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Cheap flights from Chicago Midway Airport to Winnipeg from $201

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 Midway Airport to Winnipeg departing on 12/8. 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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0 bags
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Find the cheapest flights from Chicago Midway Airport to Winnipeg

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway 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 Midway Airport to Winnipeg.

Cheap last minute flights

Planning a quick getaway from Chicago Midway 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 Midway Airport to Winnipeg

Find recent round-trip train or bus tickets from Chicago Midway Airport to Winnipeg.

All round-trip flight deals to Winnipeg

The cheapest plane tickets to Winnipeg found on KAYAK recently.
12:05 pm - 9:09 pmMDW-YWG
9h 04m2 stops
7:30 am - 4:56 pmYWG-MDW
9h 26m1 stop
Fri, Dec 13 - Sun, Dec 15
12:55 pm - 9:09 pmMDW-YWG
8h 14m2 stops
6:45 pm - 6:32 pmYWG-MDW
23h 47m2 stops
Sat, Dec 7 - Tue, Dec 10
12:55 pm - 9:09 pmMDW-YWG
8h 14m2 stops
6:55 am - 1:31 pmYWG-MDW
6h 36m1 stop
Sat, Dec 7 - Tue, Dec 10
11:15 am - 9:09 pmMDW-YWG
9h 54m2 stops
7:30 am - 9:50 amYWG-MDW
26h 20m1 stop
Tue, Dec 3 - Tue, Dec 10
5:35 pm - 10:45 amMDW-YWG
17h 10m1 stop
5:00 am - 4:40 pmYWG-MDW
11h 40m1 stop
$515Porter Airlines
Find Deal
Fri, Dec 13 - Sun, Dec 15
11:15 am - 9:09 pmMDW-YWG
9h 54m2 stops
11:35 am - 11:10 amYWG-MDW
23h 35m2 stops
$519Porter Airlines
Find Deal
Tue, Dec 3 - Tue, Dec 10
2:17 pm - 11:27 pmMDW-YWG
9h 10m1 stop
12:35 pm - 6:32 pmYWG-MDW
5h 57m1 stop
$534Delta
Find Deal
Tue, Dec 3 - Tue, Dec 10
1:05 pm - 3:08 pmMDW-YWG
26h 03m1 stop
5:38 pm - 1:20 pmYWG-MDW
19h 42m1 stop
$552WestJet
Find Deal
Sat, Feb 15 - Tue, Feb 18
7:14 pm - 11:34 pmMDW-YWG
4h 20m1 stop
12:35 pm - 6:32 pmYWG-MDW
5h 57m1 stop
$605WestJet
Find Deal
Fri, Dec 13 - Mon, Dec 16
7:17 pm - 11:27 pmMDW-YWG
4h 10m1 stop
6:55 am - 11:08 amYWG-MDW
4h 13m1 stop
$718Delta
Find Deal
Fri, Nov 29 - Fri, Dec 20
11:15 am - 9:09 pmMDW-YWG
9h 54m2 stops
$201Porter Airlines
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Sun, Dec 8
7:14 pm - 11:34 pmMDW-YWG
4h 20m1 stop
$272Delta
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Sun, Dec 8
11:15 am - 9:08 amMDW-YWG
21h 53m3 stops
Sun, Dec 8
2:17 pm - 11:27 pmMDW-YWG
9h 10m1 stop
$382Delta
Find Deal
Fri, Nov 22
9:30 am - 7:35 pmMDW-YWG
10h 05m2 stops
$577WestJet
Find Deal
Fri, Nov 22
9:35 am - 11:20 pmMDW-YWG
13h 45m2 stops
5:00 am - 5:03 pmYWG-MDW
12h 03m2 stops
$1,945WestJet
Find Deal
Wed, Nov 6 - Sun, Nov 10
6:00 am - 3:10 pmMDW-YWG
9h 10m1 stop
12:26 pm - 6:15 pmYWG-MDW
5h 49m1 stop
$2,202Delta
Find Deal
Wed, Nov 6 - Sat, Nov 9
1:12 pm - 11:28 pmMDW-YWG
10h 16m2 stops
12:26 pm - 6:15 pmYWG-MDW
5h 49m1 stop
$2,211Delta
Find Deal
Wed, Nov 6 - Sat, Nov 9

Delta flights from Chicago Midway Airport to Winnipeg

Our best Delta deals on Chicago Midway Airport to Winnipeg flight tickets
Delta
Dec 3
MDW2:17 pmChicago Midway
9h 10m
1 stop
YWG11:27 pmWinnipeg
Dec 10
YWG12:35 pmWinnipeg
5h 57m
1 stop
MDW6:32 pmChicago Midway
Delta
Nov 29
MDW7:17 pmChicago Midway
4h 10m
1 stop
YWG11:27 pmWinnipeg
Dec 20
YWG6:55 amWinnipeg
4h 13m
1 stop
MDW11:08 amChicago Midway
Delta
Feb 15
MDW6:45 pmChicago Midway
4h 55m
1 stop
YWG11:40 pmWinnipeg
Feb 18
YWG6:40 amWinnipeg
5h 53m
2 stops
MDW12:33 pmChicago Midway

Porter Airlines flights from Chicago Midway Airport to Winnipeg

Our best Porter Airlines deals on Chicago Midway Airport to Winnipeg flight tickets
Porter Airlines
Dec 13
MDW5:35 pmChicago Midway
17h 10m
1 stop
YWG10:45 amWinnipeg
Dec 15
YWG5:00 amWinnipeg
11h 40m
1 stop
MDW4:40 pmChicago Midway
Porter Airlines
Dec 3
MDW11:15 amChicago Midway
9h 54m
2 stops
YWG9:09 pmWinnipeg
Dec 10
YWG11:35 amWinnipeg
23h 35m
2 stops
MDW11:10 amChicago Midway
Porter Airlines
Dec 13
MDW12:05 pmChicago Midway
29h 59m
2 stops
YWG6:04 pmWinnipeg
Dec 16
YWG11:35 amWinnipeg
22h 45m
2 stops
MDW10:20 amChicago Midway

How to get the cheapest flight ticket from Chicago Midway 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

When is the cheapest time to fly from Chicago Midway Airport to Winnipeg?

Chicago Midway Airport to Winnipeg flights are currently only available in the morning

Can stopping save me money on Chicago Midway Airport to Winnipeg flights?

You could potentially save up to 26% on your flight if you consider stops on a Chicago Midway Airport to Winnipeg flight.

When to book flights from Chicago Midway Airport to Winnipeg

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

Cheap Chicago Midway Airport to Winnipeg (MDW to YWG) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Winnipeg

Best Price Found

$201

Fastest flight time

4h 10m

Direct flights

None

Airports in Winnipeg

1 airport
The best one-way flight to Winnipeg from Chicago Midway Airport in the past 72 hours is $201. The best round-trip flight deal from Chicago Midway Airport to Winnipeg found on momondo in the last 72 hours is $412.
The fastest flight from Chicago Midway Airport to Winnipeg takes 4h 10m
There are no direct flights from Chicago Midway Airport to Winnipeg. Popular non-direct route for this connection is Chicago Midway Airport - Winnipeg Airport.
There is 1 airport near Winnipeg: Winnipeg (YWG)

  • How far is Chicago Midway to Winnipeg by plane?

    Winnipeg is 717.8 mi away from Chicago Midway. Typically, this will take 4h 10m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to Winnipeg Airport?

    Prices for flights from Chicago Midway Airport to Winnipeg Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago Midway 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 Midway Airport to Winnipeg Airport.

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

    The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Winnipeg. momondo saves you time and could save you money on your trip.

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

All flight searches from Chicago to Winnipeg on momondo can be filtered to show those which offer flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Winnipeg from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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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