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Cheap flights from Saskatchewan to Chicago from C$ 234

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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — CHI
24 Dec — 31 Dec1
1 adult

Cheap flight deals from Saskatchewan to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Saskatchewan (CASK) 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 19 December 2024.

Round-trip from

C$ 476

One-way from

C$ 234
WestJet
  • WestJet
  • 17/3-20/3
  • 2 total stops
  • 14h 00m total
  • Saskatchewan to Chicago
Search Deals
8/1
  • 8/1
  • 2 total stops
  • 16h 27m total
  • Saskatchewan to Chicago
Search Deals

Find flight deals from Saskatchewan to Chicago

Cheapest flights from Saskatchewan to Chicago
Explore the most affordable flight options available from Saskatchewan to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 19 December 2024.

Sat 21/125:00 a.m.YQR - ORD
2 stops14h 05mMultiple Airlines
Wed 25/1210:00 a.m.ORD - YQR
1 stop7h 36mMultiple Airlines
Deal found 18/12C$ 998
Sat 21/125:00 a.m.YQR - ORD
2 stops30h 52mWestJet
Wed 25/125:50 p.m.ORD - YQR
2 stops28h 08mWestJet
Deal found 18/12C$ 1,110
Sat 21/124:20 p.m.YQR - ORD
1 stop16h 37mUnited Airlines
Wed 25/127:05 a.m.ORD - YQR
1 stop7h 43mUnited Airlines
Deal found 18/12C$ 1,486
Sat 21/125:00 a.m.YQR - MDW
2 stops12h 44mWestJet
Wed 25/1211:48 a.m.MDW - YQR
1 stop5h 48mWestJet
Deal found 18/12C$ 1,721

Find flights from Saskatchewan to Chicago within your budget

Customize your flight search to find flights from Saskatchewan 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 19 December 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 17/3

8:15 a.m.-3:56 p.m.

1 stop6h 41m

Chicago O'Hare Intl

Thu 20/3

4:45 p.m.-11:04 p.m.

1 stop7h 19m

C$ 476

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 16/1

4:15 p.m.-5:31 a.m.

1 stop13h 16m

Chicago O'Hare Intl

Thu 23/1

10:47 p.m.-12:44 a.m.

3 stops25h 57m

C$ 525

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Mon 3/2

6:30 a.m.-5:31 a.m.

2 stops23h 01m

Chicago O'Hare Intl

Fri 7/2

7:26 a.m.-1:14 a.m.

2 stops17h 48m

C$ 544

ReginaChicago

YQR - ORD

YQRORD

Regina

Thu 16/1

6:45 a.m.-1:11 p.m.

1 stop6h 26m

Chicago O'Hare Intl

Thu 23/1

4:00 p.m.-11:18 p.m.

1 stop7h 18m

C$ 561

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Tue 25/2

12:30 p.m.-7:37 p.m.

1 stop7h 07m

Chicago O'Hare Intl

Fri 28/2

4:00 p.m.-11:44 p.m.

1 stop7h 44m

C$ 561

SaskatoonChicago

YXE - ORD

YXEORD

Saskatoon

Sat 18/1

3:45 p.m.-8:57 a.m.

1 stop17h 12m

Chicago O'Hare Intl

Mon 20/1

4:00 p.m.-11:44 p.m.

1 stop7h 44m

C$ 610

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 3/2

5:00 a.m.-6:11 p.m.

2 stops13h 11m

Chicago Midway

Fri 7/2

2:08 p.m.-1:14 a.m.

2 stops11h 06m

C$ 634

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 10/1

5:00 a.m.-10:36 p.m.

2 stops17h 36m

Chicago O'Hare Intl

Sun 12/1

6:15 a.m.-12:56 a.m.

2 stops18h 41m

C$ 663

ReginaChicago

YQR - ORD

YQRORD

Regina

Fri 10/1

11:45 a.m.-5:29 p.m.

1 stop5h 44m

Chicago O'Hare Intl

Sun 12/1

6:45 a.m.-5:36 p.m.

2 stops10h 51m

C$ 667

ReginaChicago

YQR - MDW

YQRMDW

Regina

Fri 10/1

11:45 a.m.-5:47 p.m.

1 stop6h 02m

Chicago Midway

Sun 12/1

6:00 a.m.-5:36 p.m.

2 stops11h 36m

C$ 667

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/12

Showing 1-10 of 23 results
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Best time to book a flight from Saskatchewan to Chicago

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

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

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

Currently, January is the cheapest month in which you can book a flight from Saskatchewan to Chicago (average of C$ 261). Flying from Saskatchewan to Chicago in May is currently the most expensive (average of C$ 342). 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 SK to CHI?

Find hourly flight availability from Saskatchewan 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 19 December 2024.

When flying from Saskatchewan to Chicago, 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 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 19 December 2024.
Read through reviews of airlines operating flights from Saskatchewan to Chicago, such as WestJet, Air Canada and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,600 reviews
Check prices

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,600 reviews
Delta
8.0
Very good
8,600 reviews
Check prices

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.9
Good
283 reviews
Delta
8.0
Very good
8,600 reviews
Check prices

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
9,048 reviews
Delta
8.0
Very good
8,600 reviews
Check prices

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.3
Good
2,819 reviews
Delta
8.0
Very good
8,600 reviews
Check prices

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,391 reviews
Delta
8.0
Very good
8,600 reviews
Check prices

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Saskatchewan to Chicago. 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 Saskatchewan to Chicago one-way?

    The cheapest airlines for a one-way flight from Saskatchewan to Chicago are Air Canada (C$ 310), United Airlines (C$ 310), and WestJet (C$ 407).

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

    The most popular route from Saskatchewan to Chicago is Regina - Chicago O'Hare Intl. You may also consider Saskatoon - Chicago Midway or Regina - Chicago Midway.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Saskatchewan to Chicago (average of C$ 261). Flying from Saskatchewan to Chicago in May is currently the most expensive (average of C$ 342). 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 Saskatchewan to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Saskatoon to O'Hare Intl flights
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Kelowna to O'Hare Intl flights
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Top 3 airlines flying from Saskatchewan to Chicago

Discover the top 3 airlines that operate flights from Saskatchewan 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 19 December 2024.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 326AverageC$ 656FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 391AverageC$ 616FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 513AverageC$ 572FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Saskatchewan.

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

Need flexible booking options for your flight to Chicago from Saskatchewan? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

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

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