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.

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

Flights via Calgary (YYC) offer the lowest average round-trip price of C$ 354.

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.

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

Air Canada and Delta 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.

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 November 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$ 289 Cheap Flights from Saskatoon to Chicago in 2026/27

Find the cheapest flights from Saskatoon to Chicago

Round-trip

One-way

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$ 622Air Canada

Sat, 5 Dec - Wed, 9 Dec

8:30 a.m. - 12:13 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

15h 43m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson

6:21 a.m. - 3:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

32h 49m2 stops Denver Intl Minneapolis St Paul

C$ 700Multiple Airlines

Sun, 3 Jan - Wed, 13 Jan

8:30 a.m. - 6:50 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 20m1 stop Minneapolis St Paul

6:21 a.m. - 3:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

32h 49m2 stops Denver Intl Minneapolis St Paul

C$ 704Multiple Airlines

Sun, 3 Jan - Wed, 13 Jan

5:00 a.m. - 7:52 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

14h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

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

8h 01m1 stop Toronto Pearson Intl

C$ 707Air Canada

Sat, 5 Dec - Wed, 9 Dec

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

8h 13m1 stop Toronto Pearson Intl

8:50 p.m. - 10:41 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

13h 51m1 stop Toronto Pearson Intl

C$ 738Air Canada

Wed, 13 Jan - Sun, 17 Jan

8:30 a.m. - 4:43 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

8h 13m1 stop Minneapolis St Paul

5:33 p.m. - 3:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

21h 37m1 stop Minneapolis St Paul

C$ 779Delta

Tue, 8 Dec - Wed, 9 Dec

3:40 p.m. - 7:57 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

16h 17m1 stop Toronto Pearson Intl

3:45 p.m. - 12:31 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 46m1 stop Toronto Pearson Intl

C$ 799United Airlines

Sun, 3 Jan - Wed, 13 Jan

6:00 a.m. - 4:41 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 41m2 stops Calgary Minneapolis St Paul

6:00 a.m. - 3:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

9h 10m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul

C$ 813Delta

Wed, 18 Nov - Thu, 26 Nov

6:00 a.m. - 8:07 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

14h 07m2 stops Calgary Atlanta Hartsfield-Jackson

7:15 a.m. - 11:25 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

16h 10m2 stops Salt Lake City Calgary

C$ 847WestJet

Wed, 13 Jan - Sun, 17 Jan

9:30 p.m. - 10:10 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 40m2 stops Calgary Atlanta Hartsfield-Jackson

6:00 a.m. - 3:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

9h 10m1 stop Minneapolis St Paul

C$ 850WestJet

Wed, 13 Jan - Sun, 17 Jan

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WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets

WestJet

13 Jan

YXE6:00 a.m.Saskatoon

14h 07m

2 stops

ORD8:07 p.m.Chicago O'Hare Intl

17 Jan

ORD7:15 a.m.Chicago O'Hare Intl

16h 10m

2 stops

YXE11:25 p.m.Saskatoon

C$ 847

WestJet

13 Jan

YXE9:30 p.m.Saskatoon

12h 40m

2 stops

ORD10:10 a.m.Chicago O'Hare Intl

17 Jan

ORD6:00 a.m.Chicago O'Hare Intl

9h 10m

1 stop

YXE3:10 p.m.Saskatoon

C$ 850

WestJet

8 Dec

YXE6:50 a.m.Saskatoon

14h 46m

2 stops

ORD9:36 p.m.Chicago O'Hare Intl

9 Dec

ORD10:36 a.m.Chicago O'Hare Intl

12h 49m

2 stops

YXE11:25 p.m.Saskatoon

C$ 858

Air Canada flights from Saskatoon to Chicago

Our best Air Canada deals on Saskatoon to Chicago flight tickets

Air Canada

5 Dec

YXE12:55 p.m.Saskatoon

7h 03m

1 stop

ORD7:58 p.m.Chicago O'Hare Intl

9 Dec

ORD4:30 p.m.Chicago O'Hare Intl

8h 01m

1 stop

YXE12:31 a.m.Saskatoon

C$ 622

Air Canada

5 Dec

YXE5:00 a.m.Saskatoon

14h 52m

2 stops

ORD7:52 p.m.Chicago O'Hare Intl

9 Dec

ORD4:30 p.m.Chicago O'Hare Intl

8h 01m

1 stop

YXE12:31 a.m.Saskatoon

C$ 707

Air Canada

13 Jan

YXE5:00 a.m.Saskatoon

8h 13m

1 stop

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

17 Jan

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

13h 51m

1 stop

YXE10:41 a.m.Saskatoon

C$ 738

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sat 5/12

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

1 stop7h 03m

Chicago O'Hare Intl

Wed 9/12

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

1 stop8h 01m

C$ 622

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 3/1

8:30 a.m.-12:13 a.m.

2 stops15h 43m

Chicago O'Hare Intl

Wed 13/1

6:21 a.m.-3:10 p.m.

2 stops32h 49m

C$ 700

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 3/1

8:30 a.m.-6:50 p.m.

1 stop10h 20m

Chicago O'Hare Intl

Wed 13/1

6:21 a.m.-3:10 p.m.

2 stops32h 49m

C$ 704

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sat 5/12

5:00 a.m.-7:52 p.m.

2 stops14h 52m

Chicago O'Hare Intl

Wed 9/12

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

1 stop8h 01m

C$ 707

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Wed 13/1

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

1 stop8h 13m

Chicago O'Hare Intl

Sun 17/1

8:50 p.m.-10:41 a.m.

1 stop13h 51m

C$ 738

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Tue 8/12

8:30 a.m.-4:43 p.m.

1 stop8h 13m

Chicago O'Hare Intl

Wed 9/12

5:33 p.m.-3:10 p.m.

1 stop21h 37m

C$ 779

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 3/1

3:40 p.m.-7:57 a.m.

1 stop16h 17m

Chicago O'Hare Intl

Wed 13/1

3:45 p.m.-12:31 a.m.

1 stop8h 46m

C$ 799

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Wed 18/11

6:00 a.m.-4:41 p.m.

2 stops10h 41m

Chicago O'Hare Intl

Thu 26/11

6:00 a.m.-3:10 p.m.

2 stops9h 10m

C$ 813

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Wed 13/1

6:00 a.m.-8:07 p.m.

2 stops14h 07m

Chicago O'Hare Intl

Sun 17/1

7:15 a.m.-11:25 p.m.

2 stops16h 10m

C$ 847

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Wed 13/1

9:30 p.m.-10:10 a.m.

2 stops12h 40m

Chicago O'Hare Intl

Sun 17/1

6:00 a.m.-3:10 p.m.

1 stop9h 10m

C$ 850

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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$ 321.

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$ 289
Fastest flight time	8h 54m
Direct flights	None

The best one-way flight to Chicago from Saskatoon in the past 72 hours is C$ 289. The best round-trip flight deal from Saskatoon to Chicago found on momondo in the last 72 hours is C$ 622.

The fastest flight from Saskatoon to Chicago takes 8h 54m

There are no direct flights from Saskatoon to Chicago. There are no popular flight routes from Saskatoon to Chicago.

Search flight deals

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 54m, 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 November 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 50% of all bookings. The subsequent popular airline is WestJet at 50%.

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$ 177	Free Cancellation	Rating 7.2 3,441 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

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Chicago O'Hare Intl Airport

Cheap flights from Saskatoon to Chicago from C$ 289

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 15/12. 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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WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets

Air Canada flights from Saskatoon to Chicago

Our best Air Canada 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

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According to popular flight searches on momondo this year

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