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$ 356.

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 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?

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

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$ 345 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$ 639Air Canada

Sat, 5 Dec - Wed, 9 Dec

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$ 643Air Canada

Sat, 5 Dec - Wed, 9 Dec

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$ 677Air Canada

Wed, 2 Dec - Wed, 9 Dec

5:00 a.m. - 7:58 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

14h 58m1 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$ 726Air Canada

Sun, 6 Dec - Fri, 11 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$ 734Air Canada

Tue, 9 Feb - Tue, 16 Feb

8:30 a.m. - 8:37 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 07m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County

9:30 a.m. - 3:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

5h 40m1 stop Minneapolis St Paul

C$ 759Delta

Tue, 9 Feb - Tue, 16 Feb

5:00 a.m. - 7:58 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

14h 58m1 stop Toronto Pearson Intl

3:45 p.m. - 10:41 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

18h 56m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

C$ 759Air Canada

Sun, 6 Dec - Fri, 11 Dec

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

7h 03m1 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$ 771Air Canada

Thu, 3 Dec - Thu, 10 Dec

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

7:05 a.m. - 12:31 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

17h 26m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

C$ 776Air Canada

Sat, 5 Dec - Wed, 9 Dec

9:30 p.m. - 6:03 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

20h 33m2 stops Calgary Atlanta Hartsfield-Jackson

8:15 a.m. - 6:45 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

34h 30m2 stops Atlanta Hartsfield-Jackson Calgary

C$ 793Multiple Airlines

Thu, 3 Dec - Thu, 10 Dec

Cheap last-minute flights

Enter your travel dates to find the best prices.

7:10 a.m. - 5:16 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

21h 06m2 stops Vancouver Intl Las Vegas Harry Reid Intl

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

17h 00m1 stop Cancun

C$ 1,399Multiple Airlines

Fri, 23 Oct - Mon, 26 Oct

7:50 p.m. - 1:25 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

16h 35m1 stop Toronto Pearson Intl

10:15 a.m. - 11:31 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

14h 16m1 stop Toronto Pearson Intl

C$ 1,523Air Canada

Fri, 23 Oct - Mon, 26 Oct

7:50 p.m. - 1:25 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

16h 35m1 stop Toronto Pearson Intl

8:45 a.m. - 11:31 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

15h 46m1 stop Toronto Pearson Intl

C$ 1,523Multiple Airlines

Fri, 23 Oct - Mon, 26 Oct

8:50 a.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

6h 50m1 stop Calgary

7:00 a.m. - 1:05 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

19h 05m2 stops New York LaGuardia Calgary

C$ 1,662WestJet

Fri, 23 Oct - Mon, 26 Oct

7:00 a.m. - 5:16 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

21h 16m2 stops Calgary Las Vegas Harry Reid Intl

3:30 p.m. - 9:40 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

19h 10m3 stops Las Vegas Harry Reid Intl Edmonton Calgary

C$ 1,958Multiple Airlines

Fri, 23 Oct - Mon, 26 Oct

7:00 a.m. - 5:16 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

21h 16m3 stops Calgary Edmonton Las Vegas Harry Reid Intl

3:30 p.m. - 10:35 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

20h 05m3 stops Las Vegas Harry Reid Intl Edmonton Calgary

C$ 1,959Multiple Airlines

Fri, 23 Oct - Mon, 26 Oct

6:50 p.m. - 12:13 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

16h 23m2 stops Calgary Atlanta Hartsfield-Jackson

7:35 a.m. - 12:05 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

17h 30m2 stops Salt Lake City Vancouver Intl

C$ 1,966WestJet

Fri, 23 Oct - Mon, 26 Oct

6:00 a.m. - 1:23 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

6h 23m1 stop Toronto Pearson Intl

3:45 p.m. - 11:16 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 31m1 stop Toronto Pearson Intl

C$ 2,089Air Canada

Wed, 21 Oct - Wed, 21 Oct

5:10 a.m. - 6:34 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 24m2 stops Vancouver Intl San Francisco

8:40 p.m. - 9:46 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

14h 06m1 stop Toronto Pearson Intl

C$ 2,246United Airlines

Wed, 21 Oct - Wed, 21 Oct

5:10 a.m. - 6:34 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 24m2 stops Vancouver Intl San Francisco

9:52 p.m. - 6:56 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

22h 04m2 stops Washington, D.C. Dulles Intl Toronto Pearson Intl

C$ 2,764United Airlines

Wed, 21 Oct - Wed, 21 Oct

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

United Airlines flights from Saskatoon to Chicago

Our best United Airlines deals on Saskatoon to Chicago flight tickets

United Airlines

2 Dec

YXE12:55 p.m.Saskatoon

7h 03m

1 stop

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

9 Dec

ORD10:30 a.m.Chicago O'Hare Intl

14h 01m

2 stops

YXE12:31 a.m.Saskatoon

C$ 865

United Airlines

2 Dec

YXE5:55 a.m.Saskatoon

16h 10m

2 stops

ORD10:05 p.m.Chicago O'Hare Intl

9 Dec

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

17h 16m

2 stops

YXE12:31 a.m.Saskatoon

C$ 1,000

United Airlines

9 Feb

YXE5:00 a.m.Saskatoon

13h 41m

2 stops

ORD6:41 p.m.Chicago O'Hare Intl

16 Feb

ORD10:40 a.m.Chicago O'Hare Intl

13h 51m

2 stops

YXE12:31 a.m.Saskatoon

C$ 1,142

Delta flights from Saskatoon to Chicago

Our best Delta deals on Saskatoon to Chicago flight tickets

Delta

16 Nov

YXE7:00 a.m.Saskatoon

28h 48m

2 stops

ORD11:48 a.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$ 931

Delta

16 Nov

YXE7:00 a.m.Saskatoon

28h 48m

2 stops

ORD11:48 a.m.Chicago O'Hare Intl

19 Nov

ORD5:30 a.m.Chicago O'Hare Intl

9h 40m

2 stops

YXE3:10 p.m.Saskatoon

C$ 945

Delta

20 Dec

YXE8:30 a.m.Saskatoon

6h 19m

1 stop

ORD2:49 p.m.Chicago O'Hare Intl

3 Jan

ORD9:59 a.m.Chicago O'Hare Intl

5h 11m

1 stop

YXE3:10 p.m.Saskatoon

C$ 972

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$ 639

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$ 643

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Wed 2/12

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$ 677

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 6/12

5:00 a.m.-7:58 p.m.

1 stop14h 58m

Chicago O'Hare Intl

Fri 11/12

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

1 stop8h 01m

C$ 726

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Tue 9/2

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

1 stop8h 13m

Chicago O'Hare Intl

Tue 16/2

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

1 stop13h 51m

C$ 734

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Tue 9/2

8:30 a.m.-8:37 p.m.

2 stops12h 07m

Chicago O'Hare Intl

Tue 16/2

9:30 a.m.-3:10 p.m.

1 stop5h 40m

C$ 759

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 6/12

5:00 a.m.-7:58 p.m.

1 stop14h 58m

Chicago O'Hare Intl

Fri 11/12

3:45 p.m.-10:41 a.m.

2 stops18h 56m

C$ 759

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 3/12

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

1 stop7h 03m

Chicago O'Hare Intl

Thu 10/12

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

1 stop14h 01m

C$ 771

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

7:05 a.m.-12:31 a.m.

2 stops17h 26m

C$ 776

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 3/12

9:30 p.m.-6:03 p.m.

2 stops20h 33m

Chicago O'Hare Intl

Thu 10/12

8:15 a.m.-6:45 p.m.

2 stops34h 30m

C$ 793

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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$ 345
Fastest flight time	6h 55m
Direct flights	None

The best one-way flight to Chicago from Saskatoon in the past 72 hours is C$ 345. The best round-trip flight deal from Saskatoon to Chicago found on momondo in the last 72 hours is C$ 639.

The fastest flight from Saskatoon to Chicago takes 6h 55m

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 6h 55m, 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 3,446 reviews		Search WestJet flights

Merrillville

Benton Harbor

Hammond

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.

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Thu 19/11

Thu 26/11

Email me momondo's favourite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from Saskatoon

Complete your trip

Feeling lucky

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$ 345

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 18/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Saskatoon to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

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

momondo Fare Finder

Use the filters below to find and compare flights from Saskatoon to Chicago that are best for you.

See travel insights to Chicago from

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

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year