MDW - YWG

$208 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 6/28. 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
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$402
Multiple Airlines
Tue 5/19Thu 5/21
MDW - YWG • 1 stop
Cheapest one-way
$208
Multiple Airlines
Sun 6/28
MDW - YWG • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Midway and Winnipeg. You'll need at least 1 connection.
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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!
Flight Deals
Useful Info
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, May 19 - Thu, May 21
Multiple Airlines Logo
3:20 pm - 9:45 am
MDW
-
YWG
18h 25m
1 stop
Multiple Airlines Logo
6:05 pm - 2:35 pm
YWG
-
MDW
20h 30m
1 stop
$402Multiple Airlines
Fri, May 29 - Mon, Jun 1
Multiple Airlines Logo
10:30 am - 7:49 pm
MDW
-
YWG
9h 19m
1 stop
Multiple Airlines Logo
8:10 pm - 9:35 am
YWG
-
MDW
13h 25m
1 stop
$413Multiple Airlines
Tue, May 19 - Thu, May 21
Multiple Airlines Logo
3:20 pm - 9:45 am
MDW
-
YWG
18h 25m
1 stop
Multiple Airlines Logo
9:05 pm - 2:35 pm
YWG
-
MDW
17h 30m
2 stops
$446Multiple Airlines
Tue, May 19 - Thu, May 21
Multiple Airlines Logo
10:30 am - 9:45 am
MDW
-
YWG
23h 15m
1 stop
Multiple Airlines Logo
6:05 pm - 2:35 pm
YWG
-
MDW
20h 30m
1 stop
$449Multiple Airlines
Thu, May 28 - Sun, May 31
Multiple Airlines Logo
3:20 pm - 8:40 am
MDW
-
YWG
17h 20m
1 stop
Multiple Airlines Logo
11:40 am - 9:40 am
YWG
-
MDW
22h 00m
2 stops
$457Multiple Airlines
Thu, May 28 - Sun, May 31
Multiple Airlines Logo
3:20 pm - 9:45 am
MDW
-
YWG
18h 25m
1 stop
Multiple Airlines Logo
8:45 pm - 9:40 am
YWG
-
MDW
12h 55m
1 stop
$465Multiple Airlines
Thu, Aug 6 - Sun, Aug 9
Multiple Airlines Logo
3:20 pm - 8:40 am
MDW
-
YWG
17h 20m
1 stop
Multiple Airlines Logo
6:05 pm - 9:40 am
YWG
-
MDW
15h 35m
1 stop
$474Multiple Airlines
Tue, Jun 2 - Thu, Jun 4
Porter Airlines Logo
10:15 am - 7:49 pm
MDW
-
YWG
9h 34m
1 stop
Porter Airlines Logo
11:40 am - 9:40 am
YWG
-
MDW
22h 00m
2 stops
$475Porter Airlines
Thu, May 28 - Sun, May 31
Multiple Airlines Logo
3:20 pm - 9:45 am
MDW
-
YWG
18h 25m
1 stop
Multiple Airlines Logo
8:45 pm - 9:40 am
YWG
-
MDW
12h 55m
1 stop
$478Multiple Airlines
Tue, Jun 2 - Thu, Jun 4
Multiple Airlines Logo
10:15 am - 7:49 pm
MDW
-
YWG
9h 34m
1 stop
Multiple Airlines Logo
5:10 pm - 9:40 am
YWG
-
MDW
16h 30m
1 stop
$484Multiple Airlines
Useful Info

Good to know

Cheapest flight$208
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 $208 for a one-way ticket and $402 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.

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

    In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Winnipeg were found on Porter Airlines ($475) and WestJet ($607).

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)