Cheap Flights from O'Hare International Airport to Windsor Airport
Search for flights from Chicago to Windsor and check out affordable one-way and round-trip options.
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ORD12:007h 45m1 stopYQG20:45Chicago - Windsor|Tue, May 28|United AirlinesUS$277US$38828% OFF28% OFFUS$388US$277
ORD06:0013h 45m2 stopsYQG20:45Chicago - Windsor|Thu, May 23|American AirlinesUS$283US$38827% OFF27% OFFUS$388US$283
ORD14:154h 47m1 stopYQG20:02Chicago - Windsor|Sat, Jun 1|Air CanadaUS$292US$38825% OFF25% OFFUS$388US$292- ORD09:007h 15m1 stopYQG17:15Chicago - Windsor|Sat, Jun 22|United AirlinesUS$295US$295
- ORD12:007h 45m1 stopYQG20:45Chicago - Windsor|Mon, May 27|United AirlinesUS$297US$297
- ORD08:2511h 20m1 stopYQG20:45Chicago - Windsor|Thu, Jun 6|American AirlinesUS$301US$301
- ORD21:1522h 30m1 stopYQG20:45Chicago - Windsor|Tue, Jun 18|United AirlinesUS$303US$303
- ORD08:3512h 20m1 stopYQG21:55Chicago - Windsor|Sun, May 26|American AirlinesUS$305US$305
- ORD21:1523h 40m1 stopYQG21:55Chicago - Windsor|Sat, Jun 1|United AirlinesUS$306US$306
- ORD13:007h 55m1 stopYQG21:55Chicago - Windsor|Sun, Jul 7|United AirlinesUS$308US$308
ORD13:003h 5mDirectYQG14:00Chicago - Windsor|Mon, May 20|United AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
See which airlines fly from Chicago to Windsor. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.
Find Cheaper Flights from Chicago to Windsor
Explore other flights from Chicago to Windsor to find the best alternative options.
- Cheapest
MDW11:058h 40m1 transferYQG20:45Midway International Airport - Windsor AirportTue, May 28Porter AirlinesUS$235 - MDW11:058h 40m1 transferYQG20:45Midway International Airport - Windsor AirportTue, May 28Porter AirlinesUS$235Find More Flights
Check the schedule for flights from Chicago to Windsor and find the flight that best matches your travel plans.
AC500
Air Canada
06:00
ORD
08:45
YYZ
SMTWTFSAC8357
Air Canada
14:30
YYZ
15:37
YQG
SMTWTFSAC520
Air Canada
08:45
ORD
11:59
YUL
S-TWTFSAC7971
Air Canada
16:25
YUL
17:47
YTZ
SMTWTFSPD2577
Porter Airlines
16:15
YTZ
17:15
YQG
SMTWTFSAC520
Air Canada
08:45
ORD
11:59
YUL
S-TWTFSAC491
Air Canada
16:30
YUL
17:52
YYZ
-MT----AC8359
Air Canada
18:55
YYZ
20:02
YQG
SMTWTFSAA3606
American Airlines
09:59
ORD
12:34
YYZ
SMTWTFSPD2577
Porter Airlines
16:15
YTZ
17:15
YQG
SMTWTFSB6906
Jetblue Airways
10:37
ORD
13:57
JFK
SMTWTFSPD2138
Porter Airlines
17:15
EWR
19:00
YTZ
SMTWTFSPD2577
Porter Airlines
16:15
YTZ
17:15
YQG
SMTWTFSAA3610
American Airlines
11:54
ORD
14:29
YYZ
SMTWTFSPD2577
Porter Airlines
16:15
YTZ
17:15
YQG
SMTWTFSUA3616
United Airlines
12:20
ORD
15:13
YYZ
SMTWT-SPD2577
Porter Airlines
16:15
YTZ
17:15
YQG
SMTWTFSAC4899
Air Canada
13:40
ORD
16:28
YYZ
SMTWTFSAC8359
Air Canada
18:55
YYZ
20:02
YQG
SMTWTFSAC506
Air Canada
14:15
ORD
17:00
YYZ
SM-W-F-AC8359
Air Canada
18:55
YYZ
20:02
YQG
SMTWTFSUA247
United Airlines
15:45
ORD
18:17
YYZ
SMTWTFSPD2577
Porter Airlines
16:15
YTZ
17:15
YQG
SMTWTFS
O'Hare International Airport to Windsor Airport Flights Info
| Flight distance | 409.23km |
|---|---|
| Cheapest one-way ticket price | US$277 |
| Cheapest return ticket price | US$481 |
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