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

Flights via Calgary (YYC) offer the lowest average round-trip price of C$ 351.

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.

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.

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

WestJet, Air Canada, and Delta 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 September 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$ 201 Cheap Flights from Saskatoon to Chicago in 2026

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.

7:00 a.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

8h 40m1 stop Calgary

1:55 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

12h 05m2 stops Detroit Metropolitan Wayne County Calgary

C$ 492Delta

Thu, 15 Oct - Tue, 20 Oct

3:30 p.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

48h 10m2 stops Edmonton Calgary

5:30 p.m. - 9:35 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

17h 05m1 stop Calgary

C$ 495WestJet

Fri, 16 Oct - Mon, 19 Oct

1:20 p.m. - 9:33 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

7h 13m2 stops Winnipeg Minneapolis St Paul

11:19 a.m. - 11:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

12h 51m2 stops Detroit Metropolitan Wayne County Calgary

C$ 498Delta

Fri, 2 Oct - Wed, 7 Oct

1:20 p.m. - 9:27 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

7h 07m2 stops Winnipeg Minneapolis St Paul

1:25 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

12h 35m2 stops Detroit Metropolitan Wayne County Calgary

C$ 498Delta

Fri, 16 Oct - Mon, 19 Oct

11:35 a.m. - 8:20 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

7h 45m1 stop Toronto Pearson Intl

5:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 30m1 stop Calgary

C$ 505Multiple Airlines

Fri, 2 Oct - Fri, 9 Oct

4:00 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$ 530Air Canada

Mon, 26 Oct - Mon, 2 Nov

7:50 p.m. - 9:00 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 10m1 stop Toronto Pearson Intl

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

14h 06m1 stop Toronto Pearson Intl

C$ 530Air Canada

Sat, 10 Oct - Wed, 21 Oct

8:55 p.m. - 11:51 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

13h 56m2 stops Calgary Atlanta Hartsfield-Jackson

5:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 30m1 stop Calgary

C$ 531Multiple Airlines

Fri, 2 Oct - Fri, 9 Oct

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

6h 50m1 stop Calgary

4:20 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

33h 40m2 stops Phoenix Sky Harbor Intl Calgary

C$ 595Multiple Airlines

Sun, 11 Oct - Sun, 18 Oct

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

6h 50m1 stop Calgary

5:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 30m1 stop Calgary

C$ 646WestJet

Fri, 16 Oct - Mon, 19 Oct

Cheap last-minute flights

Enter your travel dates to find the best prices.

3:10 p.m. - 12:23 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

32h 13m2 stops Minneapolis St Paul Denver Intl

5:30 p.m. - 11:10 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

6h 40m1 stop Calgary

C$ 1,011Multiple Airlines

Tue, 15 Sep - Tue, 22 Sep

1:20 p.m. - 2:45 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

24h 25m2 stops Toronto Pearson Intl Fort Lauderdale

5:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 30m1 stop Calgary

C$ 1,057Multiple Airlines

Wed, 16 Sep - Sun, 20 Sep

6:50 p.m. - 5:52 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

34h 02m3 stops Calgary Puerto Vallarta Ordaz Mexico City Benito Juarez

5:30 p.m. - 8:15 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

39h 45m2 stops Calgary Edmonton

C$ 1,162Multiple Airlines

Wed, 16 Sep - Sun, 20 Sep

7:00 a.m. - 4:40 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

8h 40m1 stop Calgary

5:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 30m1 stop Calgary

C$ 1,164WestJet

Tue, 15 Sep - Tue, 22 Sep

8:55 p.m. - 5:52 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

31h 57m3 stops Calgary Puerto Vallarta Ordaz Mexico City Benito Juarez

5:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 30m1 stop Calgary

C$ 1,169Multiple Airlines

Wed, 16 Sep - Sun, 20 Sep

11:35 a.m. - 8:20 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

7h 45m1 stop Toronto Pearson Intl

5:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

8h 30m1 stop Calgary

C$ 1,169Multiple Airlines

Wed, 16 Sep - Sun, 20 Sep

7:00 a.m. - 6:19 p.m.YXE Saskatoon-MDW Chicago Midway

10h 19m2 stops Winnipeg Minneapolis St Paul

2:00 p.m. - 1:00 a.m.MDW Chicago Midway-YXE Saskatoon

12h 00m2 stops Minneapolis St Paul Calgary

C$ 1,265Delta

Tue, 15 Sep - Tue, 22 Sep

6:00 a.m. - 8:30 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

13h 30m2 stops Calgary Detroit Metropolitan Wayne County

5:30 p.m. - 2:45 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

22h 15m2 stops Calgary Edmonton

C$ 1,268WestJet

Tue, 15 Sep - Tue, 22 Sep

6:50 p.m. - 5:52 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

34h 02m3 stops Calgary Puerto Vallarta Ordaz Mexico City Benito Juarez

5:30 p.m. - 5:40 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

25h 10m3 stops Calgary Kelowna Vancouver Intl

C$ 1,447Multiple Airlines

Wed, 16 Sep - Sun, 20 Sep

6:00 a.m. - 6:33 p.m.YXE Saskatoon-MDW Chicago Midway

11h 33m2 stops Calgary Detroit Metropolitan Wayne County

2:00 p.m. - 9:35 p.m.MDW Chicago Midway-YXE Saskatoon

8h 35m1 stop Minneapolis St Paul

C$ 1,620WestJet

Tue, 15 Sep - Tue, 22 Sep

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WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets

WestJet

16 Oct

YXE3:30 p.m.Saskatoon

48h 10m

2 stops

ORD4:40 p.m.Chicago O'Hare Intl

19 Oct

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

17h 05m

1 stop

YXE9:35 a.m.Saskatoon

C$ 495

WestJet

16 Oct

YXE8:50 a.m.Saskatoon

6h 50m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

19 Oct

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

8h 30m

1 stop

YXE1:00 a.m.Saskatoon

C$ 646

WestJet

4 Oct

YXE7:00 a.m.Saskatoon

8h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

11 Oct

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

8h 30m

1 stop

YXE1:00 a.m.Saskatoon

C$ 659

Delta flights from Saskatoon to Chicago

Our best Delta deals on Saskatoon to Chicago flight tickets

Delta

15 Oct

YXE7:00 a.m.Saskatoon

8h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

20 Oct

ORD1:55 p.m.Chicago O'Hare Intl

12h 05m

2 stops

YXE1:00 a.m.Saskatoon

C$ 492

Delta

2 Oct

YXE1:20 p.m.Saskatoon

7h 13m

2 stops

ORD9:33 p.m.Chicago O'Hare Intl

7 Oct

ORD11:19 a.m.Chicago O'Hare Intl

12h 51m

2 stops

YXE11:10 p.m.Saskatoon

C$ 498

Delta

28 Sep

YXE7:00 a.m.Saskatoon

8h 40m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

29 Sep

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

8h 30m

1 stop

YXE1:00 a.m.Saskatoon

C$ 649

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 15/10

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

1 stop8h 40m

Chicago O'Hare Intl

Tue 20/10

1:55 p.m.-1:00 a.m.

2 stops12h 05m

C$ 492

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 16/10

3:30 p.m.-4:40 p.m.

2 stops48h 10m

Chicago O'Hare Intl

Mon 19/10

5:30 p.m.-9:35 a.m.

1 stop17h 05m

C$ 495

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 2/10

1:20 p.m.-9:33 p.m.

2 stops7h 13m

Chicago O'Hare Intl

Wed 7/10

11:19 a.m.-11:10 p.m.

2 stops12h 51m

C$ 498

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 16/10

1:20 p.m.-9:27 p.m.

2 stops7h 07m

Chicago O'Hare Intl

Mon 19/10

1:25 p.m.-1:00 a.m.

2 stops12h 35m

C$ 498

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 2/10

11:35 a.m.-8:20 p.m.

1 stop7h 45m

Chicago O'Hare Intl

Fri 9/10

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

1 stop8h 30m

C$ 505

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 26/10

4:00 a.m.-3:38 p.m.

1 stop10h 38m

Chicago O'Hare Intl

Mon 2/11

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

1 stop14h 01m

C$ 530

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sat 10/10

7:50 p.m.-9:00 a.m.

1 stop12h 10m

Chicago O'Hare Intl

Wed 21/10

8:40 p.m.-9:46 a.m.

1 stop14h 06m

C$ 530

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 2/10

8:55 p.m.-11:51 a.m.

2 stops13h 56m

Chicago O'Hare Intl

Fri 9/10

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

1 stop8h 30m

C$ 531

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Sun 11/10

8:50 a.m.-4:40 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Sun 18/10

4:20 p.m.-1:00 a.m.

2 stops33h 40m

C$ 595

Quickest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Fri 16/10

8:50 a.m.-4:40 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Mon 19/10

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

1 stop8h 30m

C$ 646

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$ 319.

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$ 201
Fastest flight time	7h 03m
Direct flights	None

The best one-way flight to Chicago from Saskatoon in the past 72 hours is C$ 201. The best round-trip flight deal from Saskatoon to Chicago found on momondo in the last 72 hours is C$ 492.

The fastest flight from Saskatoon to Chicago takes 7h 03m

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 7h 03m, 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 September 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 WestJet, representing 54% of all bookings. The subsequent popular airline is Air Canada at 46%.

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$ 176	Free Cancellation	Rating 7.2 3,444 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.

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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$ 201

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 11/10. 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

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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