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Cheap flights from Saskatoon to Chicago from C$ 183

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 19/10. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — CHI
17 Jun — 24 Jun1
1 adult

Cheap 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 12 June 2025.

Round-trip from

C$ 316

One-way from

C$ 183

Popular in

February

Cheapest in

September

Average price

C$ 566
WestJet
  • WestJet
  • 16/9-27/9
  • 2 total stops
  • 16h 11m total
  • Saskatoon to Chicago
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WestJet
  • WestJet
  • 19/10
  • 1 total stop
  • 8h 43m total
  • Saskatoon to Chicago
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Highest demand for flights based on searches. 12% potential increase in price (C$ 125 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 39 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Saskatoon to Chicago

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 12 June 2025.

Tue 16/97:55 a.m.YXE - ORD
1 stop7h 48mWestJet
Sat 27/95:30 p.m.ORD - YXE
1 stop8h 23mWestJet
Deal found 11/6C$ 316
Fri 1/85:20 a.m.YXE - ORD
2 stops15h 10mMultiple Airlines
Mon 4/85:30 p.m.ORD - YXE
1 stop8h 24mMultiple Airlines
Deal found 10/6C$ 414
Tue 5/87:55 p.m.YXE - ORD
1 stop12h 14mAir Canada
Sat 9/86:20 p.m.ORD - YXE
1 stop6h 36mAir Canada
Deal found 11/6C$ 458
Sat 26/75:40 a.m.YXE - MDW
2 stops12h 00mDelta
Sat 2/81:46 p.m.MDW - YXE
1 stop8h 39mDelta
Deal found 11/6C$ 537
Wed 9/75:40 a.m.YXE - MDW
1 stop9h 44mMultiple Airlines
Wed 16/711:39 a.m.MDW - YXE
2 stops12h 05mMultiple Airlines
Deal found 11/6C$ 591
Sun 17/86:00 a.m.YXE - ORD
1 stop8h 04mUnited Airlines
Sun 17/89:50 p.m.ORD - YXE
2 stops27h 06mUnited Airlines
Deal found 11/6C$ 712
Fri 20/63:15 p.m.YXE - ORD
1 stop5h 22mDelta
Mon 23/68:17 p.m.ORD - YXE
2 stops29h 02mDelta
Deal found 12/6C$ 723
Tue 5/83:15 p.m.YXE - MDW
1 stop20h 51mWestJet
Sat 9/89:24 a.m.MDW - YXE
1 stop13h 01mWestJet
Deal found 11/6C$ 833

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 12 June 2025.
Use the filters below to find and compare flights from Saskatoon to Chicago that are best for you.

Fly from

Saskatoon

Fly to

Chicago

Route

Depart

Return

Price

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 16/9

7:55 a.m.-4:43 p.m.

1 stop7h 48m

Chicago O'Hare Intl

Sat 27/9

5:30 p.m.-12:53 a.m.

1 stop8h 23m

C$ 316

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 1/8

5:20 a.m.-9:30 p.m.

2 stops15h 10m

Chicago O'Hare Intl

Mon 4/8

5:30 p.m.-12:54 a.m.

1 stop8h 24m

C$ 414

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 5/8

7:55 p.m.-9:09 a.m.

1 stop12h 14m

Chicago O'Hare Intl

Sat 9/8

6:20 p.m.-11:56 p.m.

1 stop6h 36m

C$ 458

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 26/7

5:40 a.m.-6:40 p.m.

2 stops12h 00m

Chicago Midway

Sat 2/8

1:46 p.m.-9:25 p.m.

1 stop8h 39m

C$ 537

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 9/7

5:40 a.m.-4:24 p.m.

1 stop9h 44m

Chicago Midway

Wed 16/7

11:39 a.m.-10:44 p.m.

2 stops12h 05m

C$ 591

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sun 17/8

6:00 a.m.-3:04 p.m.

1 stop8h 04m

Chicago O'Hare Intl

Sun 17/8

9:50 p.m.-11:56 p.m.

2 stops27h 06m

C$ 712

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Fri 1/8

3:15 p.m.-9:34 p.m.

1 stop5h 19m

Chicago O'Hare Intl

Mon 4/8

5:30 p.m.-12:54 a.m.

1 stop8h 24m

C$ 726

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 5/8

3:15 p.m.-1:06 p.m.

1 stop20h 51m

Chicago Midway

Sat 9/8

9:24 a.m.-9:25 p.m.

1 stop13h 01m

C$ 833

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sun 19/10

7:00 a.m.-4:43 p.m.

1 stop8h 43m

C$ 183

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 17/6

6:00 a.m.-3:05 p.m.

1 stop8h 05m

C$ 205

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 16 results
1
2

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

What is the cheapest month to book a flight from Saskatoon to Chicago?

Currently, January is the cheapest month in which you can book a flight from Saskatoon to Chicago (average of C$ 261). Flying from Saskatoon to Chicago in March is currently the most expensive (average of C$ 352). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YXE to CHI?

Find hourly flight availability from Saskatoon to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 12 June 2025.

A simple way to save on the total cost of your ticket is to fly from Saskatoon to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight at noon.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 12 June 2025.
Peruse reviews from past customers who have flown with Porter Airlines, Delta and United Airlines from Saskatoon to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
288 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.0

Overall

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
288 reviews
Porter Airlines
8.0
Very good
288 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.0

Overall

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Delta
8.0
Very good
7,946 reviews
Porter Airlines
8.0
Very good
288 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.0

Overall

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
United Airlines
7.4
Good
8,790 reviews
Porter Airlines
8.0
Very good
288 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.0

Overall

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
WestJet
7.2
Good
2,868 reviews
Porter Airlines
8.0
Very good
288 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.0

Overall

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Air Canada
7.1
Good
9,537 reviews
Porter Airlines
8.0
Very good
288 reviews
Check prices

Boarding

8.2

Comfort

8.1

Entertainment

7.0

Overall

8.0

Food

7.6

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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.

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

    Currently priced at C$ 316, WestJet will fly you from Saskatoon to Chicago and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and Delta - these airlines can fly you to your destination from C$ 458 and C$ 537, respectively. You may be able to fly from Saskatoon to Chicago for 50% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Saskatoon to Chicago one-way?

    For one-way options, check prices for WestJet. According to our data, you can fly for as low as C$ 183. Users have also found prices from C$ 205 and C$ 263 on Air Canada and Delta, respectively.

  • 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.

  • What is the cheapest month to book a flight from Saskatoon to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Saskatoon to Chicago (average of C$ 261). Flying from Saskatoon to Chicago in March is currently the most expensive (average of C$ 352). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 12 June 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 310AverageC$ 522FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 373AverageC$ 584FlexibilityNo 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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