Good to know - Cheap tickets Chicago — Winnipeg
| Cheapest flight found | $208 |
|---|---|
| Minimal flight time | 2h 29m |
| Flight distance | 1154 km |
| Most popular airline | United Airlines |
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 |
|---|---|---|
| June 2025 | ||
| April 2025 | ||
| March 2025 | ||
| November 2024 | ||
| October 2024 | ||
| September 2024 | ||
| August 2024 | ||
| July 2024 |
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 | |
|---|---|---|---|---|---|---|---|
| 04:40 | 07:30 | wed | 5Y8801 | Atlas Air | 2h 50m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
| 12:52 | 15:28 | daily | UA5748 | United Airlines | 2h 36m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
| 12:56 | 15:28 | daily | UA5748 | United Airlines | 2h 32m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
| 12:57 | 15:31 | daily | UA5748 | United Airlines | 2h 34m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
| 12:58 | 15:28 | daily | UA5748 | United Airlines | 2h 30m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
| 13:02 | 15:31 | daily | UA5748 | United Airlines | 2h 29m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
| 15:35 | 18:04 | sat | UA5410 | United Airlines | 2h 29m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
| 19:58 | 22:33 | daily | UA5868 | United Airlines | 2h 35m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
| 21:00 | 23:30 | sat | UA5209 | United Airlines | 2h 30m | O'Hare International Airport — Winnipeg James Armstrong Richardson International Airport | Select dates |
Popular airlines flying Chicago — Winnipeg
Flight Chicago – Winnipeg is served by 12 airlines. 2 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Dynamics airfare Chicago — Winnipeg by month for the last year
according to LowCost.Club for the last year
The airfare depends on the departure date. Our chart shows the low season prices on route Chicago — Winnipeg
The graph shows that booking flights Chicago — Winnipeg is best planned for March and flights Chicago — Winnipeg — Chicago in the month of October.
Flights Chicago — Winnipeg
The selection of cheap flights Chicago — Winnipeg
Here you can find and purchase the cheapest flights Chicago — Winnipeg from $208 and Chicago — Winnipeg — Chicago from $343.
The price of the flight Chicago — Winnipeg (Canada) — Chicago from $343 (round-trip).
The average price of the flight Chicago — Winnipeg (Canada) — Chicago $538 (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 2h 29m.
LowCostClub always do a comparison of airfares Chicago — Winnipeg with several airlines (include Atlas Air, United Airlines). They will always give you all available options so you can find the cheapest flight to Winnipeg. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Chicago — Winnipeg. Last week, for instance, the cheapest round-trip prices stood at $343 while the cheapest one-way price that was available within the last week cost $208
Routes from nearby cities to Winnipeg
A flight from a neighbouring city can help you save money on plane tickets.
Most often, they fly to Winnipeg from Madison, this is the closest city with an airport from Chicago. The cheapest ticket can be bought for a flight departing from Grand Rapids from $286.
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: 5Y8801, UA5748, UA5410, UA5868, UA5209
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. Atlas Air, United Airlines depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Air Canada Express, Cathay Pacific, Delta Connection, FedEx, Korean Air Cargo, National Airlines, NetJets, Porter, Porter Airlines Canada, Sun Country Airlines, UPS, WestJet.
How long does it take to fly from Chicago to Winnipeg?
A direct flight lasts an average of 2h 29m, 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 $208.
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: 5Y8801, UA5748, UA5748, UA5748, UA5748, UA5748, UA5410, UA5868, UA5209
What month is the cheapest to fly from Chicago to Winnipeg?
High season is considered to be November and the cheapest month is March. 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: Atlas Air, United Airlines.
Which airlines fly from Chicago to Winnipeg?
All the following airlines flights Chicago — Winnipeg: Air Canada Express, Atlas Air, Cathay Pacific, Delta Connection, FedEx, Korean Air Cargo, National Airlines, NetJets, Porter, Porter Airlines Canada, Sun Country Airlines, United Airlines, UPS, WestJet.