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 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 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 connection time from Saskatoon to Chicago?

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

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

Air Canada, WestJet, 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 August 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$ 266 Cheap Flights from Saskatoon to Chicago in 2026

Find the cheapest flights from Saskatoon to Chicago

Round-trip

One-way

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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

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

6h 40m1 stop Calgary

C$ 428WestJet

Mon, 21 Sep - Mon, 28 Sep

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

8h 40m1 stop Calgary

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

22h 15m2 stops Calgary Edmonton

C$ 549WestJet

Mon, 7 Sep - Fri, 11 Sep

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

6h 50m1 stop Calgary

5:30 p.m. - 3:30 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

23h 00m2 stops Calgary Edmonton

C$ 551WestJet

Mon, 21 Sep - Mon, 28 Sep

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

48h 10m2 stops Edmonton Calgary

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

6h 40m1 stop Calgary

C$ 554WestJet

Mon, 31 Aug - Mon, 7 Sep

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$ 558WestJet

Mon, 7 Sep - Fri, 11 Sep

7:55 p.m. - 9:00 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 05m1 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$ 563Air Canada

Mon, 7 Sep - Wed, 9 Sep

7:55 p.m. - 9:00 a.m.YXE Saskatoon-ORD Chicago O'Hare Intl

12h 05m1 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$ 563Air Canada

Mon, 7 Sep - Mon, 14 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$ 563Multiple Airlines

Mon, 31 Aug - Mon, 7 Sep

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

11h 33m2 stops Calgary Detroit Metropolitan Wayne County

1:19 p.m. - 1:00 a.m.MDW Chicago Midway-YXE Saskatoon

12h 41m2 stops Detroit Metropolitan Wayne County Calgary

C$ 565Delta

Thu, 1 Oct - Mon, 5 Oct

3:10 p.m. - 5:38 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

25h 28m1 stop Minneapolis St Paul

6:05 a.m. - 9:35 p.m.ORD Chicago O'Hare Intl-YXE Saskatoon

16h 30m2 stops Dallas/Fort Worth Minneapolis St Paul

C$ 565Multiple Airlines

Thu, 8 Oct - Sun, 11 Oct

Cheap last-minute flights

Enter your travel dates to find the best prices.

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$ 772WestJet

Thu, 13 Aug - Thu, 27 Aug

7:00 a.m. - 5:29 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

9h 29m2 stops Calgary Minneapolis St Paul

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

6h 40m1 stop Calgary

C$ 927Multiple Airlines

Thu, 13 Aug - Thu, 27 Aug

6:00 a.m. - 5:29 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 29m3 stops Calgary Regina Minneapolis St Paul

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

6h 40m1 stop Calgary

C$ 928Multiple Airlines

Thu, 13 Aug - Thu, 27 Aug

10:10 a.m. - 9:45 a.m.YXE Saskatoon-MDW Chicago Midway

22h 35m2 stops Edmonton Toronto Pearson Intl

10:25 a.m. - 1:00 a.m.MDW Chicago Midway-YXE Saskatoon

15h 35m2 stops Toronto Island Calgary

C$ 986Multiple Airlines

Thu, 13 Aug - Thu, 27 Aug

2:00 p.m. - 9:45 a.m.YXE Saskatoon-MDW Chicago Midway

18h 45m2 stops Calgary Toronto Pearson Intl

3:15 p.m. - 10:38 a.m.MDW Chicago Midway-YXE Saskatoon

20h 23m1 stop Toronto Island

C$ 1,007Multiple Airlines

Thu, 13 Aug - Thu, 27 Aug

6:00 a.m. - 5:29 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 29m3 stops Calgary Regina Minneapolis St Paul

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

25h 10m2 stops Calgary Vancouver Intl

C$ 1,028Multiple Airlines

Thu, 13 Aug - Thu, 27 Aug

6:00 a.m. - 5:29 p.m.YXE Saskatoon-ORD Chicago O'Hare Intl

10h 29m3 stops Calgary Regina Minneapolis St Paul

12:30 p.m. - 1:00 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

13h 30m3 stops Quincy Regional Nashville Intl Calgary

C$ 1,053Multiple Airlines

Thu, 13 Aug - Thu, 27 Aug

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

6h 50m1 stop Calgary

7:30 p.m. - 12:35 a.m.ORD Chicago O'Hare Intl-YXE Saskatoon

30h 05m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl

C$ 1,303WestJet

Tue, 11 Aug - Mon, 17 Aug

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$ 1,309WestJet

Tue, 11 Aug - Mon, 17 Aug

8:55 p.m. - 9:59 a.m.YXE Saskatoon-MDW Chicago Midway

12h 04m2 stops Calgary Atlanta Hartsfield-Jackson

1:51 p.m. - 12:35 a.m.MDW Chicago Midway-YXE Saskatoon

35h 44m2 stops Minneapolis St Paul Toronto Pearson Intl

C$ 1,337WestJet

Tue, 11 Aug - Mon, 17 Aug

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United Airlines flights from Saskatoon to Chicago

Our best United Airlines deals on Saskatoon to Chicago flight tickets

United Airlines

2 Sep

YXE5:55 a.m.Saskatoon

8h 56m

1 stop

ORD3:51 p.m.Chicago O'Hare Intl

6 Sep

ORD8:45 a.m.Chicago O'Hare Intl

15h 54m

2 stops

YXE11:39 p.m.Saskatoon

C$ 684

United Airlines

7 Sep

YXE7:55 p.m.Saskatoon

16h 28m

1 stop

ORD1:23 p.m.Chicago O'Hare Intl

9 Sep

ORD8:45 a.m.Chicago O'Hare Intl

15h 31m

2 stops

YXE11:16 p.m.Saskatoon

C$ 745

United Airlines

9 Oct

YXE7:50 p.m.Saskatoon

11h 10m

1 stop

ORD8:00 a.m.Chicago O'Hare Intl

12 Oct

ORD10:00 p.m.Chicago O'Hare Intl

19h 18m

2 stops

YXE4:18 p.m.Saskatoon

C$ 920

WestJet flights from Saskatoon to Chicago

Our best WestJet deals on Saskatoon to Chicago flight tickets

WestJet

21 Sep

YXE7:00 a.m.Saskatoon

8h 40m

1 stop

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

28 Sep

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

6h 40m

1 stop

YXE11:10 p.m.Saskatoon

C$ 428

WestJet

7 Sep

YXE7:00 a.m.Saskatoon

8h 40m

1 stop

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

11 Sep

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

22h 15m

2 stops

YXE2:45 p.m.Saskatoon

C$ 549

WestJet

21 Sep

YXE8:50 a.m.Saskatoon

6h 50m

1 stop

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

28 Sep

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

23h 00m

2 stops

YXE3:30 p.m.Saskatoon

C$ 551

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 21/9

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

1 stop8h 40m

Chicago O'Hare Intl

Mon 28/9

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

1 stop6h 40m

C$ 428

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 7/9

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

1 stop8h 40m

Chicago O'Hare Intl

Fri 11/9

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

2 stops22h 15m

C$ 549

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 21/9

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

1 stop6h 50m

Chicago O'Hare Intl

Mon 28/9

5:30 p.m.-3:30 p.m.

2 stops23h 00m

C$ 551

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 31/8

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

2 stops48h 10m

Chicago O'Hare Intl

Mon 7/9

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

1 stop6h 40m

C$ 554

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 7/9

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

1 stop6h 50m

Chicago O'Hare Intl

Fri 11/9

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

1 stop8h 30m

C$ 558

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 7/9

7:55 p.m.-9:00 a.m.

1 stop12h 05m

Chicago O'Hare Intl

Wed 9/9

3:45 p.m.-11:16 p.m.

1 stop8h 31m

C$ 563

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 7/9

7:55 p.m.-9:00 a.m.

1 stop12h 05m

Chicago O'Hare Intl

Mon 14/9

3:45 p.m.-11:16 p.m.

1 stop8h 31m

C$ 563

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Mon 31/8

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

1 stop7h 45m

Chicago O'Hare Intl

Mon 7/9

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

1 stop8h 30m

C$ 563

SaskatoonChicago

YXE Saskatoon - MDW Chicago Midway

YXEMDW

Saskatoon

Thu 1/10

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

2 stops11h 33m

Chicago Midway

Mon 5/10

1:19 p.m.-1:00 a.m.

2 stops12h 41m

C$ 565

SaskatoonChicago

YXE Saskatoon - ORD Chicago O'Hare Intl

YXEORD

Saskatoon

Thu 8/10

3:10 p.m.-5:38 p.m.

1 stop25h 28m

Chicago O'Hare Intl

Sun 11/10

6:05 a.m.-9:35 p.m.

2 stops16h 30m

C$ 565

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 January is another great option to travel to Chicago, with average flight prices from Saskatoon averaging around C$ 0.

Can stopping save me money on Saskatoon to Chicago flights?

You could potentially save up to 14% 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	6h 50m
Direct flights	None

The fastest flight from Saskatoon to Chicago takes 6h 50m

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 50m, 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 August 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 58% of all bookings. The subsequent popular airline is Air Canada at 42%.

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 3,426 reviews		Search WestJet flights

Merrillville

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$ 266

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 5/11. 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

WestJet flights from Saskatoon to Chicago

Our best WestJet 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?

Can stopping save me money on Saskatoon to Chicago flights?

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

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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