MDW - YWG

$82 Find Cheap Flights from Chicago Midway Airport to Winnipeg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Winnipeg departing on 12/15. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Winnipeg

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Winnipeg, 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 Chicago to Winnipeg, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Winnipeg (MDW-YWG)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Winnipeg that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Winnipeg

Tue, Dec 2 - Sun, Dec 7
Multiple Airlines Logo
2:49 pm - 3:07 pmMDW-YWG
24h 18m1 stop
Multiple Airlines Logo
7:30 am - 6:12 pmYWG-MDW
10h 42m1 stop
$196Multiple Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
Multiple Airlines Logo
2:49 pm - 3:07 pmMDW-YWG
24h 18m1 stop
Multiple Airlines Logo
9:00 pm - 8:46 amYWG-MDW
35h 46m2 stops
$198Multiple Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
6:15 am - 12:41 amMDW-YWG
18h 26m2 stops
Multiple Airlines Logo
7:30 am - 6:12 pmYWG-MDW
10h 42m1 stop
$201Multiple Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
Multiple Airlines Logo
6:15 am - 12:41 amMDW-YWG
18h 26m2 stops
Multiple Airlines Logo
7:30 am - 6:12 pmYWG-MDW
10h 42m1 stop
$206Multiple Airlines
Find Deal
Sat, Dec 6 - Tue, Dec 9
Delta Logo
6:00 am - 11:44 pmMDW-YWG
17h 44m2 stops
Delta Logo
5:45 pm - 11:55 amYWG-MDW
18h 10m2 stops
$462Delta
Find Deal
Wed, Dec 3 - Tue, Dec 9
Delta Logo
6:00 am - 11:44 pmMDW-YWG
17h 44m2 stops
Delta Logo
6:40 am - 11:47 pmYWG-MDW
17h 07m2 stops
$495Delta
Find Deal
Tue, Dec 2 - Tue, Dec 9
WestJet Logo
10:49 am - 12:42 amMDW-YWG
13h 53m2 stops
WestJet Logo
12:35 pm - 6:18 pmYWG-MDW
5h 43m1 stop
$504WestJet
Find Deal
Mon, Nov 24 - Thu, Nov 27
WestJet Logo
9:41 am - 12:42 amMDW-YWG
15h 01m2 stops
WestJet Logo
5:00 am - 8:54 amYWG-MDW
27h 54m2 stops
$518WestJet
Find Deal
Wed, Dec 3 - Fri, Dec 5
Delta Logo
6:00 am - 11:44 pmMDW-YWG
17h 44m2 stops
Delta Logo
5:45 pm - 3:44 pmYWG-MDW
21h 59m2 stops
$522Delta
Find Deal
Thu, Dec 4 - Sun, Dec 7
WestJet Logo
10:49 am - 12:42 amMDW-YWG
13h 53m2 stops
WestJet Logo
6:40 am - 1:10 pmYWG-MDW
6h 30m1 stop
$528WestJet
Find Deal

Everything you should know

Cheapest round-trip
$196
Multiple Airlines
Tue 12/2Sun 12/7
MDW - YWG • 1 stop
Cheapest one-way
$82
Multiple Airlines
Mon 12/15
MDW - YWG • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Winnipeg!
Booking Insights

KAYAK's insights & trends for Midway to Winnipeg flights

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

Which airlines provide the cheapest flights from Chicago Midway Airport to Winnipeg?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Winnipeg were found on Delta ($462) and WestJet ($504).

Find deals

Good to know

Cheapest flight$82
Flight from Chicago Midway Airport to Winnipeg

When to book flights from Midway to Winnipeg

Are your dates flexible? Find out the best times to travel from Midway to Winnipeg 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 Chicago Midway Airport to Winnipeg flights

  • What is the cheapest flight from Chicago Midway Airport to Winnipeg?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Winnipeg was $82 for a one-way ticket and $196 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Winnipeg?

    Yes, you’ll need a passport to travel to Winnipeg from Chicago Midway Airport.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Winnipeg?

    We unfortunately don’t have that data for this specific route.

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

    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 Chicago Midway Airport to Winnipeg.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Chicago Midway Airport 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 Chicago Midway Airport to Winnipeg?

    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 Winnipeg with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and YWG 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 Chicago Midway Airport to Winnipeg?

    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 Winnipeg from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Midway to Winnipeg

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Winnipeg (YWG)

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