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Cheap flights from Saskatoon to Chicago from C$ 255

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 17/5. 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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Find the cheapest flights from Saskatoon to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
7:00 a.m. - 4:40 p.m.
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 p.m. - 1:00 a.m.
ORD
-
YXE
8h 30m
1 stop
C$ 372WestJet
Sat, 23 May - Fri, 29 May
WestJet Logo
7:00 a.m. - 4:40 p.m.
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 p.m. - 11:10 p.m.
ORD
-
YXE
6h 40m
1 stop
C$ 380WestJet
Fri, 22 May - Fri, 29 May
WestJet Logo
5:30 p.m. - 4:40 p.m.
YXE
-
ORD
22h 10m
1 stop
WestJet Logo
5:30 p.m. - 1:00 a.m.
ORD
-
YXE
8h 30m
1 stop
C$ 412WestJet
Fri, 22 May - Sun, 24 May
WestJet Logo
7:00 a.m. - 4:40 p.m.
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 p.m. - 10:35 a.m.
ORD
-
YXE
18h 05m
1 stop
C$ 415WestJet
Fri, 22 May - Sun, 24 May
WestJet Logo
7:00 a.m. - 4:40 p.m.
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 p.m. - 8:15 a.m.
ORD
-
YXE
15h 45m
2 stops
C$ 418WestJet
Fri, 22 May - Sun, 24 May
WestJet Logo
7:00 a.m. - 4:40 p.m.
YXE
-
ORD
8h 40m
1 stop
WestJet Logo
5:30 p.m. - 2:45 p.m.
ORD
-
YXE
22h 15m
2 stops
C$ 436WestJet
Fri, 22 May - Sun, 24 May
Delta Logo
7:00 a.m. - 5:56 p.m.
YXE
-
MDW
9h 56m
2 stops
Delta Logo
1:59 p.m. - 9:35 p.m.
MDW
-
YXE
8h 36m
1 stop
C$ 492Delta
Sat, 9 May - Tue, 12 May
Delta Logo
7:00 a.m. - 6:33 p.m.
YXE
-
MDW
10h 33m
2 stops
Delta Logo
1:22 p.m. - 11:10 p.m.
MDW
-
YXE
10h 48m
2 stops
C$ 520Delta
Mon, 18 May - Sun, 31 May
Delta Logo
6:00 a.m. - 6:33 p.m.
YXE
-
MDW
11h 33m
2 stops
Delta Logo
1:59 p.m. - 9:35 p.m.
MDW
-
YXE
8h 36m
1 stop
C$ 529Delta
Sat, 9 May - Tue, 12 May
Multiple Airlines Logo
4:30 p.m. - 9:45 a.m.
YXE
-
MDW
16h 15m
2 stops
Multiple Airlines Logo
10:30 a.m. - 12:35 a.m.
MDW
-
YXE
15h 05m
1 stop
C$ 602Multiple Airlines
Thu, 30 Apr - Thu, 7 May

Delta flights from Saskatoon to Chicago

Our best Delta deals on Saskatoon to Chicago flight tickets
Delta
9 May
YXE7:00 a.m.Saskatoon
9h 56m
2 stops
MDW5:56 p.m.Chicago Midway
12 May
MDW6:23 a.m.Chicago Midway
16h 12m
2 stops
YXE9:35 p.m.Saskatoon
C$ 492
Delta
29 May
YXE7:00 a.m.Saskatoon
8h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
2 Jun
ORD5:41 p.m.Chicago O'Hare Intl
4h 54m
1 stop
YXE9:35 p.m.Saskatoon
C$ 510
Delta
29 May
YXE7:00 a.m.Saskatoon
8h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
2 Jun
ORD5:41 p.m.Chicago O'Hare Intl
4h 54m
1 stop
YXE9:35 p.m.Saskatoon
C$ 511

WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets
WestJet
23 May
YXE7:00 a.m.Saskatoon
8h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
29 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 30m
1 stop
YXE1:00 a.m.Saskatoon
C$ 372
WestJet
22 May
YXE7:00 a.m.Saskatoon
8h 40m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
29 May
ORD5:30 p.m.Chicago O'Hare Intl
6h 40m
1 stop
YXE11:10 p.m.Saskatoon
C$ 380
WestJet
22 May
YXE5:30 p.m.Saskatoon
22h 10m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
24 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 30m
1 stop
YXE1:00 a.m.Saskatoon
C$ 412

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 4 April 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

Cheapest round-trip

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sat 23/5

7:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Fri 29/5

5:30 p.m.-1:00 a.m.

1 stop8h 30m

C$ 372
Quickest round-trip

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 22/5

7:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Fri 29/5

5:30 p.m.-11:10 p.m.

1 stop6h 40m

C$ 380

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 22/5

5:30 p.m.-4:40 p.m.

1 stop22h 10m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-1:00 a.m.

1 stop8h 30m

C$ 412

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 22/5

7:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-10:35 a.m.

1 stop18h 05m

C$ 415

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 22/5

7:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-8:15 a.m.

2 stops15h 45m

C$ 418

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 22/5

7:00 a.m.-4:40 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-2:45 p.m.

2 stops22h 15m

C$ 436

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 9/5

7:00 a.m.-5:56 p.m.

2 stops9h 56m

Chicago Midway

Tue 12/5

1:59 p.m.-9:35 p.m.

1 stop8h 36m

C$ 492

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 18/5

7:00 a.m.-6:33 p.m.

2 stops10h 33m

Chicago Midway

Sun 31/5

1:22 p.m.-11:10 p.m.

2 stops10h 48m

C$ 520

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 9/5

6:00 a.m.-6:33 p.m.

2 stops11h 33m

Chicago Midway

Tue 12/5

1:59 p.m.-9:35 p.m.

1 stop8h 36m

C$ 529

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 30/4

4:30 p.m.-9:45 a.m.

2 stops16h 15m

Chicago Midway

Thu 7/5

10:30 a.m.-12:35 a.m.

1 stop15h 05m

C$ 602

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 typical price of a round-trip flight between Saskatoon and Chicago?

Can stopping save me money on Saskatoon to Chicago flights?

You could potentially save up to 23% 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

8h 40m

Direct flights

None
The fastest flight from Saskatoon to Chicago takes 8h 40m
There are no direct flights from Saskatoon to Chicago. There are no popular flight routes from Saskatoon to Chicago.
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Frequently asked questions about flying from Saskatoon to Chicago

  • How far is Saskatoon to Chicago by plane?

    There are 1829.3 km between Saskatoon and Chicago. Flights usually cover this in 8h 40m, 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$ 176Free CancellationRating
7.2
3,313 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 414Free CancellationRating
7.1
10,890 reviews
Search Air Canada flights

Travelling to a place near Chicago?

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

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