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Cheap flights from Winnipeg to Chicago O'Hare Intl Airport from $182

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Chicago O'Hare Intl Airport departing on 4/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap Winnipeg to Chicago O'Hare Intl Airport (YWG to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Chicago O'Hare Intl Airport

Best Price Found

$182

Fastest flight time

2h 21m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat
The best one-way flight to Chicago O'Hare Intl Airport from Winnipeg in the past 72 hours is $182. The best round-trip flight deal from Winnipeg to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $336.
The fastest flight from Winnipeg to Chicago O'Hare Intl Airport takes 2h 21m
Direct flights go from Winnipeg to Chicago O'Hare Intl Airport on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. Airlines offering direct flights are: United Airlines, Lufthansa and Air Canada.

How to get the cheapest flight ticket from Winnipeg to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Winnipeg to Chicago O'Hare Intl Airport?

March. The cheapest time of year to fly to Chicago O'Hare Intl Airport from Winnipeg is March. Most expensive is August

What is the cheapest day to depart Winnipeg for Chicago O'Hare Intl Airport?

Sunday. The cheapest day of the week is typically Sunday. The most expensive is typically Tuesday

When is the cheapest time to fly from Winnipeg to Chicago O'Hare Intl Airport?

In the afternoon. Winnipeg to Chicago O'Hare Intl Airport flights are approximately 33% more expensive in the morning than in the afternoon

What is the cheapest airline that flies to Chicago O'Hare Intl Airport from Winnipeg?

Air Canada. Air Canada and Delta are the most popular carriers operating from Winnipeg to Chicago O'Hare Intl Airport

How far in advance should you book Winnipeg to Chicago O'Hare Intl Airport flights?

43 days before. The cheapest time to buy a flight from Winnipeg to Chicago O'Hare Intl Airport is approximately 43 days to departure

Can stopping save me money on Winnipeg to Chicago O'Hare Intl Airport flights?

You could potentially save up to 3% on your flight if you consider stops on a Winnipeg to Chicago O'Hare Intl Airport flight.

When traveling from Winnipeg to Chicago, the most popular airport to fly into is Chicago O'Hare Intl Airport. The majority of travelers flying into Chicago O'Hare Intl Airport from Winnipeg are departing from Winnipeg Airport. The least expensive flight option from Winnipeg to Chicago will typically be YWG — ORD during the month of March with an average price of $338 RT.

Winnipeg Airport (YWG) to Chicago O'Hare Intl Airport (ORD)$338
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Easily compare round-trip flights from Winnipeg to Chicago O'Hare Intl Airport

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Winnipeg to Chicago O'Hare Intl Airport by changing tabs
Air Canada
May 23
YWG5:00 amWinnipeg
7h 54m
1 stop
ORD12:54 pmChicago O'Hare Intl
May 27
ORD1:03 pmChicago O'Hare Intl
2h 26m
YWG3:29 pmWinnipeg
Multiple Airlines
Apr 10
YWG7:30 amWinnipeg
9h 57m
1 stop
ORD5:27 pmChicago O'Hare Intl
Apr 17
ORD6:00 amChicago O'Hare Intl
8h 55m
1 stop
YWG2:55 pmWinnipeg
Delta
Sep 18
YWG8:00 amWinnipeg
6h 12m
1 stop
ORD2:12 pmChicago O'Hare Intl
Sep 24
ORD5:20 pmChicago O'Hare Intl
6h 01m
1 stop
YWG11:21 pmWinnipeg
WestJet
May 23
YWG8:15 pmWinnipeg
24h 35m
2 stops
ORD8:50 pmChicago O'Hare Intl
May 27
ORD5:40 amChicago O'Hare Intl
9h 45m
1 stop
YWG3:25 pmWinnipeg
Air Canada
May 23
YWG2:18 pmWinnipeg
2h 28m
ORD4:46 pmChicago O'Hare Intl
May 27
ORD1:03 pmChicago O'Hare Intl
2h 26m
YWG3:29 pmWinnipeg
Air Canada
May 28
YWG2:18 pmWinnipeg
2h 28m
ORD4:46 pmChicago O'Hare Intl
May 31
ORD1:03 pmChicago O'Hare Intl
2h 26m
YWG3:29 pmWinnipeg

Find the cheapest one-way flights from Winnipeg to Chicago O'Hare Intl Airport

If you're looking for one-way flights from Winnipeg to Chicago O'Hare Intl Airport, view some of our deals below provided by Air Canada, United Airlines and WestJet
Multiple Airlines
Apr 10
YWG7:30 amWinnipeg
9h 57m
1 stop
ORD5:27 pmChicago O'Hare Intl
Air Canada
Apr 12
YWG7:00 pmWinnipeg
13h 54m
1 stop
ORD8:54 amChicago O'Hare Intl
WestJet
Apr 12
YWG10:05 pmWinnipeg
18h 30m
3 stops
ORD4:35 pmChicago O'Hare Intl

Search last-minute flights to Chicago O'Hare Intl Airport from Winnipeg

Find and compare round-trip flight prices for your last-minute flight from Winnipeg to Chicago O'Hare Intl Airport
Multiple Airlines
Apr 10
YWG7:30 amWinnipeg
9h 57m
1 stop
ORD5:27 pmChicago O'Hare Intl
Apr 17
ORD6:00 amChicago O'Hare Intl
8h 55m
1 stop
YWG2:55 pmWinnipeg
WestJet
Apr 9
YWG8:15 pmWinnipeg
23h 03m
2 stops
ORD7:18 pmChicago O'Hare Intl
Apr 16
ORD10:00 amChicago O'Hare Intl
9h 15m
2 stops
YWG7:15 pmWinnipeg
Multiple Airlines
Apr 9
YWG3:50 pmWinnipeg
9h 50m
1 stop
ORD1:40 amChicago O'Hare Intl
Apr 15
ORD12:29 pmChicago O'Hare Intl
12h 14m
1 stop
YWG12:43 amWinnipeg
Multiple Airlines
Apr 9
YWG3:50 pmWinnipeg
9h 50m
1 stop
ORD1:40 amChicago O'Hare Intl
Apr 16
ORD1:19 pmChicago O'Hare Intl
11h 41m
2 stops
YWG1:00 amWinnipeg
WestJet
Apr 10
YWG5:00 amWinnipeg
14h 18m
2 stops
ORD7:18 pmChicago O'Hare Intl
Apr 17
ORD5:32 amChicago O'Hare Intl
9h 23m
1 stop
YWG2:55 pmWinnipeg
Multiple Airlines
Apr 3
YWG4:00 pmWinnipeg
14h 30m
1 stop
ORD6:30 amChicago O'Hare Intl
Apr 10
ORD9:27 amChicago O'Hare Intl
14h 03m
1 stop
YWG11:30 pmWinnipeg

Best airlines flying from Winnipeg to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Winnipeg to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $265Free CancellationRating
7.0
6,744 reviews
Search Air Canada flights
DeltaPriceFrom $373Free CancellationRating
8.0
11,402 reviews
Search Delta flights

Delta flights from Winnipeg to Chicago O'Hare Intl Airport

Our best Delta deals on Winnipeg to Chicago O'Hare Intl Airport flight tickets
Delta
Sep 18
YWG8:00 amWinnipeg
6h 12m
1 stop
ORD2:12 pmChicago O'Hare Intl
Sep 24
ORD5:20 pmChicago O'Hare Intl
6h 01m
1 stop
YWG11:21 pmWinnipeg
Delta
Jun 7
YWG7:30 amWinnipeg
11h 04m
2 stops
ORD6:34 pmChicago O'Hare Intl
Jun 10
ORD7:00 amChicago O'Hare Intl
8h 25m
1 stop
YWG3:25 pmWinnipeg
Delta
May 2
YWG8:00 amWinnipeg
8h 48m
1 stop
ORD4:48 pmChicago O'Hare Intl
May 23
ORD7:00 amChicago O'Hare Intl
8h 25m
1 stop
YWG3:25 pmWinnipeg

Air Canada flights from Winnipeg to Chicago O'Hare Intl Airport

Our best Air Canada deals on Winnipeg to Chicago O'Hare Intl Airport flight tickets
Air Canada
May 23
YWG5:00 amWinnipeg
7h 54m
1 stop
ORD12:54 pmChicago O'Hare Intl
May 27
ORD1:03 pmChicago O'Hare Intl
2h 26m
YWG3:29 pmWinnipeg
Air Canada
May 23
YWG2:18 pmWinnipeg
2h 28m
ORD4:46 pmChicago O'Hare Intl
May 27
ORD1:03 pmChicago O'Hare Intl
2h 26m
YWG3:29 pmWinnipeg
Air Canada
May 28
YWG2:18 pmWinnipeg
2h 28m
ORD4:46 pmChicago O'Hare Intl
May 31
ORD1:03 pmChicago O'Hare Intl
2h 26m
YWG3:29 pmWinnipeg

  • How far is Winnipeg to Chicago O'Hare Intl by plane?

    There are 702.3 mi between Winnipeg and Chicago O'Hare Intl. A reasonable flight in good conditions will take 2h 21m.

  • When did momondo last update prices for flights from Winnipeg Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Winnipeg Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Winnipeg Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Winnipeg Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Winnipeg Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.


Alternative routes for Winnipeg to Chicago O'Hare Intl Airport

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Winnipeg to Chicago Midway Airport Flights
Fastest flight time4h 39m
Cheapest price$376

Similar Winnipeg to Chicago O'Hare Intl Airport flights

Flexible with your destination? Broaden your search and find flights similar to your Winnipeg to Chicago O'Hare Intl Airport route

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Winnipeg.

Can I find flights from Winnipeg to Chicago with flexible booking policies on momondo?

Flights from Winnipeg to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Winnipeg to Chicago?

Once all potential Winnipeg to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Winnipeg to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Winnipeg and alert you when they change.


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