Flights from Toronto to Chicago from $158

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Airfare Deals Toronto to Chicago

On HolidayPrice.com you will find 5 direct and 1 connecting flights from Toronto to Chicago at a price of from $158. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out YTO - CHI flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Toronto to Chicago (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Chicago.

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Cheap flights from Toronto
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One way flight from Toronto to Chicago

Below are the prices of tickets for direct one-way flights from Toronto to Chicago. The cheapest flight from Toronto to Chicago starts from $158 – the departure date for this flight is 08 December 2023.

Sort by: Departure dateCheap flightsFast flightsDirect flights
12.01.2024 Friday
from $131
Economy Found 2 days
1 Stopover 5 hours 32 min
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06.01.2024 Saturday
from $131
Economy Found 2 days
1 Stopover 4 hours 20 min
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20.01.2024 Saturday
from $133
Economy Found yesterday
1 Stopover 3 hours 46 min
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08.01.2024 Monday
from $148
Economy Found 2 days
Nonstop 1 hours 50 min
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04.01.2024 Thursday
from $150
Economy Found yesterday
Nonstop 1 hours 50 min
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28.01.2024 Sunday
from $160
Economy Found 2 days
Nonstop 1 hours 50 min
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19.01.2024 Friday
from $160
Economy Found 2 days
Nonstop 1 hours 50 min
Find Flights
15.01.2024 Monday
from $160
Economy Found 2 days
Nonstop 1 hours 50 min
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09.01.2024 Tuesday
from $160
Economy Found 2 days
Nonstop 1 hours 50 min
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30.01.2024 Tuesday
from $160
Economy Found 2 days
Nonstop 1 hours 50 min
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29.01.2024 Monday
from $160
Economy Found 2 days
Nonstop 1 hours 50 min
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21.01.2024 Sunday
from $164
Economy Found today
Nonstop 1 hours 50 min
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03.01.2024 Wednesday
from $171
Economy Found yesterday
1 Stopover 5 hours 30 min
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01.01.2024 Monday
from $171
Economy Found today
1 Stopover 5 hours 30 min
Find Flights
23.01.2024 Tuesday
from $198
Economy Found 2 days
2 Stopovers 8 hours 37 min
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22.01.2024 Monday
from $198
Economy Found 2 days
2 Stopovers 8 hours 37 min
Find Flights
29.01.2024 Monday
from $198
Economy Found 2 days
2 Stopovers 8 hours 37 min
Find Flights
16.01.2024 Tuesday
from $198
Economy Found 2 days
2 Stopovers 8 hours 37 min
Find Flights
18.01.2024 Thursday
from $198
Economy Found 2 days
2 Stopovers 8 hours 37 min
Find Flights
08.01.2024 Monday
from $210
Economy Found 2 days
2 Stopovers 12 hours 58 min
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13.01.2024 Saturday
from $222
Economy Found 2 days
2 Stopovers 14 hours 47 min
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25.01.2024 Thursday
from $223
Economy Found 2 days
2 Stopovers 12 hours 58 min
Find Flights
24.01.2024 Wednesday
from $223
Economy Found 2 days
2 Stopovers 12 hours 58 min
Find Flights
10.01.2024 Wednesday
from $223
Economy Found 2 days
2 Stopovers 12 hours 58 min
Find Flights
09.01.2024 Tuesday
from $223
Economy Found 2 days
2 Stopovers 12 hours 58 min
Find Flights
27.01.2024 Saturday
from $228
Economy Found 2 days
2 Stopovers 10 hours 33 min
Find Flights
17.01.2024 Wednesday
from $228
Economy Found 2 days
2 Stopovers 9 hours 52 min
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14.01.2024 Sunday
from $228
Economy Found 2 days
2 Stopovers 12 hours 54 min
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11.01.2024 Thursday
from $228
Economy Found 2 days
2 Stopovers 10 hours 53 min
Find Flights
26.01.2024 Friday
from $232
Economy Found today
2 Stopovers 12 hours 54 min
Find Flights
*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Toronto to Chicago

You can buy a round-trip ticket from Toronto to Chicago (United States) and back using the table below. The best offer starts from $211, the flight dates are: there on 09 January 2024 year and back on 09 January 2024 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Delta Air Lines DL 5019 Day flight
Departure 18.01.24 12:45, Th
1 Stopover Trip 6 hours
Return 18.01.24 18:15, Th
Find Flights from $207
Delta Air Lines DL 5031 Day flight
Departure 16.01.24 11:15, Tu
1 Stopover Trip 7 hours
Return 16.01.24 18:00, Tu
Find Flights from $207
Delta Air Lines DL 5038 Day flight
Departure 20.01.24 15:15, Sa
1 Stopover Trip 9 hours
Return 20.01.24 23:45, Sa
Find Flights from $210
Delta Air Lines DL 4172 Day flight
Departure 30.01.24 11:30, Tu
1 Stopover Trip 7 hours
Return 30.01.24 18:15, Tu
Find Flights from $210
Delta Air Lines DL 3919 Day flight
Departure 07.02.24 11:15, We
1 Stopover Trip 9 hours
Return 07.02.24 20:10, We
Find Flights from $210
Delta Air Lines DL 5031 Day flight
Departure 21.01.24 11:15, Su
1 Stopover Trip 7 hours
Return 21.01.24 18:00, Su
Find Flights from $211
Delta Air Lines DL 5031 Day flight
Departure 09.01.24 11:15, Tu
1 Stopover Trip 7 hours
Return 09.01.24 18:00, Tu
Find Flights from $211
Delta Air Lines DL 5101 Day flight
Departure 02.03.24 15:07, Sa
1 Stopover Trip 11 days
Return 13.03.24 15:10, We
Find Flights from $212
Delta Air Lines DL 3805 Day flight
Departure 06.03.24 12:45, We
1 Stopover Trip 28 days
Return 03.04.24 17:00, We
Find Flights from $212
Delta Air Lines DL 4978 Day flight
Departure 07.01.24 11:30, Su
1 Stopover Trip 2 days
Return 09.01.24 15:44, Tu
Find Flights from $212
Delta Air Lines DL 5268 Day flight
Departure 21.12.23 12:50, Th
1 Stopover Trip 3 days
Return 25.12.23 00:25, Mo
Find Flights from $212
Delta Air Lines DL 3964 Evening flight
Departure 05.03.24 17:15, Tu
1 Stopover Trip 21 day
Return 26.03.24 18:09, Tu
Find Flights from $212
Delta Air Lines DL 5031 Day flight
Departure 01.03.24 11:15, Fr
1 Stopover Trip 4 days
Return 05.03.24 16:00, Tu
Find Flights from $212
Delta Air Lines DL 5012 Evening flight
Departure 20.12.23 17:20, We
1 Stopover Trip 8 days
Return 28.12.23 23:14, Th
Find Flights from $212
Delta Air Lines DL 5019 Day flight
Departure 23.01.24 12:45, Tu
1 Stopover Trip 3 days
Return 26.01.24 22:15, Fr
Find Flights from $212
Delta Air Lines DL 4834 Evening flight
Departure 04.03.24 17:34, Mo
1 Stopover Trip 3 days
Return 07.03.24 18:15, Th
Find Flights from $212
Delta Air Lines DL 4949 Day flight
Departure 14.02.24 11:30, We
1 Stopover Trip 3 days
Return 17.02.24 15:44, Sa
Find Flights from $212
Delta Air Lines DL 4949 Day flight
Departure 20.02.24 11:30, Tu
1 Stopover Trip 4 days
Return 24.02.24 15:44, Sa
Find Flights from $212
Delta Air Lines DL 5028 Evening flight
Departure 22.02.24 18:45, Th
1 Stopover Trip 5 days
Return 27.02.24 23:45, Tu
Find Flights from $212
Delta Air Lines DL 5031 Day flight
Departure 26.02.24 11:15, Mo
1 Stopover Trip 2 days
Return 28.02.24 18:00, We
Find Flights from $212
Delta Air Lines DL 4978 Day flight
Departure 04.01.24 11:30, Th
1 Stopover Trip 4 days
Return 08.01.24 15:44, Mo
Find Flights from $212
Delta Air Lines DL 5031 Day flight
Departure 28.02.24 11:15, We
1 Stopover Trip 6 days
Return 04.03.24 23:45, Mo
Find Flights from $212
Delta Air Lines DL 5268 Day flight
Departure 19.12.23 12:50, Tu
1 Stopover Trip 5 days
Return 25.12.23 00:25, Mo
Find Flights from $212
Delta Air Lines DL 5019 Day flight
Departure 19.01.24 12:45, Fr
1 Stopover Trip 3 days
Return 22.01.24 18:00, Mo
Find Flights from $212
Delta Air Lines DL 5031 Day flight
Departure 10.01.24 11:15, We
1 Stopover Trip 3 days
Return 13.01.24 15:44, Sa
Find Flights from $212
Delta Air Lines DL 3964 Evening flight
Departure 13.01.24 17:15, Sa
1 Stopover Trip 5 days
Return 18.01.24 18:15, Th
Find Flights from $212
Delta Air Lines DL 3964 Evening flight
Departure 11.01.24 17:15, Th
1 Stopover Trip 4 days
Return 15.01.24 23:45, Mo
Find Flights from $212
Delta Air Lines DL 5028 Evening flight
Departure 17.01.24 18:45, We
1 Stopover Trip 7 days
Return 24.01.24 16:00, We
Find Flights from $212
Delta Air Lines DL 3964 Evening flight
Departure 03.02.24 17:15, Sa
1 Stopover Trip 3 days
Return 06.02.24 12:25, Tu
Find Flights from $212
Delta Air Lines DL 3919 Day flight
Departure 09.02.24 11:15, Fr
1 Stopover Trip 2 days
Return 11.02.24 15:44, Su
Find Flights from $212
Delta Air Lines DL 3964 Evening flight
Departure 08.01.24 17:15, Mo
1 Stopover Trip 8 days
Return 16.01.24 12:00, Tu
Find Flights from $212
Delta Air Lines DL 4933 Evening flight
Departure 27.01.24 22:06, Sa
1 Stopover Trip 1 day
Return 28.01.24 15:44, Su
Find Flights from $215
Delta Air Lines DL 5012 Evening flight
Departure 25.12.23 17:20, Mo
1 Stopover Trip 6 days
Return 31.12.23 23:21, Su
Find Flights from $215
Delta Air Lines DL 5012 Evening flight
Departure 05.01.24 17:20, Fr
1 Stopover Trip 3 days
Return 08.01.24 18:00, Mo
Find Flights from $215
Delta Air Lines DL 5031 Day flight
Departure 28.01.24 11:15, Su
1 Stopover Trip 14 days
Return 11.02.24 15:44, Su
Find Flights from $215
Delta Air Lines DL 3897 Evening flight
Departure 21.02.24 22:06, We
1 Stopover Trip 5 days
Return 26.02.24 18:15, Mo
Find Flights from $215
Delta Air Lines DL 3964 Evening flight
Departure 29.01.24 17:15, Mo
1 Stopover Trip 1 day
Return 30.01.24 18:00, Tu
Find Flights from $215
Delta Air Lines DL 5031 Day flight
Departure 31.01.24 11:15, We
1 Stopover Trip 10 days
Return 10.02.24 15:44, Sa
Find Flights from $215
Delta Air Lines DL 4949 Day flight
Departure 24.02.24 11:30, Sa
1 Stopover Trip 4 days
Return 28.02.24 18:15, We
Find Flights from $215
Delta Air Lines DL 4933 Evening flight
Departure 14.01.24 22:06, Su
1 Stopover Trip 6 days
Return 20.01.24 12:00, Sa
Find Flights from $215
Delta Air Lines DL 3964 Evening flight
Departure 12.01.24 17:15, Fr
1 Stopover Trip 7 days
Return 19.01.24 23:45, Fr
Find Flights from $215
Delta Air Lines DL 3897 Evening flight
Departure 23.02.24 22:06, Fr
1 Stopover Trip 2 days
Return 25.02.24 18:15, Su
Find Flights from $215
Delta Air Lines DL 5031 Day flight
Departure 19.02.24 11:15, Mo
1 Stopover Trip 5 days
Return 24.02.24 15:44, Sa
Find Flights from $215
Delta Air Lines DL 4172 Day flight
Departure 15.01.24 11:30, Mo
1 Stopover Trip 5 days
Return 20.01.24 15:44, Sa
Find Flights from $215
Delta Air Lines DL 3919 Day flight
Departure 11.02.24 11:15, Su
1 Stopover Trip 2 days
Return 13.02.24 20:10, Tu
Find Flights from $215
Delta Air Lines DL 5208 Day flight
Departure 02.02.24 12:59, Fr
1 Stopover Trip 11 days
Return 13.02.24 13:00, Tu
Find Flights from $215
Delta Air Lines DL 3919 Day flight
Departure 04.02.24 11:15, Su
1 Stopover Trip 4 days
Return 08.02.24 16:55, Th
Find Flights from $215
Delta Air Lines DL 4949 Day flight
Departure 25.02.24 11:30, Su
1 Stopover Trip 24 days
Return 20.03.24 15:10, We
Find Flights from $215
Delta Air Lines DL 5208 Day flight
Departure 25.01.24 12:59, Th
1 Stopover Trip 2 days
Return 27.01.24 13:00, Sa
Find Flights from $215
Delta Air Lines DL 3897 Evening flight
Departure 26.01.24 22:06, Fr
1 Stopover Trip 3 days
Return 29.01.24 23:45, Mo
Find Flights from $215
Delta Air Lines DL 3964 Evening flight
Departure 05.02.24 17:15, Mo
1 Stopover Trip 2 days
Return 07.02.24 15:44, We
Find Flights from $215
Delta Air Lines DL 5019 Day flight
Departure 24.01.24 12:45, We
1 Stopover Trip 3 days
Return 27.01.24 15:44, Sa
Find Flights from $215
Delta Air Lines DL 3964 Evening flight
Departure 06.02.24 17:15, Tu
1 Stopover Trip 7 days
Return 13.02.24 20:10, Tu
Find Flights from $215
Delta Air Lines DL 4924 Evening flight
Departure 22.01.24 22:05, Mo
1 Stopover Trip 2 days
Return 24.01.24 23:45, We
Find Flights from $215
Delta Air Lines DL 4949 Day flight
Departure 08.02.24 11:30, Th
1 Stopover Trip 4 days
Return 11.02.24 23:45, Su
Find Flights from $215
Delta Air Lines DL 4933 Evening flight
Departure 10.02.24 22:06, Sa
1 Stopover Trip 2 days
Return 12.02.24 20:10, Mo
Find Flights from $215
Delta Air Lines DL 3897 Evening flight
Departure 01.02.24 22:06, Th
1 Stopover Trip 6 days
Return 07.02.24 18:15, We
Find Flights from $215
Delta Air Lines DL 3897 Evening flight
Departure 13.02.24 22:06, Tu
1 Stopover Trip 7 days
Return 20.02.24 20:10, Tu
Find Flights from $215
Delta Air Lines DL 3805 Day flight
Departure 03.03.24 12:45, Su
1 Stopover Trip 10 days
Return 13.03.24 11:29, We
Find Flights from $216
Delta Air Lines DL 4978 Day flight
Departure 06.01.24 11:30, Sa
1 Stopover Trip 7 days
Return 13.01.24 15:44, Sa
Find Flights from $216
Delta Air Lines DL 3897 Evening flight
Departure 12.02.24 22:06, Mo
1 Stopover Trip 8 days
Return 20.02.24 16:00, Tu
Find Flights from $216
Delta Air Lines DL 3805 Day flight
Departure 27.02.24 12:45, Tu
1 Stopover Trip 7 days
Return 05.03.24 16:00, Tu
Find Flights from $216
United Airlines UA 8621 Evening flight
Departure 13.12.23 21:40, We
1 Stopover Trip 1 day
Return 14.12.23 16:00, Th
Find Flights from $222
Air Canada AC 509 Evening flight
Departure 24.12.23 23:35, Su
Direct Trip 1 day
Return 25.12.23 22:35, Mo
Find Flights from $226
Delta Air Lines DL 4943 Evening flight
Departure 12.12.23 22:15, Tu
1 Stopover Trip 1 day
Return 13.12.23 15:33, We
Find Flights from $227
Porter Airlines PD 2397 Night flight
Departure 24.12.23 01:50, Su
Direct Trip 1 day
Return 24.12.23 17:15, Su
Find Flights from $230
Air Canada AC 8697 Day flight
Departure 09.12.23 13:00, Sa
1 Stopover Trip 7 hours
Return 09.12.23 19:31, Sa
Find Flights from $230
Air Canada AC 8697 Day flight
Departure 05.12.23 13:00, Tu
1 Stopover Trip 12 hours
Return 06.12.23 00:38, We
Find Flights from $230
Air Canada AC 8293 Evening flight
Departure 16.12.23 23:35, Sa
1 Stopover Trip 1 day
Return 17.12.23 13:23, Su
Find Flights from $230
Air Canada AC 8697 Day flight
Departure 06.12.23 13:00, We
1 Stopover Trip 10 hours
Return 06.12.23 22:35, We
Find Flights from $230
Porter Airlines PD 2387 Day flight
Departure 22.12.23 14:30, Fr
Direct Trip 2 days
Return 24.12.23 17:15, Su
Find Flights from $231
Delta Air Lines DL 4933 Evening flight
Departure 17.02.24 22:06, Sa
1 Stopover Trip 3 days
Return 20.02.24 18:00, Tu
Find Flights from $234
Delta Air Lines DL 5028 Evening flight
Departure 29.02.24 18:45, Th
1 Stopover Trip 14 days
Return 14.03.24 11:00, Th
Find Flights from $235
Delta Air Lines DL 3964 Evening flight
Departure 18.02.24 17:15, Su
1 Stopover Trip 3 days
Return 21.02.24 18:00, We
Find Flights from $235
Porter Airlines PD 2387 Day flight
Departure 28.12.23 14:30, Th
Direct Trip 8 hours
Return 28.12.23 22:15, Th
Find Flights from $238
Porter Airlines PD 2387 Day flight
Departure 29.12.23 14:30, Fr
Direct Trip 2 days
Return 31.12.23 17:15, Su
Find Flights from $240
Porter Airlines PD 2387 Day flight
Departure 26.12.23 14:30, Tu
Direct Trip 4 days
Return 30.12.23 22:15, Sa
Find Flights from $242
Porter Airlines PD 2397 Night flight
Departure 28.12.23 01:50, Th
Direct Trip 1 day
Return 28.12.23 17:15, Th
Find Flights from $242
Air Canada AC 5588 Night flight
Departure 19.12.23 02:00, Tu
Direct Trip 2 days
Return 20.12.23 19:31, We
Find Flights from $243
Air Canada AC 8533 Day flight
Departure 31.12.23 13:00, Su
Direct Trip 10 hours
Return 31.12.23 22:35, Su
Find Flights from $244
Porter Airlines PD 2397 Night flight
Departure 31.12.23 01:50, Su
Direct Trip 7 days
Return 06.01.24 18:30, Sa
Find Flights from $246
Delta Air Lines DL 5012 Evening flight
Departure 14.12.23 17:17, Th
1 Stopover Trip 4 days
Return 18.12.23 13:05, Mo
Find Flights from $247
Delta Air Lines DL 5012 Evening flight
Departure 11.12.23 17:17, Mo
1 Stopover Trip 7 days
Return 18.12.23 13:05, Mo
Find Flights from $247
Delta Air Lines DL 4978 Day flight
Departure 03.01.24 11:30, We
1 Stopover Trip 15 days
Return 17.01.24 23:45, We
Find Flights from $247
Delta Air Lines DL 4067 Day flight
Departure 17.12.23 11:30, Su
1 Stopover Trip 14 days
Return 31.12.23 23:21, Su
Find Flights from $252
Delta Air Lines DL 4943 Evening flight
Departure 15.12.23 22:15, Fr
1 Stopover Trip 5 days
Return 20.12.23 13:05, We
Find Flights from $252
Porter Airlines PD 2387 Day flight
Departure 02.01.24 14:30, Tu
Direct Trip 3 days
Return 05.01.24 23:15, Fr
Find Flights from $254
Porter Airlines PD 2387 Day flight
Departure 01.01.24 14:55, Mo
Direct Trip 2 days
Return 03.01.24 17:15, We
Find Flights from $255
Delta Air Lines DL 5029 Evening flight
Departure 08.12.23 18:50, Fr
1 Stopover Trip 12 days
Return 20.12.23 13:05, We
Find Flights from $261
Delta Air Lines DL 3897 Evening flight
Departure 16.02.24 22:06, Fr
1 Stopover Trip 2 days
Return 18.02.24 23:45, Su
Find Flights from $264
Delta Air Lines DL 5029 Evening flight
Departure 10.12.23 18:50, Su
1 Stopover Trip 13 days
Return 24.12.23 00:25, Su
Find Flights from $264
Air Canada AC 8694 Evening flight
Departure 07.12.23 17:30, Th
Direct Trip 14 days
Return 21.12.23 22:35, Th
Find Flights from $272
Delta Air Lines DL 5028 Evening flight
Departure 07.03.24 18:45, Th
1 Stopover Trip 4 days
Return 11.03.24 14:33, Mo
Find Flights from $275
Porter Airlines PD 2387 Day flight
Departure 09.03.24 15:45, Sa
Direct Trip 25 days
Return 03.04.24 22:49, We
Find Flights from $279
Porter Airlines PD 2387 Day flight
Departure 08.03.24 14:30, Fr
Direct Trip 2 days
Return 10.03.24 22:15, Su
Find Flights from $279
United Airlines UA 5143 Day flight
Departure 15.02.24 14:00, Th
1 Stopover Trip 5 hours
Return 15.02.24 18:45, Th
Find Flights from $279
Delta Air Lines DL 5029 Evening flight
Departure 04.12.23 18:50, Mo
1 Stopover Trip 7 days
Return 11.12.23 23:54, Mo
Find Flights from $291
United Airlines UA 8232 Evening flight
Departure 02.12.23 21:20, Sa
1 Stopover Trip 1 day
Return 03.12.23 13:12, Su
Find Flights from $296
Air Canada AC 8293 Evening flight
Departure 01.12.23 23:35, Fr
1 Stopover Trip 1 day
Return 02.12.23 13:00, Sa
Find Flights from $302
Porter Airlines PD 2387 Day flight
Departure 03.12.23 15:45, Su
Direct Trip 21 day
Return 24.12.23 17:15, Su
Find Flights from $353
*Prices include: baggage, hand luggage, airline fees and charges.
Not found promotions and sales.

Flight Schedule Toronto to Chicago 2023

The current flight schedule for the route from Toronto to Chicago for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 2 flights every day, from 1hours 51min. Local departure and arrival times are indicated.
07:00 → 07:51
United Airlines UA2142 United Airlines UA2142
YYZ → ORD
Mo Tu We Th Fr Sa Su
Check price
09:00 → 10:01
United Airlines UA490 United Airlines UA490
YYZ → ORD
Mo Tu We Th Fr Sa Su
Check price
15:00 → 16:02
United Airlines UA1423 United Airlines UA1423
YYZ → ORD
Mo Tu We Th Fr - Su
Check price

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Chicago from Toronto takes 01:26 minutes (excluding transfers). The distance between Toronto and Chicago is 435 miles (700 kilometers). Planes depart from Toronto between 00:00 and 23:59. The fastest flight from the company United Airlines with flight number UA 547. Flies for just 01:41 minutes with departure from Pearson and arrival in O'Hare.

time

Average flight time

01:26 min

distance

Distance

435 mi

The earliest flight

The earliest flight

00:00

The latest flight

The latest flight

23:59

Airplane

The fastest flight

01:41

Airlines

Direct flight

There are 5 airlines that fly directly from Toronto to Chicago. The most popular company carrying out non-stop flights is United Airlines.

*Flight number

Flights with Transfers

Flights with transfers from Toronto to Chicago can be bought from 1 airlines:

  • Air Canada: Pittsburgh

*Transit cities

Airports

Airports serving the air communication between Toronto and Chicago. You can fly to Chicago from 2 Toronto airports. Planes arrive at 2 airport in Chicago.

Toronto airports:

Pearson  ~ 20 km* from $ 74Toronto City Centre Airport  ~ 3 km* from $ 90

Chicago airports:

O'Hare  ~ 25 km* from $ 74Chicago Midway  ~ 14 km* from $ 90

*Distance from the airport to the city center

Aircraft

You can fly from Toronto to Chicago on board of 5 airlines that utilize 14 aircraft models.

  • Airbus A319
  • Airbus A320
  • Boeing 737-700
  • Boeing 737-800
  • Boeing 737-900
  • Canadair reg jet 700
  • Canadair regional jet
  • DeHavilland Dash 8 Q400
  • Embraer 170
  • Embraer 175
  • Embraer 190
  • Embraer EMB 175
  • Embraer ERJ-135/140/145 Regional Jet
  • Embraer RJ145

Connecting cities

The list of cities on transfer flights to Chicago from Toronto. The best options are to fly through: Pittsburgh.

Pittsburgh

Cheap airline tickets from Toronto to United States

Here is a list of flights from Toronto to United States purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Toronto - New York AC 728 Air Canada Embraer 190
04:05 Pearson
in a way 1 hours 24 min Direct
05:29 LaGuardia
Flights
from $126 03 February 2024
Toronto - Los Angeles AC 791 Air Canada Boeing 787-900
15:00 Pearson
in a way 5 hours 6 min Direct
20:06 Los Angeles
Flights
from $133 08 December 2023
Toronto - Miami WO 820 World Airways Boeing 737-800
16:05 Hamilton
in a way 3 hours 1 min Direct
19:06 Fort Lauderdale Executive Airport
Flights
from $130 12 May 2024
Toronto - Chicago UA 547 United Airlines Boeing 737-800
15:15 Pearson
in a way 1 hours 41 min Direct
16:56 O'Hare
Flights
from $158 08 December 2023
Toronto - San Francisco AC 737 Air Canada Boeing 787-900
15:00 Pearson
in a way 5 hours 0 min Direct
20:00 San Francisco
Flights
from $170 10 May 2024

All flights from Toronto

Flights from Canada to Chicago

Here are the cheapest flight bookings from Canada to Chicago made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

Toronto - Chicago UA 547 United Airlines Boeing 737-800
15:15 Pearson
in a way 1 hours 41 min Direct
16:56 O'Hare
Flights
from $158 08 December 2023
Vancouver - Chicago UA 664 United Airlines Airbus A320
17:00 Vancouver
in a way 3 hours 59 min Direct
20:59 O'Hare
Flights
from $158 09 January 2024
Montreal - Chicago AC 7599 Air Canada Embraer EMB 175
02:50 St. Hubert Airport
in a way 2 hours 10 min Direct
05:00 O'Hare
Flights
from $137 09 December 2023
Ottawa - Chicago UA 5387 United Airlines Embraer 175
14:15 Ottawa/Macdonald-Cartier
in a way 2 hours 19 min Direct
16:34 O'Hare
Flights
from $267 19 May 2024
Edmonton - Chicago DL 4442 Delta Air Lines Canadair Regional Jet 900
21:55 Edmonton
in a way 6 hours 18 min 1 Stopover
04:13 O'Hare
Flights
from $206 04 June 2024

All flights to Chicago

Tips for buying a ticket

Toronto – Chicago – Toronto round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Toronto to Chicago
Chicago city

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