Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to Winnipeg from $104

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 5/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

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

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago O'Hare Intl Airport to Winnipeg.
WestJet Logo
5:30 pm - 11:41 amORD-YWG
18h 11m1 stop
WestJet Logo
8:30 am - 4:44 pmYWG-ORD
8h 14m1 stop
$206WestJet
Find Deal
Sat, May 3 - Thu, May 8
WestJet Logo
5:30 pm - 11:41 amORD-YWG
18h 11m1 stop
WestJet Logo
8:30 am - 4:44 pmYWG-ORD
8h 14m1 stop
$226WestJet
Find Deal
Sat, May 31 - Tue, Jun 10
 Logo
5:10 am - 4:28 pmORD-YWG
11h 18m1 stop
 Logo
8:30 am - 4:44 pmYWG-ORD
8h 14m1 stop
Mon, Jun 9 - Tue, Jun 10
 Logo
5:30 pm - 11:11 pmORD-YWG
29h 41m1 stop
 Logo
6:20 pm - 9:52 amYWG-ORD
15h 32m2 stops
Fri, May 16 - Fri, May 23
Air Canada Logo
12:57 pm - 3:31 pmORD-YWG
2h 34mnonstop
Air Canada Logo
2:20 pm - 4:51 pmYWG-ORD
2h 31mnonstop
$424Air Canada
Find Deal
Fri, May 16 - Fri, May 23
Air Canada Logo
12:57 pm - 3:31 pmORD-YWG
2h 34mnonstop
Air Canada Logo
2:20 pm - 4:51 pmYWG-ORD
2h 31mnonstop
$425Air Canada
Find Deal
Thu, May 15 - Thu, May 22
United Airlines Logo
7:58 pm - 10:33 pmORD-YWG
2h 35mnonstop
United Airlines Logo
2:20 pm - 4:51 pmYWG-ORD
2h 31mnonstop
$509United Airlines
Find Deal
Sat, May 31 - Tue, Jun 10
United Airlines Logo
12:57 pm - 3:31 pmORD-YWG
2h 34mnonstop
United Airlines Logo
7:00 am - 9:31 amYWG-ORD
2h 31mnonstop
$524United Airlines
Find Deal
Sat, May 10 - Wed, May 28
Delta Logo
2:00 pm - 11:29 pmORD-YWG
9h 29m2 stops
Delta Logo
12:40 pm - 7:43 pmYWG-ORD
7h 03m1 stop
$543Delta
Find Deal
Tue, Jul 1 - Tue, Jul 8
Delta Logo
1:45 pm - 11:25 pmORD-YWG
9h 40m2 stops
Delta Logo
1:31 pm - 8:24 pmYWG-ORD
6h 53m2 stops
$549Delta
Find Deal
Sat, May 31 - Tue, Jun 10

WestJet flights from Chicago O'Hare Intl Airport to Winnipeg

Our best WestJet deals on Chicago O'Hare Intl Airport to Winnipeg flight tickets
WestJet
May 3
ORD5:30 pmChicago O'Hare Intl
18h 11m
1 stop
YWG11:41 amWinnipeg
May 8
YWG8:30 amWinnipeg
8h 14m
1 stop
ORD4:44 pmChicago O'Hare Intl
WestJet
May 31
ORD5:30 pmChicago O'Hare Intl
18h 11m
1 stop
YWG11:41 amWinnipeg
Jun 10
YWG8:30 amWinnipeg
8h 14m
1 stop
ORD4:44 pmChicago O'Hare Intl
WestJet
May 10
ORD5:30 pmChicago O'Hare Intl
26h 46m
1 stop
YWG8:16 pmWinnipeg
May 28
YWG8:30 amWinnipeg
8h 14m
1 stop
ORD4:44 pmChicago O'Hare Intl

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
May 16
ORD12:57 pmChicago O'Hare Intl
2h 34m
YWG3:31 pmWinnipeg
May 23
YWG2:20 pmWinnipeg
2h 31m
ORD4:51 pmChicago O'Hare Intl
Air Canada
May 15
ORD12:57 pmChicago O'Hare Intl
2h 34m
YWG3:31 pmWinnipeg
May 22
YWG2:20 pmWinnipeg
2h 31m
ORD4:51 pmChicago O'Hare Intl
Air Canada
May 15
ORD5:05 amChicago O'Hare Intl
8h 04m
1 stop
YWG1:09 pmWinnipeg
May 22
YWG2:20 pmWinnipeg
2h 31m
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, April 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 $262. If you’re not able to fly to Winnipeg in April, then May is your next best option. Flight prices from Chicago O'Hare Intl Airport to Winnipeg during May average around $367.

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 Saturday when prices can be found for as low as $562. This is often the case because there is less demand to fly during this day of the week. On the other hand, Wednesday 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 $673.

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 evening when flights can be purchased for as low as $594. 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?

You are more likely to see cheaper flights to Winnipeg from Chicago O'Hare Intl Airport when booking 10 weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around $568 when searching 10 weeks out.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 $326 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.

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

$104

Fastest flight time

2h 29m

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 $104. The best round-trip flight deal from Chicago O'Hare Intl Airport to Winnipeg found on momondo in the last 72 hours is $206.
The fastest flight from Chicago O'Hare Intl Airport to Winnipeg takes 2h 29m
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 29m.

  • 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 $232Free CancellationRating
7.0
9,013 reviews
Search Air Canada flights
United AirlinesPriceFrom $535Free CancellationRating
7.4
8,615 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 $665. Our users have rated United Airlines at 7.4/10.

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

    Across 9,022 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 $232 to $617. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Scanterbury
Selkirk
Morden
Portage la Prairie

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.


An easier way to manage your Winnipeg trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Mon 4/7
Mon 4/14

Find better results for your trip to Canada