$206 Find Cheap Flights from Chicago Midway Airport to Winnipeg - Compare and Save

Only Economy Class is available on flights from Chicago Midway Airport to Winnipeg.

There are currently no nonstop flights available from Chicago Midway Airport to Winnipeg. Flights with 1 layover take between 5h 25m and 11h 44m in total, depending on the connection.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $549 to $2,517. That means the highest observed fare was about 5x higher than the lowest one.

One-way fares from Chicago Midway Airport to Winnipeg are currently lower than usual. Average one-way flight prices are about $270, which is 59% below the typical average for this route.

Winnipeg Airport (YWG) hosts 5 major car rental companies, with daily rates averaging $44 for economy cars. Top options include:

• Thrifty
• Dollar
• Hertz
• Alamo
• Fox

Flights from Chicago Midway Airport to Winnipeg usually depart from Chicago Midway (MDW) and arrive at Winnipeg (YWG).

Connecting flights from Chicago Midway Airport to Winnipeg most commonly pass through:

• Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections
• Minneapolis St Paul (MSP) - 50% of one-stop connections

Yes. Flexible dates can save you up to 25% on flights from Chicago Midway Airport to Winnipeg. Saturday is the cheapest departure day at $465 round-trip on average, while Thursday is the most expensive at $618, a difference of $153.

Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 5h 25m, compared with 11h 44m via Atlanta Hartsfield-Jackson (ATL).