Good to know - Cheap tickets Chicago — Winnipeg
| Minimal flight time | 1h 49m |
|---|---|
| Flight distance | 1154 km |
| Most popular airline | United Express |
| Round-trip from | $73 |
Airfare Chicago – Winnipeg by month
Here you can find out in what months how much a ticket Chicago – Winnipeg costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| February 2026 | ||
| June 2025 | ||
| April 2025 | ||
| March 2025 |
Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.
Schedule of direct flights Chicago — Winnipeg
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 09:15 | 11:57 | daily | UA5475 | United Express | 2h 42m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
| 23:30 | 01:25 | fri | AC7037 | Air Canada | 1h 55m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
| 23:40 | 01:29 | mon | KZ681 | Nippon Cargo Airlines | 1h 49m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
Popular airlines flying Chicago — Winnipeg
Flight Chicago – Winnipeg is served by 9 airlines. 3 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Flights Chicago — Winnipeg
The selection of cheap flights Chicago — Winnipeg
The price of the flight Chicago — Winnipeg (Canada) — Chicago from $73 (round-trip).
The average price of the flight Chicago — Winnipeg (Canada) — Chicago $108 (round-trip).
- Departure city: Chicago
- IATA code of the city of origin: CHI
- Departure airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Departure country: United States
- Destination city: Winnipeg
- IATA code of the destination city: YWG
- Destination airports: Winnipeg James Armstrong Richardson International Airport
- Destination country: Canada
Low cost flights Chicago — Winnipeg (CHI — YWG)
The distance between Chicago and Winnipeg 717 miles (or 1154 kilometres).
The time difference between Chicago and Winnipeg is 0 h.
Minimal flight time from Chicago to Winnipeg 1h 49m.
Routes from nearby cities to Winnipeg
A flight from a neighbouring city can help you save money on plane tickets.
The closest airports to Chicago with a flight to Winnipeg are in Milwaukee.
Popular International routes from Chicago
Popular routes from Winnipeg
If you are going to fly from Winnipeg, then study the popular flights. The most popular flights from Winnipeg:
Popular domestic routes from Chicago
FAQ about Chicago — Winnipeg
Are there any direct flights Chicago — Winnipeg?
Yes, they do: UA5475, AC7037, KZ681
Can we fly from Chicago to Winnipeg?
Yes, you can fly from Chicago to Winnipeg. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. United Express, Air Canada, Nippon Cargo Airlines depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Atlas Air, British Airways, Delta Connection, FedEx, NetJets, Porter, Porter Airlines Canada, UPS, WestJet.
How long does it take to fly from Chicago to Winnipeg?
A direct flight lasts an average of 1h 49m, during which time the aircraft covers a distance of 1154 km.
How much do flights Chicago — Winnipeg cost?
The price of flights Chicago — Winnipeg starts from $73.
What days does the plane fly Chicago — Winnipeg?
Planes fly Chicago — Winnipeg 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Chicago and Winnipeg?
In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In Winnipeg — Winnipeg James Armstrong Richardson International Airport.
What flights are currently flying from Chicago to Winnipeg?
The following flights fly between Chicago and Winnipeg: UA5475, AC7037, KZ681
What month is the cheapest to fly from Chicago to Winnipeg?
High season is considered to be June and the cheapest month is February. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — Winnipeg flight deals.
Which airlines direct fly from Chicago to Winnipeg?
The following airlines have direct flights Chicago — Winnipeg: United Express, Air Canada, Nippon Cargo Airlines.
Which airlines fly from Chicago to Winnipeg?
All the following airlines flights Chicago — Winnipeg: Air Canada, Atlas Air, British Airways, Delta Connection, FedEx, NetJets, Nippon Cargo Airlines, Porter, Porter Airlines Canada, United Express, UPS, WestJet.