Popular in | March |
---|---|
Cheapest in | April |
Round-trip from | C$ 360 |
One-way from | C$ 356 |
Monday is generally a great day to depart. Flying on this day could help you save up to 19%.
Find a great deal and save up to 237% by booking at least 24 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Winnipeg to Chicago within the next two weeks, with the cheapest ticket starting at C$ 817.
The best pricing can be found in the month of April. Prices to Chicago from Winnipeg average C$ 732. You can even find prices in April for less than C$ 732, as users have found deals to Chicago from as low as C$ 473. The month of March appears to be one of the more expensive times to travel to Chicago from Winnipeg. Flying in the targeted month can save you up to 16%.
One of the essential ways to save on airfare from Winnipeg to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 21% on airfare.
Fly from
Fly to
Budget
C$ 548 - C$ 831
Route
Depart
Return
Price
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Wed 5/6
1 stop5h 04m
Chicago O'Hare Intl
Wed 12/6
2 stops16h 24m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Wed 5/6
3 stops21h 58m
Chicago O'Hare Intl
Wed 12/6
2 stops25h 03m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Thu 23/5
2 stops13h 25m
Chicago O'Hare Intl
Thu 30/5
1 stop29h 17m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Tue 4/6
1 stop6h 44m
Chicago O'Hare Intl
Sat 8/6
1 stop10h 00m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Thu 23/5
1 stop15h 44m
Chicago O'Hare Intl
Thu 30/5
1 stop29h 17m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Thu 23/5
Nonstop2h 28m
Chicago O'Hare Intl
Thu 30/5
1 stop8h 07m
WinnipegChicago Midway
YWG - MDW
YWGMDW
Winnipeg
Fri 7/6
2 stops9h 04m
Chicago Midway
Tue 11/6
1 stop9h 05m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Mon 27/5
Nonstop2h 28m
Chicago O'Hare Intl
Sat 1/6
1 stop10h 00m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Mon 27/5
Nonstop2h 28m
Chicago O'Hare Intl
Sat 1/6
Nonstop2h 26m
Currently, January is the cheapest month in which you can book a flight from Winnipeg to Chicago (average of C$ 261). Flying from Winnipeg to Chicago in August is currently the most expensive (average of C$ 452). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
C$ 359
February
C$ 418
March
C$ 446
April
C$ 471
May
C$ 535
June
C$ 528
July
C$ 604
August
C$ 622
September
C$ 473
October
C$ 509
November
C$ 465
December
C$ 480
CHI Temperature | -5 - 23 °C |
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Boarding
Crew
Comfort
Entertainment
Overall
Food
Reviews
Terrible flight crew that skipped our row for service multiple times.
Boarding
Crew
Comfort
Entertainment
Overall
Food
Reviews
Terrible flight crew that skipped our row for service multiple times.
Boarding
Crew
Comfort
Entertainment
Overall
Food
Reviews
Terrible flight crew that skipped our row for service multiple times.
Boarding
Crew
Comfort
Entertainment
Overall
Food
Reviews
Terrible flight crew that skipped our row for service multiple times.
Boarding
Crew
Comfort
Entertainment
Overall
Food
Reviews
Terrible flight crew that skipped our row for service multiple times.
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By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Winnipeg.
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