WestJet Toronto to Chicago Flights
Return flight: Chicago – Toronto
Cheapflightsplus.com will find cheap WestJet flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $158 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of WestJet, arrivals and departure details below.
Find Cheap Airfare Toronto (ON) — Chicago (IL) by WestJet
To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in january: one-way - $158, two-way – $271.
Direct flights
Check prices for return flight
Cheap Flights from Toronto to Chicago by WestJet
Look at the list of plane tickets for the most connecting flights by WestJet, their prices start from $158. There’re no direct flights. The fastest connecting flight – 3h 45m.
| Price | Departure | Arrival | Flight Time | Airline | Flight |
|---|---|---|---|---|---|
| from $162 | 4:55 pm Toronto Pearson International | 10:40 am+1 день Chicago O'Hare International | 18h 45m layover 12h 18m - Fort Myers | WestJet | WS1172 NK570 |
| from $177 | 8:35 am Toronto Pearson International | 5:02 pm Chicago O'Hare International | 9h 27m layover 3h 4m - Fort Myers | WestJet | WS1236 NK2930 |
| from $185 | 8:00 pm Toronto Pearson International | 6:33 am+1 день Chicago Midway | 11h 33m layover 2h 46m - Las Vegas | WestJet | WS1118 F92330 |
| from $216 | 6:15 am Toronto Pearson International | 9:00 am Chicago O'Hare International | 3h 45m layover 0h 30m - Detroit | WestJet | WS6342 WS7062 |
| from $216 | 7:45 am Toronto Pearson International | 10:32 am Chicago O'Hare International | 3h 47m layover 0h 34m - Detroit | WestJet | WS6340 WS7089 |
| from $324 | 7:40 am Toronto Pearson International | 3:57 pm Chicago O'Hare International | 9h 17m layover 2h 34m - Miami | WestJet | WS1230 NK327 |
| from $158 | 8:00 pm Toronto Pearson International | 2:01 pm+1 день Chicago Midway | 19h 1m layover 10h 10m - Orlando 0h 48m - Philadelphia | WestJet | WS1166 F92416 F91617 |
| from $191 | 11:00 pm Toronto Pearson International | 10:40 am+2 дня Chicago O'Hare International | 36h 40m layover 16h 10m - Ottawa 12h 26m - Fort Myers | WestJet | WS374 WS1262 NK570 |
| from $214 | 10:45 pm Toronto Pearson International | 11:44 am+2 дня Chicago Midway | 37h 59m layover 16h 25m - Winnipeg 11h 41m - Las Vegas | WestJet | WS535 WS1352 F92330 |
| from $225 | 10:45 pm Toronto Pearson International | 9:29 pm+1 день Chicago Midway | 23h 44m layover 6h 56m - Winnipeg 8h 35m - Atlanta | WestJet | WS535 WS1360 F92779 |
| from $236 | 10:45 pm Toronto Pearson International | 11:47 pm+1 день Chicago O'Hare International | 26h 2m layover 6h 56m - Winnipeg 10h 41m - Atlanta | WestJet | WS535 WS1360 F91441 |
| from $236 | 1:50 pm Toronto Pearson International | 5:18 am+1 день Chicago O'Hare International | 16h 28m layover 3h 3m - Calgary 1h 31m - Los Angeles | WestJet | WS661 WS1512 NK1679 |
| from $239 | 10:35 pm Toronto Pearson International | 12:46 pm+1 день Chicago Midway | 15h 11m layover 5h 29m - Calgary 0h 39m - Minneapolis | WestJet | WS679 WS6392 WS8056 |
| from $240 | 8:00 pm Toronto Pearson International | 11:52 am+2 дня Chicago Midway | 40h 52m layover 15h 19m - Las Vegas 15h 48m - Denver | WestJet | WS1118 F92430 F92210 |
| from $243 | 10:35 pm Toronto Pearson International | 2:55 pm+1 день Chicago O'Hare International | 17h 20m layover 6h 43m - Calgary 1h 42m - Minneapolis | WestJet | WS679 WS6392 WS7775 |
| from $246 | 10:40 pm Toronto Pearson International | 4:47 am+2 дня Chicago O'Hare International | 31h 7m layover 16h 28m - Vancouver 2h 43m - Las Vegas | WestJet | WS731 WS1790 F92146 |
Show All Flights
*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 01/21/2025
WestJet Flight Schedule Toronto to Chicago
Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
| Departure | Arrival | Flight Details | Flight Time | Price |
|---|---|---|---|---|
|
4:55 pm — 10:40 am
+1 day
|
4:55 pm — 8:12 pm
WS1172
WestJet
Toronto — Fort Myers
12h 18m stop
8:30 am — 10:40 am
NK570
Spirit Airlines
Fort Myers — Chicago
|
18h 45m including layover |
Find flight
from$162 |
|
|
4:55 pm — 3:33 pm
+1 day
|
4:55 pm — 8:12 pm
WS1172
WestJet
Toronto — Fort Myers
17h 8m stop
1:20 pm — 3:33 pm
NK528
Spirit Airlines
Fort Myers — Chicago
|
23h 38m including layover |
Find flight
from$180 |
|
|
6:15 am — 9:00 am
|
6:00 am — 7:41 am
WS6342
WestJet
Toronto — Detroit
30m stop
8:40 am — 9:16 am
WS7062
WestJet
Detroit — Chicago
|
3h 45m including layover |
Find flight
from$216 |
|
|
7:30 am — 4:08 pm
|
7:30 am — 10:40 am
WS1228
WestJet
Toronto — Orlando
3h 17m stop
1:57 pm — 4:08 pm
NK223
Spirit Airlines
Orlando — Chicago
|
9h 38m including layover |
Find flight
from$246 |
|
|
7:45 am — 10:32 am
|
7:45 am — 9:26 am
WS6340
WestJet
Toronto — Detroit
34m stop
10:00 am — 10:32 am
WS7089
WestJet
Detroit — Chicago
|
3h 47m including layover |
Find flight
from$216 |
|
|
8:00 pm — 9:27 am
+1 day
|
8:00 pm — 11:07 pm
WS1166
WestJet
Toronto — Orlando
7h 58m stop
7:30 am — 9:52 am
F93043
Frontier Airlines
Orlando — Chicago
|
14h 27m including layover |
Find flight
from$163 |
|
|
10:45 pm — 11:44 am
+2 days
|
10:45 pm — 0:35 am
WS535
WestJet
Toronto — Winnipeg
16h 25m stop
5:00 pm — 6:30 pm
WS1352
WestJet
Winnipeg — Las Vegas
11h 41m stop
6:11 am — 11:44 am
F92330
Frontier Airlines
Las Vegas — Chicago
|
37h 59m including layover |
Find flight
from$214 |
|
|
10:45 pm — 9:29 pm
+1 day
|
10:45 pm — 0:35 am
WS535
WestJet
Toronto — Winnipeg
6h 56m stop
7:30 am — 11:49 am
WS1360
WestJet
Winnipeg — Atlanta
8h 35m stop
10:23 pm — 11:24 pm
F92779
Frontier Airlines
Atlanta — Chicago
|
23h 44m including layover |
Find flight
from$225 |
|
|
11:00 pm — 10:40 am
+2 days
|
11:00 pm — 0:10 am
WS374
WestJet
Toronto — Ottawa
16h 10m stop
4:20 pm — 8:04 pm
WS1262
WestJet
Ottawa — Fort Myers
12h 26m stop
8:30 am — 10:40 am
NK570
Spirit Airlines
Fort Myers — Chicago
|
36h 40m including layover |
Find flight
from$191 |
|
|
11:15 pm — 7:28 pm
+2 days
|
11:15 pm — 0:40 am
WS598
WestJet
Toronto — Montreal
16h 55m stop
5:35 pm — 8:25 pm
PD657
Porter Airlines
Montreal — Las Vegas
17h 14m stop
1:39 pm — 7:30 pm
F92146
Frontier Airlines
Las Vegas — Chicago
|
45h 13m including layover |
Find flight
from$246 |
|
|
1:50 pm — 5:18 am
+1 day
|
1:50 pm — 4:17 pm
WS661
WestJet
Toronto — Calgary
3h 3m stop
7:20 pm — 9:44 pm
WS1512
WestJet
Calgary — Los Angeles
1h 31m stop
11:15 pm — 5:18 am
NK1679
Spirit Airlines
Los Angeles — Chicago
|
16h 28m including layover |
Find flight
from$236 |
|
|
6:30 am — 9:52 pm
|
6:30 am — 9:00 am
WS653
WestJet
Toronto — Calgary
2h 15m stop
11:15 am — 1:17 pm
WS1424
WestJet
Calgary — Las Vegas
2h 51m stop
4:08 pm — 9:52 pm
NK714
Spirit Airlines
Las Vegas — Chicago
|
16h 22m including layover |
Find flight
from$250 |
|
|
8:00 pm — 2:01 pm
+1 day
|
8:00 pm — 11:07 pm
WS1166
WestJet
Toronto — Orlando
10h 10m stop
9:17 am — 11:52 am
F92416
Frontier Airlines
Orlando — Philadelphia
48m stop
12:40 pm — 2:01 pm
F91617
Frontier Airlines
Philadelphia — Chicago
|
19h 1m including layover |
Find flight
from$158 |
|
*Departure and arrival times are local. Last updated on 01/21/2025
Flight Information
There are 34 flights by WestJet from Toronto to Chicago every week with departures from Pearson International, Toronto Island, Buttonville Municipal. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.
Departures start from 10:35 pm to 8:35 am. Nonstop flight is 3h 45m. The time difference between Toronto and Chicago is 1h.
- The fastest flight 3h 45m
- Average flight time 19h 1m
- The earliest flight 10:35 pm
- The latest flight 8:35 am
- Distance 436 ml
The cheapest months for traveling to Chicago are december (from 155 $), january (from 158 $), february (from 162 $).
The cheapest flight by WestJet that our users were able to find is $158. This airfare is economy class on one-way WS1166 flight for January 22, 2025 leaving Pearson International in Toronto at 8:00 pm, it includes all taxes and additional fees.
WestJet Airplanes on the Route
List of the most popular WestJet airplanes flying from Toronto to Chicago:
Other Popular Airlines on the Route
Besides WestJet there are other 6 airline carriers between Toronto and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Toronto to Chicago.
Nonstop flights
There are 10 direct flights every day from Toronto. Airlines and fares are below:
- from $114Find
- from $157Find
- TS - Air Transatfrom $144Find
See more direct flights
Connecting Flights
List of flights with layovers (1 and more stops):
- from $399Find
- from $136Find
- from $162Find
- F8 - Freedom Airlinesfrom $220Find
- AY - Finnairfrom $1296Find
- TS - Air Transatfrom $158Find
See more connecting flights
How to book an air ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
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