- Cheapest roundtrip flight
- from€561
- 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 Chicago to Winnipeg
sorted by price and recency
- –
–CHI–YWG1 stopover–YWG–CHI1 stopover€636 - –
–CHI–YWG1 stopover–YWG–CHI1 stopover€632 - – –CHI–YWG1 stopover
–YWG–CHI1 stopover€573 - –
–CHI–YWG1 stopover–YWG–CHI1 stopover€851 - –
–CHI–YWG1 stopover–YWG–CHI1 stopover€712 - – –CHI–YWG1 stopover–YWG–CHI1 stopover€868
Flight schedule from Chicago (CHI) to Winnipeg (YWG)
Select a travel date in the flight schedule for the route from Chicago (CHI) to Winnipeg (YWG) and compare affordable flight deals.
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Matching outbound flightsCHI–YWG · 2 of 2
fromto
dep.arr.
durationstopovers
- December 6 – 12, 2026
- December 13 – 19, 2026
- December 20 – 26, 2026
- ORDYWGnonstop
- ORDYWGnonstop