Popular in | August |
---|---|
Cheapest in | November |
Round-trip from | $222 |
One-way from | $214 |
Flights from Winnipeg to Chicago are found to be more expensive on Friday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.
Find a great deal and save up to 80% by booking at least 17 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 $522.
Due to multiple factors, expect to potentially pay more when booking in August. For low rates, November can be a great choice for travel to Chicago. Flights to Chicago from Winnipeg in November are about $514 on average during November, but can be found for as low as $272.
A simple way to save on the total cost of your ticket is to fly from Winnipeg to Chicago at noon. If you’re flexible enough to do this you can expect to save up to 8% on your trip compared to booking a flight in the morning.
Fly from
Fly to
Budget
$304 - $474
Route
Depart
Return
Price
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
sáb. 8/31
1 stop8h 27m
Chicago O'Hare Intl
vie. 9/6
1 stop17h 43m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
mié. 6/26
1 stop12h 47m
Chicago O'Hare Intl
mar. 7/2
2 stops20h 42m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
lun. 7/22
1 stop12h 58m
Chicago O'Hare Intl
mar. 7/30
1 stop17h 23m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
lun. 7/22
2 stops11h 49m
Chicago O'Hare Intl
mar. 7/30
1 stop17h 23m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
vie. 6/14
1 stop8h 35m
Chicago O'Hare Intl
dom. 6/16
2 stops14h 02m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
sáb. 7/20
2 stops9h 37m
Chicago O'Hare Intl
mié. 7/24
2 stops16h 23m
WinnipegChicago Midway
YWG - MDW
YWGMDW
Winnipeg
dom. 6/16
2 stops9h 47m
Chicago Midway
mar. 6/18
2 stops10h 07m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
mié. 6/26
Nonstop2h 28m
Chicago O'Hare Intl
mié. 7/3
Nonstop2h 26m
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
mié. 6/26
1 stop7h 41m
Chicago O'Hare Intl
mié. 7/3
Nonstop2h 26m
CHI Temperature | 23 - 73.4 °F |
---|
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
0%of flight departures | Early morningMidnight to 6 am |
---|---|
0%of flight departures | Morning6 am to noon |
100%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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