Which airport is the most popular layover for flights between Saskatoon and Chicago?

Calgary (YYC) was the most common stop: 67% of momondo users choosing one-stop flights on this route connected there.

Which layover airport offers the lowest fares from Saskatoon to Chicago?

Flights via Calgary (YYC) offer the lowest average round-trip price of C$ 355.

What is the cheapest airline that flies from Saskatoon to Chicago?

Air Canada and United Airlines are the most popular carriers operating from Saskatoon to Chicago

Which layover airport has the shortest connection time from Saskatoon to Chicago?

Toronto (YYZ) has the shortest average layover time for this route: 1h 20m.

Which layover airport has the shortest travel time from Saskatoon to Chicago?

Flights connecting via Toronto (YYZ) have the shortest average one-way travel time: 6h 23m.

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?

As of October 2026, there is 1 operator available to choose from 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.

C$ 299 Cheap Flights from Saskatoon to Chicago in 2026/27

Find the cheapest flights from Saskatoon to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:55 p.m. - 7:58 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

7h 03m1 stop Toronto Pearson Intl

4:30 p.m. - 12:31 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 01m1 stop Toronto Pearson Intl

C$ 573Air Canada

Wed, 9 Dec - Wed, 16 Dec

5:00 a.m. - 1:13 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

8h 13m1 stop Toronto Pearson Intl

8:40 p.m. - 10:41 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

14h 01m1 stop Toronto Pearson Intl

C$ 595Air Canada

Sun, 22 Nov - Tue, 24 Nov

5:50 a.m. - 10:32 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

28h 42m2 stops Vancouver Intl Phoenix Sky Harbor Intl

11:40 a.m. - 3:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

27h 30m1 stop Minneapolis St Paul

C$ 606Multiple Airlines

Sun, 13 Dec - Wed, 30 Dec

5:00 a.m. - 1:13 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

8h 13m1 stop Toronto Pearson Intl

8:40 p.m. - 10:41 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

14h 01m1 stop Toronto Pearson Intl

C$ 615Air Canada

Mon, 23 Nov - Mon, 30 Nov

8:30 a.m. - 6:35 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 05m1 stop Minneapolis St Paul

6:20 p.m. - 12:40 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

18h 20m2 stops Toronto Island Calgary

C$ 625Multiple Airlines

Sun, 22 Nov - Tue, 24 Nov

5:50 a.m. - 10:32 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

28h 42m2 stops Vancouver Intl Phoenix Sky Harbor Intl

7:40 p.m. - 3:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

19h 30m1 stop Minneapolis St Paul

C$ 632Multiple Airlines

Sun, 13 Dec - Mon, 28 Dec

8:30 a.m. - 6:35 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 05m1 stop Minneapolis St Paul

12:15 p.m. - 11:48 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

23h 33m1 stop Toronto Island

C$ 639Multiple Airlines

Sun, 22 Nov - Tue, 24 Nov

12:55 p.m. - 7:58 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

7h 03m1 stop Toronto Pearson Intl

8:55 p.m. - 10:41 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

13h 46m1 stop Toronto Pearson Intl

C$ 643Air Canada

Wed, 9 Dec - Wed, 16 Dec

7:00 a.m. - 7:25 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 25m2 stops Toronto Pearson Intl New York LaGuardia

10:30 a.m. - 1:35 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

39h 05m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl

C$ 1,224WestJet

Sat, 12 Dec - Wed, 30 Dec

7:00 a.m. - 8:37 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

37h 37m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County

7:00 a.m. - 1:35 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

18h 35m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl

C$ 1,362WestJet

Sun, 31 Jan - Sun, 7 Feb

Cheap last-minute flights

Enter your travel dates to find the best prices.

5:00 a.m. - 3:38 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 38m1 stop Toronto Pearson Intl

8:40 p.m. - 10:41 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

14h 01m1 stop Toronto Pearson Intl

C$ 736Air Canada

Wed, 4 Nov - Mon, 9 Nov

3:40 p.m. - 7:54 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

16h 14m1 stop Toronto Pearson Intl

10:57 a.m. - 12:31 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

13h 34m2 stops Ottawa Toronto Pearson Intl

C$ 1,059Air Canada

Wed, 4 Nov - Mon, 9 Nov

7:00 a.m. - 3:37 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

32h 37m2 stops Toronto Pearson Intl Fort Lauderdale

12:15 p.m. - 1:35 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

13h 20m1 stop Toronto Island

C$ 1,234Multiple Airlines

Sun, 1 Nov - Sun, 8 Nov

7:00 a.m. - 5:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 40m1 stop Toronto Pearson Intl

12:15 p.m. - 1:35 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

13h 20m1 stop Toronto Island

C$ 1,320Multiple Airlines

Sun, 1 Nov - Sun, 8 Nov

5:00 a.m. - 4:21 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

11h 21m2 stops Toronto Pearson Intl Newark

10:57 a.m. - 12:31 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

13h 34m2 stops Ottawa Toronto Pearson Intl

C$ 1,391Air Canada

Wed, 4 Nov - Mon, 9 Nov

9:30 p.m. - 4:35 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

19h 05m2 stops Calgary Toronto Pearson Intl

11:45 a.m. - 1:05 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

13h 20m2 stops Toronto Pearson Intl Calgary

C$ 1,452Multiple Airlines

Sun, 1 Nov - Sun, 8 Nov

2:05 p.m. - 3:37 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

25h 32m3 stops Edmonton Toronto Pearson Intl Fort Lauderdale

1:24 a.m. - 11:25 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

22h 01m3 stops Guadalajara Miguel Hidal San José del Cabo Los Cabos Calgary

C$ 1,537Multiple Airlines

Wed, 4 Nov - Sun, 8 Nov

6:50 a.m. - 5:55 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

11h 05m3 stops Calgary Regina Minneapolis St Paul

5:15 p.m. - 8:40 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

27h 25m3 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl Calgary

C$ 1,539Multiple Airlines

Sun, 1 Nov - Sun, 8 Nov

6:50 a.m. - 5:55 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

11h 05m3 stops Calgary Regina Minneapolis St Paul

6:10 a.m. - 1:35 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

19h 25m2 stops Cancun Toronto Pearson Intl

C$ 1,673Multiple Airlines

Sun, 1 Nov - Sun, 8 Nov

8:45 a.m. - 7:41 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 56m2 stops Calgary Toronto Pearson Intl

1:24 a.m. - 11:25 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

22h 01m3 stops Guadalajara Miguel Hidal San José del Cabo Los Cabos Calgary

C$ 1,700Multiple Airlines

Wed, 4 Nov - Sun, 8 Nov

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United Airlines flights from Saskatoon to Chicago

Our best United Airlines deals on Saskatoon to Chicago flight tickets

United Airlines

12 Dec

YXE5:00 a.m.Saskatoon

8h 13m

1 stop

ORD1:13 p.m.Chicago O'Hare Intl

28 Dec

ORD8:50 p.m.Chicago O'Hare Intl

13h 51m

1 stop

YXE10:41 a.m.Saskatoon

C$ 767

United Airlines

6 Nov

YXE11:35 a.m.Saskatoon

24h 40m

2 stops

ORD12:15 p.m.Chicago O'Hare Intl

9 Nov

ORD8:40 p.m.Chicago O'Hare Intl

14h 01m

1 stop

YXE10:41 a.m.Saskatoon

C$ 1,509

Delta flights from Saskatoon to Chicago

Our best Delta deals on Saskatoon to Chicago flight tickets

Delta

22 Nov

YXE7:00 a.m.Saskatoon

13h 17m

2 stops

ORD8:17 p.m.Chicago O'Hare Intl

24 Nov

ORD6:23 a.m.Chicago O'Hare Intl

8h 47m

1 stop

YXE3:10 p.m.Saskatoon

C$ 745

Delta

5 Dec

YXE6:00 a.m.Saskatoon

10h 43m

2 stops

ORD4:43 p.m.Chicago O'Hare Intl

9 Dec

ORD12:34 p.m.Chicago O'Hare Intl

26h 36m

1 stop

YXE3:10 p.m.Saskatoon

C$ 771

Delta

12 Nov

YXE8:30 a.m.Saskatoon

8h 11m

1 stop

ORD4:41 p.m.Chicago O'Hare Intl

19 Nov

ORD6:23 a.m.Chicago O'Hare Intl

8h 47m

1 stop

YXE3:10 p.m.Saskatoon

C$ 793

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Wed 9/12

12:55 p.m.-7:58 p.m.

1 stop7h 03m

Chicago O'Hare Intl

Wed 16/12

4:30 p.m.-12:31 a.m.

1 stop8h 01m

C$ 573

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 22/11

5:00 a.m.-1:13 p.m.

1 stop8h 13m

Chicago O'Hare Intl

Tue 24/11

8:40 p.m.-10:41 a.m.

1 stop14h 01m

C$ 595

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 13/12

5:50 a.m.-10:32 a.m.

2 stops28h 42m

Chicago O'Hare Intl

Wed 30/12

11:40 a.m.-3:10 p.m.

1 stop27h 30m

C$ 606

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 23/11

5:00 a.m.-1:13 p.m.

1 stop8h 13m

Chicago O'Hare Intl

Mon 30/11

8:40 p.m.-10:41 a.m.

1 stop14h 01m

C$ 615

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 22/11

8:30 a.m.-6:35 p.m.

1 stop10h 05m

Chicago O'Hare Intl

Tue 24/11

6:20 p.m.-12:40 p.m.

2 stops18h 20m

C$ 625

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 13/12

5:50 a.m.-10:32 a.m.

2 stops28h 42m

Chicago O'Hare Intl

Mon 28/12

7:40 p.m.-3:10 p.m.

1 stop19h 30m

C$ 632

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 22/11

8:30 a.m.-6:35 p.m.

1 stop10h 05m

Chicago O'Hare Intl

Tue 24/11

12:15 p.m.-11:48 a.m.

1 stop23h 33m

C$ 639

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Wed 9/12

12:55 p.m.-7:58 p.m.

1 stop7h 03m

Chicago O'Hare Intl

Wed 16/12

8:55 p.m.-10:41 a.m.

1 stop13h 46m

C$ 643

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sat 12/12

7:00 a.m.-7:25 p.m.

2 stops12h 25m

Chicago O'Hare Intl

Wed 30/12

10:30 a.m.-1:35 a.m.

2 stops39h 05m

C$ 1,224

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 31/1

7:00 a.m.-8:37 p.m.

2 stops37h 37m

Chicago O'Hare Intl

Sun 7/2

7:00 a.m.-1:35 a.m.

2 stops18h 35m

C$ 1,362

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

What is the cheapest month to fly to Chicago?

The month of March is another great option to travel to Chicago, with average flight prices from Saskatoon averaging around C$ 323.

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

Best price found	C$ 299
Fastest flight time	6h 57m
Direct flights	None

The best one-way flight to Chicago from Saskatoon in the past 72 hours is C$ 299. The best round-trip flight deal from Saskatoon to Chicago found on momondo in the last 72 hours is C$ 573.

The fastest flight from Saskatoon to Chicago takes 6h 57m

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 6h 57m, 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?
As of October 2026, there is 1 operator available to choose from 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?
momondo data reveals that the most frequently booked airline on the route from Saskatoon to Chicago is Air Canada, representing 52% of all bookings. The subsequent popular airline is WestJet at 48%.

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
WestJet	PriceFrom C$ 178	Free Cancellation	Rating 7.2 3,442 reviews		Search WestJet flights

Merrillville

Hammond

Benton Harbor

Munster

Valparaiso

Portage

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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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Cheap flights from Saskatoon to Chicago from C$ 299

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 22/11. 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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United Airlines flights from Saskatoon to Chicago

Our best United Airlines deals on Saskatoon to Chicago flight tickets

Delta flights from Saskatoon to Chicago

Our best Delta deals on Saskatoon to Chicago flight tickets

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How to get the cheapest flight ticket from Saskatoon to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest airline that flies from Saskatoon to Chicago?

Which airport is the most popular layover for flights between Saskatoon and Chicago?

Which layover airport offers the lowest fares from Saskatoon to Chicago?

Which layover airport has the shortest travel time from Saskatoon to Chicago?

Which layover airport has the shortest connection time from Saskatoon to Chicago?

When to book flights from Saskatoon to Chicago

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

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Travelling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Saskatoon

According to popular flight searches on momondo this year

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