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Cheap flights from Saskatoon to Chicago from C$ 203

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 30/4. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — CHI
17 Apr — 24 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Saskatoon to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Saskatoon to Chicago
Explore the most affordable flight options available from Saskatoon to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 March 2026.

Sat 2/56:00 a.m.
YXE
-
MDW
2 stops10h 58m
Delta
Tue 5/56:00 a.m.
MDW
-
YXE
2 stops16h 35m
Delta
Deal found 15/3C$ 503
Sat 2/56:00 a.m.
YXE
-
ORD
2 stops13h 40m
Delta
Tue 5/55:15 a.m.
ORD
-
YXE
2 stops17h 20m
Delta
Deal found 15/3C$ 503
Thu 15/107:00 a.m.
YXE
-
ORD
1 stop8h 40m
WestJet
Mon 19/105:30 p.m.
ORD
-
YXE
1 stop8h 30m
WestJet
Deal found 15/3C$ 515
Thu 21/57:00 a.m.
YXE
-
ORD
1 stop8h 40m
WestJet
Mon 25/55:30 p.m.
ORD
-
YXE
1 stop8h 30m
WestJet
Deal found 14/3C$ 523
Sun 12/47:10 a.m.
YXE
-
ORD
1 stop12h 08m
Multiple Airlines
Sun 19/47:20 a.m.
ORD
-
YXE
1 stop7h 17m
Multiple Airlines
Deal found 15/3C$ 535
Thu 18/66:00 a.m.
YXE
-
ORD
2 stops9h 36m
Delta
Tue 23/65:20 p.m.
ORD
-
YXE
1 stop5h 15m
Delta
Deal found 15/3C$ 537
Thu 2/77:00 a.m.
YXE
-
ORD
1 stop8h 40m
WestJet
Fri 31/75:30 p.m.
ORD
-
YXE
1 stop6h 40m
WestJet
Deal found 13/3C$ 575
Sat 2/56:00 a.m.
YXE
-
ORD
1 stop7h 55m
Air Canada
Tue 5/53:50 p.m.
ORD
-
YXE
1 stop8h 26m
Air Canada
Deal found 16/3C$ 579
Wed 3/66:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Mon 8/61:00 p.m.
MDW
-
YXE
2 stops11h 10m
Delta
Deal found 12/3C$ 763
Tue 7/46:00 a.m.
YXE
-
MDW
2 stops29h 29m
WestJet
Tue 14/47:16 p.m.
MDW
-
YXE
2 stops20h 29m
WestJet
Deal found 16/3C$ 771
Thu 21/57:00 a.m.
YXE
-
MDW
2 stops10h 33m
Delta
Mon 25/51:22 p.m.
MDW
-
YXE
2 stops10h 48m
Delta
Deal found 14/3C$ 802

Find flight deals from Saskatoon to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Saskatoon (YXE) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 18 March 2026.

Round-trip from

C$ 503

One-way from

C$ 203

Popular in

December

Cheapest in

April

Average price

C$ 754
Delta
  • Delta
  • 2/5-5/5
  • 4 total stops
  • 27h 33m total
  • Saskatoon to Chicago
Search Deals
WestJet
  • WestJet
  • 30/4
  • 1 total stop
  • 8h 40m total
  • Saskatoon to Chicago
Search Deals
Highest demand for flights based on searches. 26% potential increase in price (C$ 306 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease (C$ 63 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Saskatoon to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 18 March 2026.
Use the filters below to find and compare flights from Saskatoon to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 2/5

6:00 a.m.-5:58 p.m.

2 stops10h 58m

Chicago Midway

Tue 5/5

6:00 a.m.-9:35 p.m.

2 stops16h 35m

C$ 503

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sat 2/5

6:00 a.m.-8:40 p.m.

2 stops13h 40m

Chicago O'Hare Intl

Tue 5/5

5:15 a.m.-9:35 p.m.

2 stops17h 20m

C$ 503

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Wed 3/6

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

1 stop6h 50m

Chicago O'Hare Intl

Mon 8/6

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

1 stop17h 05m

C$ 566
Quickest round-trip

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sat 2/5

6:00 a.m.-2:55 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Tue 5/5

3:50 p.m.-11:16 p.m.

1 stop8h 26m

C$ 579

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sun 29/3

7:10 a.m.-11:38 p.m.

2 stops39h 28m

Chicago O'Hare Intl

Fri 3/4

2:20 p.m.-7:58 p.m.

1 stop6h 38m

C$ 585

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 3/6

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

2 stops11h 33m

Chicago Midway

Mon 8/6

1:00 p.m.-11:10 p.m.

2 stops11h 10m

C$ 763

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 21/5

7:00 a.m.-6:33 p.m.

2 stops10h 33m

Chicago Midway

Mon 25/5

1:22 p.m.-11:10 p.m.

2 stops10h 48m

C$ 802
Cheapest one-way

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Thu 30/4

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

1 stop8h 40m

C$ 203

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sun 12/4

7:10 a.m.-6:02 p.m.

1 stop9h 52m

C$ 278

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 30/4

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

2 stops9h 58m

C$ 283

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/3

Showing 1-10 of 25 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Saskatoon to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Saskatoon with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Saskatoon to Chicago

How much does it cost to fly round-trip from Saskatoon to Chicago?

What’s the top layover airport for flights from Saskatoon to Chicago?

Share of one-stop round-trip flights from Saskatoon to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YYZ) – chosen by Cheapflights users on 60% of one-stop itineraries from Saskatoon to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Saskatoon to Chicago?

Average round-trip fare for 1-stop flights from Saskatoon to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 373.

What’s the fastest layover option from Saskatoon to Chicago?

Shortest average travel time for 1-stop one-way flights from Saskatoon to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Minneapolis (MSP) have the shortest average one-way travel time for 1-stop routes: 7h 03m.

Which airport typically offers the quickest layover for flights from Saskatoon to Chicago?

Average layover duration for 1-stop one-way flights from Saskatoon to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 2h 44m.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 18 March 2026.
See what other customers who have flown with Delta,WestJet, andAir Canada from Saskatoon to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,288 reviews
Check prices

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,288 reviews
Delta
7.9
Good
8,288 reviews
Check prices

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
WestJet
7.2
Good
3,296 reviews
Delta
7.9
Good
8,288 reviews
Check prices

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Air Canada
7.1
Good
10,811 reviews
Delta
7.9
Good
8,288 reviews
Check prices

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Saskatoon to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Saskatoon to Chicago?

    Located just 4.6 km from the city centre, Saskatoon is the airport most travellers will use when flying to Chicago from Saskatoon. Booking flights from Saskatoon (YXE) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 2 different airlines.

  • How long is the flight from Saskatoon to Chicago?

    Airlines like Delta and WestJet fly from Saskatoon to Chicago in about 6h 50m. The time it takes to get you to your destination can typically vary by up to 4h 08m. Airlines will cover a distance of 1809 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the cheapest airlines flying from Saskatoon to Chicago round-trip?

    Currently priced at C$ 173, WestJet will fly you from Saskatoon to Chicago and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Air Canada for as low as C$ 407. You may be able to fly from Saskatoon to Chicago for 71% less than the average price by searching for these airlines.

  • Can I find deals for flights from Saskatoon to Chicago that include hotel bookings?

    Yes. In addition to deals on Saskatoon to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Saskatoon to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Saskatoon to Chicago.

  • Can I find deals for business class flights from Saskatoon to Chicago?

    Yes. Cheapflights offers flight deals from Saskatoon to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Saskatoon to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Regina to O'Hare Intl flights
Saskatoon to O'Hare Intl flights
Saskatoon to Midway flights
Saskatoon to St. Louis flights

Top 2 airlines flying from Saskatoon to Chicago

Discover the top 2 airlines that operate flights from Saskatoon to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 18 March 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 173AverageC$ 421FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 407AverageC$ 959FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Saskatoon to Chicago?

Deals for Saskatoon to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Saskatoon to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Saskatoon to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Saskatoon to Chicago with no change fees?

Yes, we can. To see specific flights from Saskatoon to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Saskatoon to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Saskatoon to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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