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YWG - ORD

$165 Find cheap flights from Winnipeg to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to O'Hare Intl departing on 7/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 7/4
Thu 7/11

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 44,060,346 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Winnipeg to O'Hare Intl (YWG-ORD)

 
These are the cheapest deals for flights from Winnipeg to O'Hare Intl currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Winnipeg to O'Hare Intl

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Winnipeg to O'Hare Intl.

Recent one-way flight deals from Winnipeg to O'Hare Intl

Only flying one-way? Below are some of the best one-way flight deals from Winnipeg to O'Hare Intl found on KAYAK recently.

Recent last minute flight deals from Winnipeg to O'Hare Intl

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Winnipeg to O'Hare Intl.

Recent direct flight deals from Winnipeg to O'Hare Intl

The latest deals for direct flights from Winnipeg to O'Hare Intl so you can sit back and relax without the need for a layover.

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

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

All round-trip flight deals to O'Hare Intl

The cheapest plane tickets to O'Hare Intl found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
12:30 pm - 4:57 pmYWG-ORD
28h 27m1 stop
5:55 pm - 2:31 pmORD-YWG
20h 36m1 stop
$278WestJet
Find Deal
Sun, Jun 16 - Fri, Jun 21
8:30 am - 4:57 pmYWG-ORD
8h 27m1 stop
5:55 pm - 7:59 pmORD-YWG
26h 04m1 stop
$322WestJet
Find Deal
Mon, Jun 17 - Fri, Jun 21
8:50 pm - 4:57 pmYWG-ORD
20h 07m1 stop
7:00 am - 12:44 amORD-YWG
17h 44m2 stops
Sun, Jun 16 - Fri, Jun 21
8:00 am - 8:47 pmYWG-ORD
12h 47m1 stop
7:00 am - 12:44 amORD-YWG
17h 44m2 stops
Mon, Jun 17 - Fri, Jun 21
6:55 am - 6:30 pmYWG-ORD
11h 35m2 stops
7:10 am - 11:28 pmORD-YWG
16h 18m2 stops
$406Delta
Find Deal
Tue, Jul 23 - Wed, Jul 31
6:55 am - 11:58 pmYWG-ORD
17h 03m2 stops
8:30 am - 11:47 pmORD-YWG
15h 17m2 stops
$439Delta
Find Deal
Thu, Jul 4 - Sun, Jul 7
6:45 am - 12:42 pmYWG-ORD
5h 57m1 stop
1:05 pm - 3:31 pmORD-YWG
2h 26mnonstop
$469Air Canada
Find Deal
Thu, Aug 29 - Sun, Sep 8
4:24 pm - 10:57 pmYWG-ORD
6h 33m1 stop
7:10 am - 1:18 pmORD-YWG
6h 08m1 stop
$474United Airlines
Find Deal
Thu, Aug 29 - Sun, Sep 8
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
12:00 pm - 5:52 pmORD-YWG
5h 52m1 stop
$475Air Canada
Find Deal
Mon, Jul 1 - Mon, Jul 8
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
1:15 pm - 3:41 pmORD-YWG
2h 26mnonstop
$500United Airlines
Find Deal
Thu, Jul 4 - Sun, Jul 7
8:00 am - 8:58 pmYWG-ORD
12h 58m1 stop
Wed, Jul 31
8:30 am - 4:57 pmYWG-ORD
8h 27m1 stop
$169WestJet
Find Deal
Fri, Aug 2
8:00 am - 8:47 pmYWG-ORD
12h 47m1 stop
Wed, Jun 19
8:00 am - 6:34 pmYWG-ORD
10h 34m1 stop
Thu, Oct 3
6:55 am - 6:30 pmYWG-ORD
11h 35m2 stops
$234Delta
Find Deal
Tue, Jul 30
8:15 am - 2:40 pmYWG-ORD
6h 25m1 stop
$247Air Canada
Find Deal
Tue, Jul 30
7:30 am - 2:54 pmYWG-ORD
7h 24m1 stop
$251Air Canada
Find Deal
Thu, Jun 20
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
$260United Airlines
Find Deal
Mon, Jul 8
6:55 am - 4:32 pmYWG-ORD
9h 37m2 stops
$271Delta
Find Deal
Sat, Jul 27
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
$286United Airlines
Find Deal
Mon, Jul 29
8:00 am - 4:47 pmYWG-ORD
8h 47m1 stop
9:37 pm - 3:25 pmORD-YWG
17h 48m1 stop
Thu, Jun 6 - Tue, Jun 11
8:00 am - 4:47 pmYWG-ORD
8h 47m1 stop
9:37 pm - 3:25 pmORD-YWG
17h 48m1 stop
Thu, Jun 6 - Tue, Jun 11
8:00 am - 12:55 amYWG-ORD
16h 55m2 stops
6:40 pm - 3:25 pmORD-YWG
20h 45m2 stops
Thu, Jun 6 - Tue, Jun 11
8:00 am - 12:55 amYWG-ORD
16h 55m2 stops
2:57 pm - 3:25 pmORD-YWG
24h 28m3 stops
Thu, Jun 6 - Tue, Jun 11
6:50 am - 5:05 pmYWG-ORD
10h 15m1 stop
6:40 pm - 3:25 pmORD-YWG
20h 45m2 stops
Thu, Jun 6 - Tue, Jun 11
12:30 pm - 5:05 pmYWG-ORD
28h 35m1 stop
5:55 pm - 11:16 pmORD-YWG
29h 21m1 stop
$654WestJet
Find Deal
Thu, Jun 6 - Sun, Jun 9
5:00 am - 12:02 pmYWG-ORD
7h 02m1 stop
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
$968Air Canada
Find Deal
Thu, Jun 6 - Tue, Jun 11
5:00 am - 12:54 pmYWG-ORD
7h 54m1 stop
6:00 pm - 12:10 amORD-YWG
6h 10m1 stop
$974Air Canada
Find Deal
Thu, Jun 6 - Tue, Jun 11
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
9:15 pm - 8:55 amORD-YWG
11h 40m1 stop
$992Air Canada
Find Deal
Thu, Jun 6 - Tue, Jun 11
5:00 am - 12:54 pmYWG-ORD
7h 54m1 stop
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
$1,053Air Canada
Find Deal
Thu, Jun 6 - Sun, Jun 9
2:24 pm - 4:56 pmYWG-ORD
2h 32mnonstop
1:05 pm - 3:31 pmORD-YWG
2h 26mnonstop
$469Air Canada
Find Deal
Thu, Aug 29 - Sun, Sep 8
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
1:15 pm - 3:41 pmORD-YWG
2h 26mnonstop
$500United Airlines
Find Deal
Thu, Jul 4 - Sun, Jul 7
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
1:15 pm - 3:41 pmORD-YWG
2h 26mnonstop
$535United Airlines
Find Deal
Sat, Jul 6 - Thu, Jul 11
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
1:15 pm - 3:41 pmORD-YWG
2h 26mnonstop
$542Air Canada
Find Deal
Tue, Jul 30 - Sun, Aug 4
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
1:15 pm - 3:41 pmORD-YWG
2h 26mnonstop
$543United Airlines
Find Deal
Thu, Jun 27 - Mon, Jul 1
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
1:15 pm - 3:41 pmORD-YWG
2h 26mnonstop
$562United Airlines
Find Deal
Sun, Jul 7 - Tue, Jul 9
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
1:15 pm - 3:41 pmORD-YWG
2h 26mnonstop
$577Air Canada
Find Deal
Mon, Jul 1 - Mon, Jul 8
2:18 pm - 4:46 pmYWG-ORD
2h 28mnonstop
1:03 pm - 3:29 pmORD-YWG
2h 26mnonstop
$608United Airlines
Find Deal
Sat, Jun 22 - Wed, Jun 26
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
1:15 pm - 3:41 pmORD-YWG
2h 26mnonstop
$636United Airlines
Find Deal
Fri, Aug 2 - Sun, Aug 4
2:25 pm - 4:53 pmYWG-ORD
2h 28mnonstop
1:15 pm - 3:41 pmORD-YWG
2h 26mnonstop
$650United Airlines
Find Deal
Thu, Aug 1 - Mon, Aug 5

Flights from Winnipeg to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Winnipeg to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Winnipeg to Chicago O'Hare Airport?

The average price of all flights from Winnipeg to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
When flying from Winnipeg to Chicago O'Hare Airport, you should consider leaving on a Monday and avoid Tuesdays if you are looking for the best rates. For your return to Winnipeg, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Winnipeg to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Winnipeg to Chicago O'Hare Intl Airport is July, where tickets cost $423 on average. On the other hand, the most expensive months are May and August, where the average cost of tickets is $694 and $602 respectively.

How far in advance should I book a flight from Winnipeg to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Winnipeg to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Winnipeg to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 41 days before departure.

Which airlines provide the cheapest flights from Winnipeg to Chicago O'Hare Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Winnipeg to Chicago O'Hare Airport found by KAYAK users in the last 72 hours was for $278 on WestJet, followed by Delta ($406). One-way flight deals have also been found from as low as $169 on WestJet and from $234 on Delta.

How many flights are there between Winnipeg and Chicago O'Hare Intl Airport per day?

There is a maximum of 1 nonstop flight a day that takes off from Winnipeg and lands in Chicago O'Hare Intl Airport, with an average flight time of 2h 28m. The most common departure time is 2:00 pm and most flights take off in the afternoon. Each week, there are 7 flights.

Which cabin class options are there for flights between Winnipeg and Chicago O'Hare Intl Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 2 cabin class options for the route. These are First and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Winnipeg to Chicago O'Hare Airport take?

Direct flights cover the 706 miles separating Winnipeg to Chicago O'Hare Airport in about 2h 28m.

What’s the earliest departure time from Winnipeg to Chicago O'Hare Airport?

Early birds can take the earliest flight from Winnipeg at 2:18 pm and will be landing in Chicago O'Hare Intl Airport at 4:46 pm.

What’s the latest departure time from Winnipeg to Chicago O'Hare Airport?

If you prefer to fly at night, the latest flight from Winnipeg to Chicago O'Hare Intl Airport jets off at 2:25 pm and lands at 4:53 pm.

Good to know

Low season

January

High season

May

Cheapest flight

$165
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 31% increase in price.
Flight from Winnipeg to Chicago O'Hare Airport

When to book flights from Winnipeg to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Winnipeg to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Winnipeg to Chicago O'Hare Airport flights

  • What is the cheapest flight from Winnipeg to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Winnipeg to Chicago O'Hare Intl Airport was $165 for a one-way ticket and $278 for a round-trip.

  • Do I need a passport to fly between Winnipeg and Chicago O'Hare Airport?

    Yes

  • Which airports will I be using when flying from Winnipeg to Chicago O'Hare Airport?

    Winnipeg airport is called Winnipeg and the only airport in Chicago O'Hare Airport is Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Winnipeg to Chicago O'Hare Airport?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Winnipeg to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Winnipeg to Chicago O'Hare Airport?

    Star Alliance is the only airline alliance operating flights between Winnipeg and Chicago O'Hare Airport.

  • On which days can I fly direct from Winnipeg to Chicago O'Hare Airport?

    There are nonstop flights from Winnipeg to Chicago O'Hare Airport on a daily basis.

  • Which is the best airline for flights from Winnipeg to Chicago, Delta or Air Canada?

    The two airlines most popular with KAYAK users for flights from Winnipeg to Chicago are Delta and Air Canada. With an average price for the route of $545 and an overall rating of 8.0, Delta is the most popular choice. Air Canada is also a great choice for the route, with an average price of $470 and an overall rating of 7.0.

  • How does KAYAK find such low prices on flights from Winnipeg to Chicago O'Hare Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Winnipeg is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Winnipeg with another airline. Booking your flights between Winnipeg and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to Chicago O'Hare Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Winnipeg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Winnipeg to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $255 or less one-way and $530 or less round-trip.

Prefer to fly non-stop from Winnipeg to Chicago O'Hare Airport?

Find which airlines fly direct from Winnipeg to O'Hare Intl, which days they fly and book direct flights.

Nonstop departures

Winnipeg to Chicago O'Hare Intl

Monday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Tuesday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Wednesday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Thursday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Friday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Saturday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Sunday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to Winnipeg

Monday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Tuesday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Wednesday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Thursday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Friday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Saturday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

Sunday

Air Canada, Air New Zealand, United Airlines

Air Canada, Air New Zealand, +1 more

See more direct flights
See more direct flights

Top airlines flying from Winnipeg to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Winnipeg to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10392 reviews
8.6Crew
8.2Boarding
7.9Comfort
8.0Entertainment
7.4Food
Airline reviews

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

2.0 MediocreFelipe, Jun 2024DTW - SAN
Read more about Delta reviews

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Ongoing flight was delayed. Staff at bag recheck was able to get us on an earlier flight. With only 20 minutes till take off we feared our bags would not make the new earlier flight. We were most delighted that they did and were there when we landed. Delta came through

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

The comfort is typical of what I would expect from main cabin. I've been on flights with other airlines where the seats needed to be changed, the cushions were non-existent. So happy this was not the case. I enjoyed the movie selection. Happy pillow and blanket was provided since I forgot my own. The food was also ok. Great that we arrived early and my luggage arrived undamaged. Again in the past (not with Delta), luggage was lost or broken.

Flights delayed over 4 hours with no compensation. No agents at counters to assist with re-booking.

Seating for almost 3 hours in the plan before aircraft takeoff. Very exhausted .

The bathroom did not have hand soap. That is unacceptable.

The only problem I encountered was they changed the gate on me while I was sitting down but no one notified me, they had sent me an email and by coincidence I checked it and found out that they had changed my boarding terminal. No one notified me and when I had asked the lady she told me yes this is the spot while they had already changed to another gate/terminal

I was seated next to someone who was, to be polite, not a small person. I had to press myself against the wall as I had no personal space. Aside from that the crew was wonderful and they got me home safely, which is the most important part of my journey. I am very appreciative to your air crews for the job they have, which isn't easy, and appreciative of the fact that they are professional and courteous. The employees I encountered on my journey, with the few exceptions I mentioned in a previous review, are a credit to Air Canada.

Air Canada had a lot of delays on our flight going back to Seattle. So much inconvenience for a long trip.

Moderate size plane, not completely full, easy boarding, some rows with just 2 seats so a couple can have a row to themselves

The Carry-on luggage that approved by TSA and all other airlines,- always an issue with Air Canada. This is inappropriate as my carry on suitcase meets the requirements however it always asked to check in on AC flight on the gate. Yes I have it for free, but it takes extra time to pick up on the carousel. Apparently it fit the overhead space, so why AC has this issue all the time?

The terminal this flight boarded from was so far away, poorly temperature controlled, and generally uncomfortable. The plane was small but the flight was short, so it wasn't so bad.

Seriously need to improve the time schedule and the plans

Book cheap flights from Winnipeg to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Winnipeg to Chicago found on KAYAK in the last 72 hours.
7/31Wed
1 stop
12h 58mYWG-ORD
$165
8/2Fri
1 stopWestJet
8h 27mYWG-ORD
$169
6/19Wed
1 stop
12h 47mYWG-ORD
$172
10/3Thu
1 stop
10h 34mYWG-ORD
$180
7/30Tue
2 stopsDelta
11h 35mYWG-ORD
$234
7/30Tue
1 stopAir Canada
6h 25mYWG-ORD
$247
6/20Thu
1 stopAir Canada
7h 24mYWG-ORD
$251
7/8Mon
nonstopUnited Airlines
2h 28mYWG-ORD
$260
7/27Sat
2 stopsDelta
9h 37mYWG-ORD
$271
7/29Mon
nonstopUnited Airlines
2h 28mYWG-ORD
$286

Search by stops

Search by airline

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Last minute flights from Winnipeg to O'Hare Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Winnipeg to Chicago that are departing in the next 10 days.
6/6Thu
multi-stop
8h 47mYWG-ORD
6/11Tue
multi-stop
17h 48mORD-YWG
$489
6/6Thu
multi-stop
8h 47mYWG-ORD
6/11Tue
multi-stop
17h 48mORD-YWG
$492
6/6Thu
multi-stop
16h 55mYWG-ORD
6/11Tue
multi-stop
20h 45mORD-YWG
$514
6/6Thu
multi-stop
16h 55mYWG-ORD
6/11Tue
multi-stop
24h 28mORD-YWG
$537
6/6Thu
multi-stop
10h 15mYWG-ORD
6/11Tue
multi-stop
20h 45mORD-YWG
$542
6/6Thu
multi-stopWestJet
28h 35mYWG-ORD
6/9Sun
multi-stopWestJet
29h 21mORD-YWG
$654
6/6Thu
multi-stopAir Canada
7h 02mYWG-ORD
6/11Tue
nonstopAir Canada
2h 26mORD-YWG
$968
6/6Thu
multi-stopAir Canada
7h 54mYWG-ORD
6/11Tue
multi-stopAir Canada
6h 10mORD-YWG
$974
6/6Thu
nonstopAir Canada
2h 28mYWG-ORD
6/11Tue
multi-stopAir Canada
11h 40mORD-YWG
$992
6/6Thu
multi-stopAir Canada
7h 54mYWG-ORD
6/9Sun
nonstopAir Canada
2h 26mORD-YWG
$1,053

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Winnipeg - Chicago O'Hare Airport Flights

Departure:

Winnipeg (YWG)Canada

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Winnipeg

Cabin classes:

$1,308
$531
$2,001
$252