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Cheap flights from Saskatoon to Chicago from C$ 239

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 19/3. 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

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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
7:10 a.m. - 1:32 p.m.
YXE
-
MDW
5h 22m
1 stop
Delta Logo
2:12 p.m. - 12:48 a.m.
MDW
-
YXE
11h 36m
2 stops
C$ 410Delta
Tue, 14 Apr - Sat, 18 Apr
Delta Logo
7:10 a.m. - 11:59 p.m.
YXE
-
ORD
15h 49m
2 stops
Delta Logo
12:14 p.m. - 12:48 a.m.
ORD
-
YXE
13h 34m
2 stops
C$ 410Delta
Tue, 14 Apr - Sat, 18 Apr
Delta Logo
6:00 a.m. - 5:58 p.m.
YXE
-
MDW
10h 58m
2 stops
Delta Logo
2:12 p.m. - 12:48 a.m.
MDW
-
YXE
11h 36m
2 stops
C$ 421Delta
Tue, 14 Apr - Sat, 18 Apr
Air Canada Logo
5:00 a.m. - 1:05 p.m.
YXE
-
ORD
7h 05m
1 stop
Air Canada Logo
7:55 a.m. - 1:31 p.m.
ORD
-
YXE
6h 36m
1 stop
C$ 433Air Canada
Tue, 14 Apr - Sat, 18 Apr
Air Canada Logo
5:00 a.m. - 1:05 p.m.
YXE
-
ORD
7h 05m
1 stop
Air Canada Logo
6:40 p.m. - 9:26 a.m.
ORD
-
YXE
15h 46m
1 stop
C$ 482Air Canada
Tue, 14 Apr - Fri, 17 Apr
Air Canada Logo
5:00 a.m. - 1:05 p.m.
YXE
-
ORD
7h 05m
1 stop
Air Canada Logo
12:50 p.m. - 9:26 a.m.
ORD
-
YXE
21h 36m
2 stops
C$ 488Air Canada
Tue, 14 Apr - Fri, 17 Apr
WestJet Logo
9:45 p.m. - 1:35 p.m.
YXE
-
ORD
15h 50m
1 stop
WestJet Logo
2:20 p.m. - 9:47 a.m.
ORD
-
YXE
19h 27m
1 stop
C$ 522WestJet
Thu, 26 Feb - Mon, 2 Mar
WestJet Logo
7:00 a.m. - 4:43 p.m.
YXE
-
ORD
8h 43m
1 stop
WestJet Logo
5:30 p.m. - 3:11 p.m.
ORD
-
YXE
22h 41m
2 stops
C$ 530WestJet
Wed, 1 Jul - Mon, 17 Aug
Multiple Airlines Logo
3:40 p.m. - 11:41 p.m.
YXE
-
MDW
8h 01m
1 stop
Multiple Airlines Logo
9:22 p.m. - 1:30 a.m.
MDW
-
YXE
28h 08m
2 stops
C$ 815Multiple Airlines
Thu, 26 Feb - Mon, 2 Mar
Multiple Airlines Logo
3:40 p.m. - 11:41 p.m.
YXE
-
MDW
8h 01m
1 stop
Multiple Airlines Logo
7:25 p.m. - 11:51 p.m.
MDW
-
YXE
28h 26m
1 stop
C$ 983Multiple Airlines
Thu, 26 Feb - Mon, 2 Mar

Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets
Air Canada
14 Apr
YXE5:00 a.m.Saskatoon
7h 05m
1 stop
ORD1:05 p.m.Chicago O'Hare Intl
18 Apr
ORD7:55 a.m.Chicago O'Hare Intl
6h 36m
1 stop
YXE1:31 p.m.Saskatoon
C$ 433
Air Canada
14 Apr
YXE5:00 a.m.Saskatoon
7h 05m
1 stop
ORD1:05 p.m.Chicago O'Hare Intl
17 Apr
ORD6:40 p.m.Chicago O'Hare Intl
15h 46m
1 stop
YXE9:26 a.m.Saskatoon
C$ 482
Air Canada
14 Apr
YXE5:00 a.m.Saskatoon
7h 05m
1 stop
ORD1:05 p.m.Chicago O'Hare Intl
17 Apr
ORD12:50 p.m.Chicago O'Hare Intl
21h 36m
2 stops
YXE9:26 a.m.Saskatoon
C$ 488

WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets
WestJet
26 Feb
YXE9:45 p.m.Saskatoon
15h 50m
1 stop
ORD1:35 p.m.Chicago O'Hare Intl
2 Mar
ORD2:20 p.m.Chicago O'Hare Intl
19h 27m
1 stop
YXE9:47 a.m.Saskatoon
C$ 522
WestJet
1 Jul
YXE7:00 a.m.Saskatoon
8h 43m
1 stop
ORD4:43 p.m.Chicago O'Hare Intl
17 Aug
ORD5:30 p.m.Chicago O'Hare Intl
22h 41m
2 stops
YXE3:11 p.m.Saskatoon
C$ 530
WestJet
26 Feb
YXE4:30 p.m.Saskatoon
21h 05m
2 stops
ORD1:35 p.m.Chicago O'Hare Intl
2 Mar
ORD2:20 p.m.Chicago O'Hare Intl
19h 27m
1 stop
YXE9:47 a.m.Saskatoon
C$ 531

momondo Fare Finder

 
Customize your flight search to find flights from Saskatoon to Chicago 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 3 February 2026.
Use the filters below to find and compare flights from Saskatoon to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 14/4

7:10 a.m.-1:32 p.m.

1 stop5h 22m

Chicago Midway

Sat 18/4

2:12 p.m.-12:48 a.m.

2 stops11h 36m

C$ 410

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 14/4

7:10 a.m.-11:59 p.m.

2 stops15h 49m

Chicago O'Hare Intl

Sat 18/4

12:14 p.m.-12:48 a.m.

2 stops13h 34m

C$ 410

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 14/4

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

2 stops10h 58m

Chicago Midway

Sat 18/4

2:12 p.m.-12:48 a.m.

2 stops11h 36m

C$ 421

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 14/4

5:00 a.m.-1:05 p.m.

1 stop7h 05m

Chicago O'Hare Intl

Sat 18/4

7:55 a.m.-1:31 p.m.

1 stop6h 36m

C$ 433

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 14/4

5:00 a.m.-1:05 p.m.

1 stop7h 05m

Chicago O'Hare Intl

Fri 17/4

6:40 p.m.-9:26 a.m.

1 stop15h 46m

C$ 482

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 14/4

5:00 a.m.-1:05 p.m.

1 stop7h 05m

Chicago O'Hare Intl

Fri 17/4

12:50 p.m.-9:26 a.m.

2 stops21h 36m

C$ 488

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 26/2

9:45 p.m.-1:35 p.m.

1 stop15h 50m

Chicago O'Hare Intl

Mon 2/3

2:20 p.m.-9:47 a.m.

1 stop19h 27m

C$ 522

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Wed 1/7

7:00 a.m.-4:43 p.m.

1 stop8h 43m

Chicago O'Hare Intl

Mon 17/8

5:30 p.m.-3:11 p.m.

2 stops22h 41m

C$ 530

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 26/2

3:40 p.m.-11:41 p.m.

1 stop8h 01m

Chicago Midway

Mon 2/3

9:22 p.m.-1:30 a.m.

2 stops28h 08m

C$ 815

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 26/2

3:40 p.m.-11:41 p.m.

1 stop8h 01m

Chicago Midway

Mon 2/3

7:25 p.m.-11:51 p.m.

1 stop28h 26m

C$ 983

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

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

What is the cheapest month to fly to Chicago?

The month of September is another great option to travel to Chicago, with average flight prices from Saskatoon averaging around C$ 414.

Can stopping save me money on Saskatoon to Chicago flights?

You could potentially save up to 16% on your flight if you consider stops on a Saskatoon to Chicago flight.

When to book flights from Saskatoon to Chicago

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

Cheap Saskatoon to Chicago (YXE to CHI) flight deals and tips

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

Fastest flight time

5h 22m

Direct flights

None
The fastest flight from Saskatoon to Chicago takes 5h 22m
There are no direct flights from Saskatoon to Chicago. There are no popular flight routes from Saskatoon to Chicago.
Search flight deals

  • How far is Saskatoon to Chicago by plane?

    There are 1829.3 km between Saskatoon and Chicago. Flights usually cover this in 5h 22m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Saskatoon Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Saskatoon Airport to Chicago?

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

    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.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Saskatoon to Chicago?

Best airlines flying from Saskatoon to Chicago

Compare and see reviews for airlines that fly from Saskatoon to Chicago with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 173Free CancellationRating
7.2
3,255 reviews
Search WestJet flights

Travelling to a place near Chicago?

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

Why use momondo?

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

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

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

Yes. momondo enables you to select and highlight flights to Chicago from Saskatoon with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Saskatoon.

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport