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CA $252 Cheap Flights from Saskatoon (YXE) to Chicago (ORD)

View CA $252 flight on Mon, Oct 19, 2026Opens in a new window

Popular airlines from John G. Diefenbaker Intl. Airport (YXE) to Chicago O'Hare International Airport (ORD)

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Cheap flights from Saskatoon (YXE) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $252 for one-way flights and CA $436 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Tue, Sep 15 - Fri, Sep 18
YXE
Saskatoon
ORD
Chicago
CA $436 Roundtrip, found 4 days ago
CA $436
Roundtrip
found 4 days ago
Select WestJet flight, departing Tue, Sep 15 from Saskatoon to Chicago, returning Fri, Sep 18, priced at CA $436 found 4 days ago
WestJet
Thu, Oct 1 - Sun, Oct 4
YXE
Saskatoon
ORD
Chicago
CA $447 Roundtrip, found 10 hours ago
CA $447
Roundtrip
found 10 hours ago
Select WestJet flight, departing Thu, Oct 1 from Saskatoon to Chicago, returning Sun, Oct 4, priced at CA $447 found 10 hours ago
WestJet
Thu, Sep 24 - Thu, Oct 1
YXE
Saskatoon
ORD
Chicago
CA $461 Roundtrip, found 4 days ago
CA $461
Roundtrip
found 4 days ago
Select WestJet flight, departing Thu, Sep 24 from Saskatoon to Chicago, returning Thu, Oct 1, priced at CA $461 found 4 days ago
Air Canada
Sun, Oct 11 - Wed, Oct 14
YXE
Saskatoon
ORD
Chicago
CA $470 Roundtrip, found 10 hours ago
CA $470
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Sun, Oct 11 from Saskatoon to Chicago, returning Wed, Oct 14, priced at CA $470 found 10 hours ago
Air Canada
Sat, Oct 10 - Fri, Oct 16
YXE
Saskatoon
ORD
Chicago
CA $475 Roundtrip, found 10 hours ago
CA $475
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Sat, Oct 10 from Saskatoon to Chicago, returning Fri, Oct 16, priced at CA $475 found 10 hours ago
Air Canada
Tue, Sep 29 - Sat, Oct 17
YXE
Saskatoon
ORD
Chicago
CA $484 Roundtrip, found 3 days ago
CA $484
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Sep 29 from Saskatoon to Chicago, returning Sat, Oct 17, priced at CA $484 found 3 days ago
WestJet
Mon, Oct 26 - Fri, Nov 6
YXE
Saskatoon
ORD
Chicago
CA $490 Roundtrip, found 3 days ago
CA $490
Roundtrip
found 3 days ago
Select WestJet flight, departing Mon, Oct 26 from Saskatoon to Chicago, returning Fri, Nov 6, priced at CA $490 found 3 days ago
Delta
Mon, Oct 19 - Thu, Oct 22
YXE
Saskatoon
ORD
Chicago
CA $515 Roundtrip, found 10 hours ago
CA $515
Roundtrip
found 10 hours ago
Select Delta flight, departing Mon, Oct 19 from Saskatoon to Chicago, returning Thu, Oct 22, priced at CA $515 found 10 hours ago
United
Sat, Sep 12 - Wed, Sep 16
YXE
Saskatoon
ORD
Chicago
CA $596 Roundtrip, found 6 days ago
CA $596
Roundtrip
found 6 days ago
Select United flight, departing Sat, Sep 12 from Saskatoon to Chicago, returning Wed, Sep 16, priced at CA $596 found 6 days ago
Porter Airlines
Thu, Aug 20 - Mon, Aug 24
YXE
Saskatoon
ORD
Chicago
CA $882 Roundtrip, found 12 hours ago
CA $882
Roundtrip
found 12 hours ago
Select Porter Airlines flight, departing Thu, Aug 20 from Saskatoon to Chicago, returning Mon, Aug 24, priced at CA $882 found 12 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from CA $603
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $603

Frequently asked questions

How much does a flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find cheap one-way flights from CA $252 and cheap return flights from CA $436 YXE to ORD with Expedia. One-way flights typically cost between CA$325 and CA$1181, and return flights often range between CA$769 and CA$2482. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when YXE to ORD ticket fares go up or down.
What is the cheapest month to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you're looking for the cheapest time to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.), September is typically your best bet. You can expect average return flight prices around CA$658 during this month. Other budget-friendly months for this route include January and October.
Which airlines fly direct from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Enter YXE to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) is typically September. This month offers a great balance – prices are reasonable, averaging around CA$658 for a return flight, and you'll have plenty of flight options since it's a popular time to travel. September brings pleasant early autumn weather to Chicago, making it an ideal time to visit. If you're flexible, this month gives you both affordable fares and excellent flight schedules to work with.
How many flights per day from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are approximately 18 connecting flights per day from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.). Some common connection points include Vancouver Intl. (YVR), Calgary Intl. (YYC), and Pearson Intl. (YYZ).
What is the earliest flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs around 5:00 AM. This service is operated by Air Canada. This is a seasonal service, active in March, April, October, and November. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll typically find the most flights from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) on a Monday, with around 21 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include Air Canada, WestJet, and Porter Airlines. Monday offers notably more flight options compared to other days of the week, making it a good day to consider for your departure.
What are the most popular departure times for flights from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) are in the early morning, from 6am to 9am. Many major carriers, including WestJet, Air Canada and United, offer flights during this window. Many travelers prefer this because it allows for an early arrival at your destination, giving you more time to start your day in Chicago.
How long does it take to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Flights from YXE to ORD with one stop typically take around 10 hours 50 minutes, covering approximately 1,811 kilometers. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Yes, you can fly business class between YXE and ORD. Air Canada offers business class service on this route.
How do I earn miles on a Saskatoon, SK (YXE) to Chicago, IL (ORD) flight with Expedia?
It's easy to earn miles on a Saskatoon, SK (YXE) to Chicago, IL (ORD) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago, IL (ORD) from Saskatoon, SK (YXE)?
If you're planning to travel to Chicago from John G. Diefenbaker Intl. (YXE), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Vancouver Intl. (YVR), Calgary Intl. (YYC), or Pearson Intl. (YYZ) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Saskatoon, SK (YXE) to Chicago, IL (ORD) at the last minute?
Typically, booking a last minute flight from Saskatoon, SK (YXE) to Chicago, IL (ORD) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Saskatoon, SK (YXE) to Chicago, IL (ORD) flight and hotel package?
Securing a Saskatoon, SK (YXE) to Chicago, IL (ORD) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
John G. Diefenbaker Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Delta, Porter Airlines, United, WestJet
Roundtrip price
CA $436
Distance
1799 km

Book with confidence

Saskatoon to Chicago Flights

The easy way to book your flights from Saskatoon to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Saskatoon whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Saskatoon to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from John G. Diefenbaker Intl., YXE to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Saskatoon to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Saskatoon currently is just CA $436 rising to CA $882.  

Here are more money-saving tips: 

  • Fly in September when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Saskatoon 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Saskatoon to Chicago Flights

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