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Cheap flights from Saskatoon to Chicago from C$ 284

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Saskatoon to Chicago departing on 30/4. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Saskatoon to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 a.m. - 5:58 p.m.
YXE
-
MDW
10h 58m
2 stops
Delta Logo
6:00 a.m. - 9:35 p.m.
MDW
-
YXE
16h 35m
2 stops
C$ 504Delta
Sat, 2 May - Tue, 5 May
Delta Logo
6:00 a.m. - 5:58 p.m.
YXE
-
MDW
10h 58m
2 stops
Delta Logo
6:00 a.m. - 9:35 p.m.
MDW
-
YXE
16h 35m
2 stops
C$ 517Delta
Sat, 2 May - Tue, 5 May
Delta Logo
6:00 a.m. - 5:58 p.m.
YXE
-
MDW
10h 58m
2 stops
Delta Logo
6:00 a.m. - 9:35 p.m.
MDW
-
YXE
16h 35m
2 stops
C$ 538Delta
Sat, 2 May - Tue, 5 May
Delta Logo
6:00 a.m. - 5:58 p.m.
YXE
-
MDW
10h 58m
2 stops
Delta Logo
6:00 a.m. - 9:35 p.m.
MDW
-
YXE
16h 35m
2 stops
C$ 539Delta
Sat, 2 May - Tue, 5 May
Delta Logo
6:00 a.m. - 5:58 p.m.
YXE
-
MDW
10h 58m
2 stops
Delta Logo
9:29 a.m. - 9:35 p.m.
MDW
-
YXE
13h 06m
1 stop
C$ 609Delta
Sat, 2 May - Tue, 5 May
Delta Logo
6:00 a.m. - 5:58 p.m.
YXE
-
MDW
10h 58m
2 stops
Delta Logo
9:29 a.m. - 9:35 p.m.
MDW
-
YXE
13h 06m
1 stop
C$ 613Delta
Sat, 2 May - Tue, 5 May
Delta Logo
6:00 a.m. - 5:58 p.m.
YXE
-
MDW
10h 58m
2 stops
Delta Logo
9:29 a.m. - 9:35 p.m.
MDW
-
YXE
13h 06m
1 stop
C$ 624Delta
Sat, 2 May - Tue, 5 May
Delta Logo
6:00 a.m. - 5:58 p.m.
YXE
-
MDW
10h 58m
2 stops
Delta Logo
9:29 a.m. - 9:35 p.m.
MDW
-
YXE
13h 06m
1 stop
C$ 630Delta
Sat, 2 May - Tue, 5 May
Delta Logo
7:10 a.m. - 8:46 a.m.
YXE
-
MDW
24h 36m
1 stop
Delta Logo
9:29 a.m. - 1:37 p.m.
MDW
-
YXE
5h 08m
1 stop
C$ 714Delta
Tue, 14 Apr - Tue, 21 Apr
WestJet Logo
6:00 a.m. - 12:29 p.m.
YXE
-
MDW
29h 29m
2 stops
WestJet Logo
7:16 p.m. - 2:45 p.m.
MDW
-
YXE
20h 29m
2 stops
C$ 773WestJet
Tue, 7 Apr - Tue, 14 Apr

WestJet flights from Saskatoon to Chicago Midway Airport

Our best WestJet deals on Saskatoon to Chicago Midway Airport flight tickets
WestJet
7 Apr
YXE6:00 a.m.Saskatoon
29h 29m
2 stops
MDW12:29 p.m.Chicago Midway
14 Apr
MDW7:16 p.m.Chicago Midway
20h 29m
2 stops
YXE2:45 p.m.Saskatoon
C$ 773
WestJet
14 Apr
YXE6:00 a.m.Saskatoon
25h 47m
2 stops
MDW8:47 a.m.Chicago Midway
21 Apr
MDW10:41 a.m.Chicago Midway
29h 04m
2 stops
YXE2:45 p.m.Saskatoon
C$ 793
WestJet
15 Apr
YXE3:45 p.m.Saskatoon
16h 02m
2 stops
MDW8:47 a.m.Chicago Midway
22 Apr
MDW6:38 p.m.Chicago Midway
18h 43m
3 stops
YXE12:21 p.m.Saskatoon
C$ 929

Delta flights from Saskatoon to Chicago Midway Airport

Our best Delta deals on Saskatoon to Chicago Midway Airport flight tickets
Delta
2 May
YXE6:00 a.m.Saskatoon
10h 58m
2 stops
MDW5:58 p.m.Chicago Midway
5 May
MDW6:00 a.m.Chicago Midway
16h 35m
2 stops
YXE9:35 p.m.Saskatoon
C$ 517
Delta
2 May
YXE6:00 a.m.Saskatoon
10h 58m
2 stops
MDW5:58 p.m.Chicago Midway
5 May
MDW6:00 a.m.Chicago Midway
16h 35m
2 stops
YXE9:35 p.m.Saskatoon
C$ 538
Delta
2 May
YXE6:00 a.m.Saskatoon
10h 58m
2 stops
MDW5:58 p.m.Chicago Midway
5 May
MDW6:00 a.m.Chicago Midway
16h 35m
2 stops
YXE9:35 p.m.Saskatoon
C$ 539

momondo Fare Finder

 
Customize your flight search to find flights from Saskatoon to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 21 March 2026.
Use the filters below to find and compare flights from Saskatoon to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 2/5

6:00 a.m.-5:58 p.m.

2 stops10h 58m

Chicago Midway

Tue 5/5

6:00 a.m.-9:35 p.m.

2 stops16h 35m

C$ 504

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 2/5

6:00 a.m.-5:58 p.m.

2 stops10h 58m

Chicago Midway

Tue 5/5

6:00 a.m.-9:35 p.m.

2 stops16h 35m

C$ 517

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 2/5

6:00 a.m.-5:58 p.m.

2 stops10h 58m

Chicago Midway

Tue 5/5

6:00 a.m.-9:35 p.m.

2 stops16h 35m

C$ 538

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 2/5

6:00 a.m.-5:58 p.m.

2 stops10h 58m

Chicago Midway

Tue 5/5

6:00 a.m.-9:35 p.m.

2 stops16h 35m

C$ 539
Quickest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 2/5

6:00 a.m.-5:58 p.m.

2 stops10h 58m

Chicago Midway

Tue 5/5

9:29 a.m.-9:35 p.m.

1 stop13h 06m

C$ 609

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 2/5

6:00 a.m.-5:58 p.m.

2 stops10h 58m

Chicago Midway

Tue 5/5

9:29 a.m.-9:35 p.m.

1 stop13h 06m

C$ 613

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 2/5

6:00 a.m.-5:58 p.m.

2 stops10h 58m

Chicago Midway

Tue 5/5

9:29 a.m.-9:35 p.m.

1 stop13h 06m

C$ 624

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 2/5

6:00 a.m.-5:58 p.m.

2 stops10h 58m

Chicago Midway

Tue 5/5

9:29 a.m.-9:35 p.m.

1 stop13h 06m

C$ 630

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 14/4

7:10 a.m.-8:46 a.m.

1 stop24h 36m

Chicago Midway

Tue 21/4

9:29 a.m.-1:37 p.m.

1 stop5h 08m

C$ 714

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 7/4

6:00 a.m.-12:29 p.m.

2 stops29h 29m

Chicago Midway

Tue 14/4

7:16 p.m.-2:45 p.m.

2 stops20h 29m

C$ 773

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Saskatoon to Chicago Midway Airport

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

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

You could potentially save up to 48% on your flight if you consider stops on a Saskatoon to Chicago Midway Airport flight.

When to book flights from Saskatoon to Chicago Midway Airport

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

Cheap Saskatoon to Chicago Midway Airport (YXE to MDW) flight deals and tips

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

Fastest flight time

10h 58m

Direct flights

None
The fastest flight from Saskatoon to Chicago Midway Airport takes 10h 58m
There are no direct flights from Saskatoon to Chicago Midway Airport. There are no popular flight routes from Saskatoon to Chicago Midway Airport.
Search flight deals

  • How far is Saskatoon to Chicago Midway by plane?

    The distance between Saskatoon and Chicago Midway is about 1829.4 km. In terms of flight time, this usually takes a little over 10h 58m.

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

    Prices for flights from Saskatoon Airport to Chicago Midway Airport refresh daily.

  • How old do you have to be to fly from Saskatoon Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Saskatoon Airport to Chicago Midway Airport.

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

    The travel and health documents required for your trip to Chicago Midway 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 Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Munster
Hammond

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Saskatoon to Chicago . Millions of users trust and use momondo every year so you are in good hands.

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

Yes. All flights to Chicago from Saskatoon on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

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

I’m not ready to book a flight from Saskatoon to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Saskatoon to Chicago 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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