pearson Intl to O'Hare Intl
Discover last-minute flight deals from Pearson Intl to O'Hare Intl. Data last updated 12 December 2025 and is based on user searches.
Thu 8/117:30YYZ - ORD
Nonstop2h 20mUnited Airlines
Sun 11/118:17ORD - YYZ
1 stop4h 29mUnited Airlines
Deal found 10/12£159
Sat 10/117:30YYZ - ORD
Nonstop2h 20mUnited Airlines
Sun 11/111:15ORD - YYZ
Nonstop1h 46mUnited Airlines
Deal found 10/12£152
Thu 15/115:30YYZ - ORD
Nonstop2h 10mUnited Airlines
Sat 17/118:28ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 10/12£173
Fri 16/106:50YYZ - ORD
Nonstop2h 15mUnited Airlines
Mon 19/107:10ORD - YYZ
1 stop5h 33mUnited Airlines
Deal found 11/12£173
Sat 24/114:45YYZ - ORD
1 stop4h 52mUnited Airlines
Sat 31/108:52ORD - YYZ
1 stop4h 22mUnited Airlines
Deal found 9/12£171
Sun 25/121:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 1/207:10ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 10/12£155
Mon 26/110:05YYZ - ORD
1 stop7h 33mDelta
Mon 2/207:10ORD - YYZ
1 stop8h 02mDelta
Deal found 12/12£168
Thu 29/121:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 1/211:15ORD - YYZ
Nonstop1h 46mUnited Airlines
Deal found 10/12£134
Thu 29/106:06YYZ - ORD
1 stop5h 49mDelta
Sun 1/208:50ORD - YYZ
1 stop6h 09mDelta
Deal found 10/12£167
One-way flights from Pearson Intl to O'Hare Intl
Search for one-way flight options from Pearson Intl to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 12 December 2025.
Thu 8/121:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 11/12£95
Tue 10/206:00YYZ - ORD
1 stop8h 13mDelta
Deal found 10/12£97
Sun 8/206:00YYZ - ORD
1 stop4h 41mDelta
Deal found 10/12£100
Sun 1/217:15YYZ - ORD
1 stop4h 50mDelta
Deal found 12/12£101
Wed 31/1209:00YYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 10/12£105
Thu 25/1219:40YYZ - ORD
1 stop13h 07mUnited Airlines
Deal found 10/12£109
Tue 2/615:59YYZ - ORD
1 stop3h 42mWestJet
Deal found 10/12£122
Fri 9/116:10YYZ - ORD
2 stops8h 29mUnited Airlines
Deal found 10/12£129
Find flight deals from Pearson Intl to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) to O'Hare Intl (ORD). 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 12 December 2025.
Customise your flight search to find flights from Pearson Intl to O'Hare Intl 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 858,174 searches. Data last updated 12 December 2025.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport that are best for you.
Fly from
Pearson Intl
Fly to
O'Hare Intl
Route
Depart
Return
Price
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 29/1
15:30-16:40
Nonstop2h 10m
Chicago O'Hare Intl
Sun 1/2
16:50-19:45
Nonstop1h 55m
£155
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 13/2
21:00-22:04
Nonstop2h 04m
Chicago O'Hare Intl
Sun 15/2
10:55-17:49
1 stop5h 54m
£155
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 5/2
09:00-10:06
Nonstop2h 06m
Chicago O'Hare Intl
Sun 8/2
06:05-11:48
1 stop4h 43m
£156
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 19/2
07:45-13:22
1 stop6h 37m
Chicago O'Hare Intl
Mon 23/2
09:35-16:14
1 stop5h 39m
£158
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 5/2
06:06-10:55
1 stop5h 49m
Chicago O'Hare Intl
Sun 8/2
06:50-16:12
1 stop8h 22m
£159
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 16/1
15:30-16:40
Nonstop2h 10m
Chicago O'Hare Intl
Mon 19/1
06:05-11:48
1 stop4h 43m
£159
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 28/1
09:00-10:06
Nonstop2h 06m
Chicago O'Hare Intl
Thu 29/1
08:52-14:14
1 stop4h 22m
£159
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Mon 19/1
21:00-22:05
Nonstop2h 05m
Chicago O'Hare Intl
Wed 21/1
13:00-18:57
1 stop4h 57m
£159
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 25/1
09:30-14:28
1 stop5h 58m
Chicago O'Hare Intl
Sun 1/2
16:50-19:45
Nonstop1h 55m
£160
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 15/1
09:00-10:06
Nonstop2h 06m
Chicago O'Hare Intl
Sun 18/1
08:52-14:14
1 stop4h 22m
£173
Flights are sorted by cheapest return flights first.
Deals found on 12/12
Showing 1-10 of 20 results
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Best time to book a flight from Pearson Intl to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Pearson Intl with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
Prices
Airlines
Delays
How far ahead should I book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Use this chart to determine the optimal time to book a return flight from Pearson Intl to O'Hare Intl. Price data was last updated on 5 December 2025.
Booking 84 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Currently, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of £99). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in April is currently the most expensive (average of £158). 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.
What is the cheapest time of day to fly from YYZ to ORD?
Find hourly flight availability from Pearson Intl to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 12 December 2025.
One of the essential ways to save on airfare from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at midday could potentially save you up to 64% on airfare.
What is the cheapest day to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly return from Pearson Intl to O'Hare Intl. Price data was last updated on 6 December 2025.
Travellers seeking maximum savings on their Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
Explore weekly flight availability from Pearson Intl to O'Hare Intl. 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 12 December 2025.
The most flights from YYZ to ORD are scheduled on a Monday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (36 on average).
How often are flights from Toronto to Chicago delayed?
About 10% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 143 minutes.
What is the most punctual flight time for Toronto to Chicago flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Toronto to Chicago flights?
Over the past year, United Airlines have had the lowest number of delays on this route, with just 6% of flights being delayed.
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated 12 December 2025.
Get a feel of what it's like to fly with Air Canada from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
It's was great and the crew are very nice, captain has a smooth land on the runway 👍
Related info for your journey
Find useful and relevant information for your journey from Pearson Intl to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
How long is the flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
For as low as £155, United Airlines can have you in Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in 2h 10m. There are 436 mi between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What is the cheapest airline to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport round-trip?
Currently priced at £137, Air Canada will fly you from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Air Canada is priced at 36% lower than the current average price of a flight leaving 3 months from now.
What are the most reliable airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on time: Qatar Airways (86%), EVA Air (85%), SkyWest Airlines (84%).
What are the cheapest flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Looking for the cheapest flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport? While on average our users pay £478, our data indicates the cheapest price to be £392. The most popular route (Toronto Pearson Intl - Chicago O'Hare Intl), is priced around £260.
Can I find deals for flights from Pearson Intl to O'Hare Intl that include hotel bookings?
Yes. In addition to deals on Pearson Intl to O'Hare Intl flights, Cheapflights offers holiday packages that include both flights and hotel.
How can I find direct flights from Pearson Intl to O'Hare Intl?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to O'Hare Intl.
Can I find deals for business class flights from Pearson Intl to O'Hare Intl?
Yes. Cheapflights offers flight deals from Pearson Intl to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Currently, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of £99). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in April is currently the most expensive (average of £158). 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.
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 12 December 2025.
Browse through other flights departing from Pearson Intl. Flights are based on user searches made on Cheapflights and were last updated on 12 December 2025.
Top airline flying from Pearson Intl to O'Hare Intl
Discover the top airline that operate flights from Pearson Intl to O'Hare Intl. 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 858,174 searches. Data last updated 12 December 2025.
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 Pearson Intl to O'Hare Intl?
Deals for Pearson Intl to O'Hare Intl flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to O'Hare Intl?
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to O'Hare Intl from Pearson Intl.
Can Cheapflights find flights from Pearson Intl to O'Hare Intl with no change fees?
Cheapflights does show flights with no change fees to all users. To see these options for flights from Pearson Intl to O'Hare Intl, users can toggle the no change fees filter when performing a flight search.
Can Cheapflights notify me if prices for flights from Pearson Intl to O'Hare Intl become cheaper?
Yes, Cheapflights offers price alerts on Pearson Intl to O'Hare Intl flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.
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