Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from £128
This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
5 Dec — 12 Dec1
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 February or January, booked 84 days in advance, depart on a Friday or Sunday and return on a Thursday
Cheap flight deals from Pearson Intl to O'Hare Intl
Enter your travel dates to find the best prices.
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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 5 November 2026.
Wed 16/1208:05 -
Nonstop2h 03m
Wed 23/1220:50 -
Nonstop1h 42m
Deal found 1/11£206
Fri 11/1220:40 -
1 stop12h 05m
Sat 12/1211:05 -
Nonstop1h 58m
Deal found 1/11£211
Mon 7/1218:55 -
Nonstop2h 03m
Thu 10/1212:50 -
Nonstop1h 43m
Deal found 4/11£212
Wed 25/1110:53 -
Nonstop2h 04m
Sun 29/1108:45 -
Nonstop1h 42m
Deal found 3/11£229
Thu 26/1110:53 -
Nonstop2h 04m
Mon 30/1121:21 -
Nonstop1h 38m
Deal found 5/11£235
Fri 27/1106:45 -
Nonstop2h 09m
Mon 30/1107:05 -
1 stop5h 41m
Deal found 2/11£236
Thu 3/1217:55 -
Nonstop2h 10m
Wed 9/1210:57 -
1 stop5h 52m
Deal found 3/11£237
Fri 25/1212:55 -
1 stop8h 06m
Wed 30/1220:50 -
Nonstop1h 42m
Deal found 31/10£241
Thu 19/1106:00 -
1 stop5h 39m
Sun 22/1107:05 -
1 stop5h 25m
Deal found 1/11£242
Fri 20/1118:40 -
1 stop6h 21m
Sat 21/1107:03 -
Nonstop1h 44m
Deal found 3/11£243
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 5 November 2026.
Fri 25/1212:55 -
1 stop8h 06m
Wed 30/1220:50 -
Nonstop1h 42m
Deal found 31/10£241
Sun 15/1106:00 -
1 stop5h 39m
Wed 18/1107:05 -
1 stop3h 14m
Deal found 1/11£244
Fri 27/1115:35 -
Nonstop2h 09m
Sun 29/1121:21 -
Nonstop1h 38m
Deal found 3/11£246
Tue 22/1214:45 -
1 stop10h 16m
Sun 3/120:50 -
Nonstop1h 42m
Deal found 31/10£241
Mon 30/1106:00 -
1 stop8h 59m
Thu 3/1208:39 -
1 stop3h 56m
Deal found 2/11£249
Sun 15/1106:45 -
Nonstop2h 09m
Wed 18/1107:03 -
Nonstop1h 44m
Deal found 1/11£251
Thu 26/1115:35 -
Nonstop2h 09m
Mon 30/1107:05 -
1 stop5h 41m
Deal found 3/11£248
Mon 21/1206:45 -
Nonstop2h 12m
Wed 30/1213:47 -
Nonstop2h 00m
Deal found 31/10£252
Wed 6/112:10 -
1 stop5h 17m
Tue 2/307:00 -
1 stop3h 29m
Deal found 3/11£263
Sat 26/1206:45 -
Nonstop2h 12m
Thu 31/1218:10 -
1 stop4h 42m
Deal found 31/10£252
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 5 November 2026.
Wed 16/1208:05 -
Nonstop2h 03m
Wed 23/1220:50 -
Nonstop1h 42m
Deal found 1/11£206
Mon 7/1218:55 -
Nonstop2h 03m
Thu 10/1212:50 -
Nonstop1h 43m
Deal found 4/11£212
Wed 25/1110:53 -
Nonstop2h 04m
Sun 29/1108:45 -
Nonstop1h 42m
Deal found 3/11£229
Thu 26/1117:55 -
Nonstop2h 10m
Mon 30/1108:45 -
Nonstop1h 42m
Deal found 5/11£235
Wed 16/1217:55 -
Nonstop2h 10m
Sun 10/116:30 -
Nonstop1h 40m
Deal found 4/11£237
Thu 26/1117:55 -
Nonstop2h 10m
Sun 29/1110:15 -
Nonstop1h 37m
Deal found 4/11£245
Thu 26/1119:26 -
Nonstop2h 22m
Fri 4/1208:45 -
Nonstop1h 42m
Deal found 2/11£246
Sat 28/1106:45 -
Nonstop2h 09m
Mon 30/1116:30 -
Nonstop1h 40m
Deal found 3/11£246
Fri 12/318:55 -
Nonstop2h 03m
Mon 15/316:30 -
Nonstop1h 40m
Deal found 2/11£250
Sun 15/1106:45 -
Nonstop2h 09m
Wed 18/1107:03 -
Nonstop1h 44m
Deal found 1/11£251
Sat 26/1206:45 -
Nonstop2h 12m
Tue 5/107:01 -
Nonstop1h 46m
Deal found 31/10£252
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 5 November 2026 and is based on user searches.
Thu 19/1106:00 -
1 stop5h 39m
Sun 22/1107:05 -
1 stop5h 25m
Deal found 1/11£242
Fri 20/1118:40 -
1 stop6h 21m
Sat 21/1107:03 -
Nonstop1h 44m
Deal found 3/11£243
Wed 25/1110:53 -
Nonstop2h 04m
Sun 29/1108:45 -
Nonstop1h 42m
Deal found 3/11£229
Thu 26/1117:55 -
Nonstop2h 10m
Mon 30/1108:45 -
Nonstop1h 42m
Deal found 5/11£235
Fri 27/1106:45 -
Nonstop2h 09m
Mon 30/1107:05 -
1 stop5h 41m
Deal found 2/11£236
Thu 3/1217:55 -
Nonstop2h 10m
Wed 9/1210:57 -
1 stop5h 52m
Deal found 3/11£237
Mon 7/1218:55 -
Nonstop2h 03m
Thu 10/1212:50 -
Nonstop1h 43m
Deal found 4/11£212
Fri 11/1220:40 -
1 stop12h 05m
Sat 12/1211:05 -
Nonstop1h 58m
Deal found 1/11£211
Wed 16/1208:05 -
Nonstop2h 03m
Wed 23/1220:50 -
Nonstop1h 42m
Deal found 1/11£206
Fri 25/1218:40 -
1 stop5h 59m
Sat 2/120:50 -
Nonstop1h 42m
Deal found 1/11£241
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 5 November 2026.
Sun 22/1116:30 -
Nonstop2h 13m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 1/11£128
Sat 28/1106:45 -
Nonstop2h 09m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/11£134
Wed 2/1208:05 -
2 stops8h 07m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 5/11£137
Wed 25/1117:55 -
Nonstop2h 10m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 4/11£138
Mon 11/119:26 -
Nonstop2h 14m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 31/10£139
Sun 15/1112:15 -
1 stop7h 15m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 1/11£143
Fri 19/315:59 -
1 stop5h 38m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 31/10£145
Sun 15/1108:35 -
Nonstop2h 09m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 1/11£145
Sat 28/1112:15 -
1 stop7h 15m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/11£147
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 5 November 2026.
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 7,457,451 searches. Data last updated 5 November 2026.
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
Fly to
Route
Depart
Return
Price
Cheapest return flight
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Sun 6/12
19:26-20:48
Nonstop2h 22m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
£138
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Thu 3/12
17:55-19:05
Nonstop2h 10m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
£138
Fastest return journey
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Fri 4/12
08:35-09:44
Nonstop2h 09m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
£143
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Fri 4/12
06:00-13:56
1 stop8h 56m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
£143
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Sun 6/12
06:00-10:59
1 stop5h 59m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
£143
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Sun 13/12
09:45-16:17
1 stop7h 32m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
£144
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Sat 9/1
06:10-09:53
1 stop4h 43m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
£144
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Fri 23/4
12:15-18:40
1 stop7h 25m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
£145
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Fri 19/3
15:59-20:37
1 stop5h 38m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
£145
TorontoChicago
YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl
YYZORD
Toronto Pearson Intl
Fri 30/4
14:00-20:37
1 stop7h 37m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
£145
Flights are sorted by cheapest return flights first.
Deals found on 4/11
Showing 1-10 of 22 resultsSorted by cheapest first
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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.
YYZ-ORD
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?
Booking 83 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, February is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of £209). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in November is currently the most expensive (average of £264). 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 5 November 2026.
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 afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 48% on airfare.
How much does it cost for a return flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Airfare is typical for this route at the moment.
Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights typically cost between £180 and £454 in December.The cheapest return price found within the last 5 days was £206 on Air Canada (16 Dec–23 Dec).
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 5 November 2026.
The most flights from YYZ to ORD are scheduled on a Wednesday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (45 on average).
How often are flights from Toronto to Chicago delayed?
About 13% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 139 minutes.
What is the most punctual flight time for Toronto to Chicago flights?
Historically, flights departing in the morning 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?
Thursday 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 9% 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 5 November 2026.
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.
Our flight from Kelowna was 5 hours delayed. We missed our connection. We were able to get to a hotel by 3:00 a.m. but the breakfast cost us $40. The hotel was good. We were rescheduled for the flight the next night when it was canceled. There were no hotel vouchers available which didn't matter because there were no hotel rooms available. We decided to just drive which was not easy doing a one-way rental to the United States. Worst possible trip I've ever had
Our flight from Kelowna was 5 hours delayed. We missed our connection. We were able to get to a hotel by 3:00 a.m. but the breakfast cost us $40. The hotel was good. We were rescheduled for the flight the next night when it was canceled. There were no hotel vouchers available which didn't matter because there were no hotel rooms available. We decided to just drive which was not easy doing a one-way rental to the United States. Worst possible trip I've ever had
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 £246, Delta can have you in Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in 2h 09m. 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 £148, 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 37% 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: Sun Country Air (100%), Royal Jordanian (91%), Copa Airlines (88%).
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 £406, our data indicates the cheapest price to be £154. The most popular route (Toronto Pearson Intl - Chicago O'Hare Intl), is priced around £246.
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, February is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of £209). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in November is currently the most expensive (average of £264). 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 5 November 2026.
Browse through other flights departing from Pearson Intl. Flights are based on user searches made on Cheapflights and were last updated on 5 November 2026.
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 7,457,451 searches. Data last updated 5 November 2026.
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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