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Cheap flights from Chicago O'Hare Intl Airport to Winnipeg from $159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Winnipeg departing on 2/4. 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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Find the cheapest flights from Chicago O'Hare Intl Airport to Winnipeg

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago O'Hare Intl Airport to Winnipeg that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago O'Hare Intl Airport to Winnipeg.

Cheap last minute flights

Planning a quick getaway from Chicago O'Hare Intl Airport to Winnipeg? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Winnipeg, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago O'Hare Intl Airport to Winnipeg

Find recent round-trip train or bus tickets from Chicago O'Hare Intl Airport to Winnipeg.

All round-trip flight deals to Winnipeg

The cheapest plane tickets to Winnipeg found on KAYAK recently.
1:39 pm - 1:47 pmORD-YWG
24h 08m2 stops
5:00 pm - 5:31 amYWG-ORD
12h 31m1 stop
Mon, Feb 3 - Mon, Feb 10
1:39 pm - 1:47 pmORD-YWG
24h 08m2 stops
8:25 pm - 5:55 amYWG-ORD
33h 30m3 stops
Mon, Feb 3 - Mon, Feb 10
5:30 pm - 2:30 pmORD-YWG
21h 00m1 stop
8:30 am - 4:44 pmYWG-ORD
8h 14m1 stop
$392WestJet
Find Deal
Fri, May 30 - Mon, Jun 2
4:45 pm - 12:44 amORD-YWG
7h 59m1 stop
5:30 pm - 4:44 pmYWG-ORD
23h 14m1 stop
$433WestJet
Find Deal
Sun, Apr 20 - Sun, May 4
12:51 pm - 7:13 pmORD-YWG
6h 22m1 stop
6:45 am - 2:45 pmYWG-ORD
8h 00m2 stops
$506Air Canada
Find Deal
Thu, Jan 30 - Mon, Feb 3
12:51 pm - 7:13 pmORD-YWG
6h 22m1 stop
6:45 am - 2:45 pmYWG-ORD
8h 00m2 stops
$510Air Canada
Find Deal
Thu, Jan 30 - Mon, Feb 3
1:00 pm - 3:24 pmORD-YWG
2h 24mnonstop
2:15 pm - 4:36 pmYWG-ORD
2h 21mnonstop
$540United Airlines
Find Deal
Fri, May 30 - Mon, Jun 2
7:10 am - 1:27 pmORD-YWG
6h 17m1 stop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$544United Airlines
Find Deal
Thu, Jan 30 - Mon, Feb 3
10:10 am - 4:47 pmORD-YWG
6h 37m1 stop
12:45 pm - 11:59 pmYWG-ORD
11h 14m2 stops
$574Delta
Find Deal
Thu, Jan 23 - Mon, Jan 27
6:45 am - 4:47 pmORD-YWG
10h 02m2 stops
12:45 pm - 9:15 pmYWG-ORD
8h 30m2 stops
$579Delta
Find Deal
Thu, Jan 23 - Mon, Jan 27
5:11 am - 10:45 amORD-YWG
29h 34m2 stops
Tue, Feb 4
7:00 am - 10:45 amORD-YWG
27h 45m3 stops
Tue, Feb 4
8:56 pm - 3:37 pmORD-YWG
18h 41m2 stops
Tue, Jan 7
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
$247United Airlines
Find Deal
Fri, Feb 28
7:20 am - 4:28 pmORD-YWG
9h 08m1 stop
$248Air Canada
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Tue, Feb 4
6:15 am - 7:10 pmORD-YWG
12h 55m2 stops
$249WestJet
Find Deal
Sun, Jan 12
10:10 am - 11:18 pmORD-YWG
13h 08m2 stops
$316WestJet
Find Deal
Fri, Feb 28
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$322United Airlines
Find Deal
Tue, Jan 7
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$419Air Canada
Find Deal
Thu, Jan 2
1:08 am - 11:22 amORD-YWG
34h 14m2 stops
$785Aeromexico
Find Deal
Mon, Feb 3
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$922Air Canada
Find Deal
Wed, Dec 25 - Sat, Jan 4
6:28 pm - 8:28 amORD-YWG
14h 00m1 stop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$927Air Canada
Find Deal
Wed, Dec 25 - Sat, Jan 4
5:50 pm - 11:43 pmORD-YWG
5h 53m1 stop
12:20 pm - 4:40 pmYWG-ORD
28h 20m2 stops
$978WestJet
Find Deal
Wed, Dec 25 - Sun, Dec 29
3:18 pm - 11:43 pmORD-YWG
8h 25m1 stop
6:55 am - 6:48 pmYWG-ORD
11h 53m2 stops
$1,002Delta
Find Deal
Wed, Dec 25 - Fri, Jan 3
5:50 pm - 11:43 pmORD-YWG
5h 53m1 stop
6:55 am - 2:38 pmYWG-ORD
7h 43m1 stop
$1,006Delta
Find Deal
Wed, Dec 25 - Sat, Jan 4
12:30 pm - 11:43 pmORD-YWG
11h 13m2 stops
6:55 am - 6:48 pmYWG-ORD
11h 53m2 stops
$1,007Delta
Find Deal
Wed, Dec 25 - Fri, Jan 3
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
4:30 pm - 11:59 pmYWG-ORD
7h 29m1 stop
$1,034United Airlines
Find Deal
Wed, Dec 25 - Fri, Jan 3
9:15 pm - 6:04 pmORD-YWG
20h 49m2 stops
2:40 pm - 10:45 amYWG-ORD
20h 05m3 stops
$1,072
Find Deal
Tue, Dec 24 - Thu, Dec 26
9:15 pm - 11:50 pmORD-YWG
26h 35m3 stops
2:40 pm - 10:45 amYWG-ORD
20h 05m3 stops
$1,090
Find Deal
Tue, Dec 24 - Thu, Dec 26
3:18 pm - 11:20 pmORD-YWG
32h 02m2 stops
5:00 am - 6:48 pmYWG-ORD
13h 48m2 stops
$1,163WestJet
Find Deal
Tue, Dec 24 - Thu, Dec 26
1:00 pm - 3:24 pmORD-YWG
2h 24mnonstop
2:15 pm - 4:36 pmYWG-ORD
2h 21mnonstop
$540United Airlines
Find Deal
Fri, May 30 - Mon, Jun 2
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$544United Airlines
Find Deal
Thu, Jan 30 - Mon, Feb 3
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$572Air Canada
Find Deal
Thu, Jan 23 - Mon, Jan 27
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$593United Airlines
Find Deal
Mon, Feb 3 - Mon, Feb 10
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$615Air Canada
Find Deal
Sat, Jan 18 - Sat, Jan 25
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$658United Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
1:00 pm - 3:24 pmORD-YWG
2h 24mnonstop
2:15 pm - 4:36 pmYWG-ORD
2h 21mnonstop
$691Air Canada
Find Deal
Fri, Jun 20 - Sun, Jun 22
12:57 pm - 3:31 pmORD-YWG
2h 34mnonstop
2:15 pm - 4:36 pmYWG-ORD
2h 21mnonstop
$793United Airlines
Find Deal
Sun, Apr 20 - Sun, May 4
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$822United Airlines
Find Deal
Mon, Jan 6 - Thu, Jan 9
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
Fri, Jan 3 - Tue, Jan 7

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

Our best Air Canada deals on Chicago O'Hare Intl Airport to Winnipeg flight tickets
Air Canada
Jan 30
ORD12:51 pmChicago O'Hare Intl
6h 22m
1 stop
YWG7:13 pmWinnipeg
Feb 3
YWG6:45 amWinnipeg
8h 00m
2 stops
ORD2:45 pmChicago O'Hare Intl
Air Canada
Jan 30
ORD12:51 pmChicago O'Hare Intl
6h 22m
1 stop
YWG7:13 pmWinnipeg
Feb 3
YWG6:45 amWinnipeg
8h 00m
2 stops
ORD2:45 pmChicago O'Hare Intl
Air Canada
May 30
ORD1:00 pmChicago O'Hare Intl
2h 24m
YWG3:24 pmWinnipeg
Jun 2
YWG6:15 amWinnipeg
6h 34m
1 stop
ORD12:49 pmChicago O'Hare Intl

United Airlines flights from Chicago O'Hare Intl Airport to Winnipeg

Our best United Airlines deals on Chicago O'Hare Intl Airport to Winnipeg flight tickets
United Airlines
May 30
ORD1:00 pmChicago O'Hare Intl
2h 24m
YWG3:24 pmWinnipeg
Jun 2
YWG2:15 pmWinnipeg
2h 21m
ORD4:36 pmChicago O'Hare Intl
United Airlines
Jan 30
ORD7:10 amChicago O'Hare Intl
6h 17m
1 stop
YWG1:27 pmWinnipeg
Feb 3
YWG2:15 pmWinnipeg
2h 36m
ORD4:51 pmChicago O'Hare Intl
United Airlines
Feb 3
ORD12:56 pmChicago O'Hare Intl
2h 32m
YWG3:28 pmWinnipeg
Feb 10
YWG2:15 pmWinnipeg
2h 36m
ORD4:51 pmChicago O'Hare Intl

See travel insights to Winnipeg from

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

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 to Winnipeg?

In general, September is the cheapest month to fly from Chicago O'Hare Intl Airport to Winnipeg. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $431. If you’re not able to fly to Winnipeg in September, then May is your next best option. Flight prices from Chicago O'Hare Intl Airport to Winnipeg during May average around $462.

What is the cheapest day to depart on your flight to Winnipeg?

The cheapest day to depart on your flight to Winnipeg is on a Thursday when prices can be found for as low as $427. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $683.

What is the cheapest time of day to depart on your flight to Winnipeg?

The cheapest time of day to fly to Winnipeg is in the morning when flights can be purchased for as low as $551. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $670 on average. Flights to Winnipeg from Chicago O'Hare Intl Airport in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago O'Hare Intl to Winnipeg flight route?

Fly from Chicago O'Hare Intl to Winnipeg for the best Chicago O'Hare Intl - Winnipeg flight prices

How far in advance should I book a flight to Winnipeg?

Most flyers found that booking tickets 32 days in advance of their planned departure date is the best time to get cheap flights to Winnipeg. During this timeframe, flight prices are around $576. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Chicago O'Hare Intl Airport for as low as $157 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Winnipeg flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Winnipeg flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

You could potentially save up to 35% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Winnipeg flight.

When to book flights from Chicago O'Hare Intl Airport to Winnipeg

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Winnipeg according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Winnipeg (ORD to YWG) flight deals and tips

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

Best Price Found

$159

Fastest flight time

2h 24m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Winnipeg

1 airport
The best one-way flight to Winnipeg from Chicago O'Hare Intl Airport in the past 72 hours is $159. The best round-trip flight deal from Chicago O'Hare Intl Airport to Winnipeg found on momondo in the last 72 hours is $364.
The fastest flight from Chicago O'Hare Intl Airport to Winnipeg takes 2h 24m
Direct flights go from Chicago O'Hare Intl Airport to Winnipeg on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. Airlines offering direct flights are: United Airlines and Air Canada.
There is 1 airport near Winnipeg: Winnipeg (YWG)

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

    There are 702.3 mi between Chicago O'Hare Intl and Winnipeg. In terms of flight time, this usually takes a little over 2h 24m.

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago O'Hare Intl Airport to Winnipeg Airport.

  • What documentation or ID do you need to fly to Winnipeg Airport?

    The travel and health documents required for your trip to Winnipeg 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 Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Winnipeg?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Winnipeg?


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

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Winnipeg with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $219Free CancellationRating
7.0
8,413 reviews
Search Air Canada flights
DeltaPriceFrom $510Free CancellationRating
8.0
8,594 reviews
Search Delta flights
United AirlinesPriceFrom $535Free CancellationRating
7.4
9,028 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago O'Hare Intl Airport to Winnipeg

    United Airlines is one of the most popular airlines flying from Chicago O'Hare Intl Airport to Winnipeg, operating 7 flights/week on average for this route. A good United Airlines flight deal for Chicago O'Hare Intl Airport to Winnipeg starts from $535 round-trip, up to an average price of $710. Our users have rated United Airlines at 7.4/10.

  • Air Canada Flights From Chicago O'Hare Intl Airport to Winnipeg

    Across 8,413 Air Canada reviews on momondo, the average score is 7.0/10. Air Canada flies from Chicago O'Hare Intl Airport to Winnipeg about 7 times each week, with ticket deals ranging from $219 to $570. Price data is based on momondo searches in the last 72 hours.


Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Winnipeg for you.

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

Yes. momondo allows you to filter the results for Chicago to Winnipeg flights to just show those with flexible booking policies.

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

Once all potential Chicago to Winnipeg 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 Chicago to Winnipeg right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Winnipeg flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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