- Cheapest roundtrip flight
- from€595
- Fastest flight
- non-stop flights
- 16x / week
- Flight distance
- 1,161 km
- Time difference
- Airports in Chicago
- O'Hare International Airport, IL
- Midway International Airport, IL
- Rockford, IL
Cheap flight offers from Winnipeg to Chicago
sorted by price and recency
- –
–YWG–CHInon-stop flight–CHI–YWGnon-stop flight€654 - –
–YWG–CHI1 stopover–CHI–YWG1 stopover€755 - – –YWG–CHI1 stopover–CHI–YWG1 stopover€684
- – –YWG–CHInon-stop flight
–CHI–YWG1 stopover€658
Flight schedule from Winnipeg (YWG) to Chicago (CHI)
Select a travel date in the flight schedule for the route from Winnipeg (YWG) to Chicago (CHI) and compare affordable flight deals.
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Matching outbound flightsYWG–CHI · 2 of 2
fromto
dep.arr.
durationstopovers
- November 22 – 28, 2026
- Nov 29 – Dec 5, 2026
- December 6 – 12, 2026
- YWGORDnonstop
- YWGORDnonstop