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$161+ Cheap flights from Chicago (CHI) to Saskatchewan

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 11/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YXE
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Chicago to Saskatchewan

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Saskatchewan (CASK). 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 November 21, 2024.

Find flight deals from Chicago to Saskatchewan

Cheapest flights from Chicago to Saskatchewan
Explore the most affordable flight options available from Chicago to Saskatchewan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This Kiwi.com deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/219:54 pmORD - YXE
1 stop25h 48mMultiple Airlines
Thu 12/268:10 amYXE - ORD
1 stop10h 42mMultiple Airlines
Deal found 11/21$430
This Mytrip deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1311:55 amORD - YQR
1 stop5h 41mMultiple Airlines
Sun 12/159:45 pmYQR - ORD
3 stops31h 45mMultiple Airlines
Deal found 11/21$466
This United Airlines deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/139:36 pmORD - YQR
2 stops20h 26mUnited Airlines
Sun 12/156:45 amYQR - ORD
1 stop8h 06mUnited Airlines
Deal found 11/21$472
This Air Canada deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/172:05 pmORD - YQR
1 stop9h 13mAir Canada
Tue 12/246:45 amYQR - ORD
1 stop6h 26mAir Canada
Deal found 11/19$492
This Delta deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2112:25 pmORD - YQR
1 stop5h 11mDelta
Thu 11/285:00 amYQR - ORD
2 stops11h 31mDelta
Deal found 11/21$897
This Priceline deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2112:25 pmORD - YQR
1 stop5h 11mWestJet
Thu 11/2811:45 amYQR - ORD
1 stop5h 02mWestJet
Deal found 11/21$959
This Justfly.com deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/215:04 pmMDW - YXE
1 stop21h 48mWestJet
Thu 12/268:10 amYXE - MDW
1 stop9h 34mWestJet
Deal found 11/21$961

Find flights from Chicago to Saskatchewan within your budget

Customize your flight search to find flights from Chicago to Saskatchewan 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 2,612,795 searches. Data last updated November 21, 2024.

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

Thu 5/8

5:30 pm-12:54 am

1 stop8h 24m

Saskatoon

Sun 5/11

7:00 am-4:44 pm

1 stop8h 44m

$359

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

Sat 12/21

9:54 pm-11:42 pm

1 stop25h 48m

Saskatoon

Thu 12/26

8:10 am-6:52 pm

1 stop10h 42m

$430

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 12/13

11:55 am-5:36 pm

1 stop5h 41m

Regina

Sun 12/15

9:45 pm-5:30 am

3 stops31h 45m

$466

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Fri 12/13

9:36 pm-6:02 pm

2 stops20h 26m

Regina

Sun 12/15

6:45 am-2:51 pm

1 stop8h 06m

$472

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 12/17

2:05 pm-11:18 pm

1 stop9h 13m

Regina

Tue 12/24

6:45 am-1:11 pm

1 stop6h 26m

$493

ChicagoSaskatoon

MDW - YXE

MDWYXE

Chicago Midway

Thu 5/8

1:00 pm-10:44 pm

2 stops10h 44m

Saskatoon

Sun 5/11

5:40 am-5:03 pm

2 stops10h 23m

$728

ChicagoRegina

ORD - YQR

ORDYQR

Chicago O'Hare Intl

Tue 12/17

10:17 am-10:21 am

2 stops24h 04m

Regina

Tue 12/24

6:30 am-10:52 pm

2 stops16h 22m

$792

ChicagoSaskatoon

MDW - YXE

MDWYXE

Chicago Midway

Thu 5/8

5:15 pm-4:04 pm

1 stop23h 49m

Saskatoon

Sun 5/11

4:55 pm-10:20 am

1 stop16h 25m

$938

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

Sat 2/8

4:00 pm-11:34 pm

1 stop7h 34m

Saskatoon

Sat 2/15

7:00 am-2:51 pm

1 stop7h 51m

$1,098

ChicagoSaskatoon

ORD - YXE

ORDYXE

Chicago O'Hare Intl

Sat 2/8

12:45 pm-11:34 pm

2 stops10h 49m

Saskatoon

Sat 2/15

7:00 am-6:55 pm

2 stops11h 55m

$1,762

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 13 results
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Best time to book a flight from Chicago to Saskatchewan

Have a flexible travel schedule? Discover the best time to fly to Saskatchewan from Chicago 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.

Travel insights for flights from Chicago to Saskatchewan

Get recent, data-driven insights about flights from Chicago to Saskatchewan including ideal travel times, pricing trends, and more.

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

Currently, February is the cheapest month in which you can book a flight from Chicago to Saskatchewan (average of $304). Flying from Chicago to Saskatchewan in March is currently the most expensive (average of $558). 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 CHI to SK?

Find hourly flight availability from Chicago to Saskatchewan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 21, 2024.

When flying from Chicago to Saskatchewan, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Saskatchewan by month

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

In terms of precipitation, rainfall in Saskatchewan ranges from 0.4 - 2.5 inches per month. June is typically the wettest month, when rainfall can reach 2.5 in. February is typically the driest time to visit Saskatchewan when rainfall is around 0.4 in.

Temperature in Saskatchewan by month

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

If weather is an important factor for your trip to Saskatchewan, 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 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 6.8 F).

Reviews of airlines servicing Saskatchewan

Get insights into the airlines that provide service to Saskatchewan. 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 Saskatchewan. Reviews last updated November 21, 2024.
Peruse reviews from past customers who have flown with WestJet and Air Canada from Chicago to Saskatchewan to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.8
Good
288 reviews

Food

7.6

Boarding

8.1

Entertainment

6.9

Overall

7.8

Comfort

7.9

Crew

8.6

Reviews

1 / 10

We were given a complimentary seat upgrade which was so unexpected but so lovely!

Porter Airlines
7.8
Good
288 reviews
Porter Airlines
7.8
Good
288 reviews

Food

7.6

Boarding

8.1

Entertainment

6.9

Overall

7.8

Comfort

7.9

Crew

8.6

Reviews

1 / 10

We were given a complimentary seat upgrade which was so unexpected but so lovely!

United Airlines
7.4
Good
9,172 reviews
Porter Airlines
7.8
Good
288 reviews

Food

7.6

Boarding

8.1

Entertainment

6.9

Overall

7.8

Comfort

7.9

Crew

8.6

Reviews

1 / 10

We were given a complimentary seat upgrade which was so unexpected but so lovely!

WestJet
7.3
Good
2,811 reviews
Porter Airlines
7.8
Good
288 reviews

Food

7.6

Boarding

8.1

Entertainment

6.9

Overall

7.8

Comfort

7.9

Crew

8.6

Reviews

1 / 10

We were given a complimentary seat upgrade which was so unexpected but so lovely!

Air Canada
7.0
Good
8,246 reviews
Porter Airlines
7.8
Good
288 reviews

Food

7.6

Boarding

8.1

Entertainment

6.9

Overall

7.8

Comfort

7.9

Crew

8.6

Reviews

1 / 10

We were given a complimentary seat upgrade which was so unexpected but so lovely!

Related info for your journey

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

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

    $161 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Air Canada and WestJet, with prices starting from $164 and $355, respectively.

  • What are the most popular routes from Chicago to Saskatchewan?

    When deciding which route to take from Chicago to Saskatchewan consider Chicago O'Hare Intl - Regina, Chicago Midway - Saskatoon or Chicago O'Hare Intl - Saskatoon as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Saskatchewan 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 Chicago to Saskatchewan?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Saskatchewan (average of $304). Flying from Chicago to Saskatchewan in March is currently the most expensive (average of $558). 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.

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Alternative routes for Chicago to Saskatchewan

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Saskatchewan

Discover the top 2 airlines that operate flights from Chicago to Saskatchewan. 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$261Average$532FlexibilityNo cancel feeOn-time67%
WestJetCheapest$366Average$651FlexibilityNo cancel feeOn-time60%
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