CA $250 Cheap Flights from Saskatoon (YXE) to Chicago (ORD)

View CA $250 flight on Tue, Jun 9, 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 $250 for one-way flights and CA $378 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Tue, Sep 22 - Tue, Sep 29
YXE
Saskatoon
ORD
Chicago
CA $378 Roundtrip, found 3 days ago
CA $378
Roundtrip
found 3 days ago
Select WestJet flight, departing Tue, Sep 22 from Saskatoon to Chicago, returning Tue, Sep 29, priced at CA $378 found 3 days ago
WestJet
Tue, Sep 22 - Tue, Sep 29
YXE
Saskatoon
ORD
Chicago
CA $422 Roundtrip, found 3 days ago
CA $422
Roundtrip
found 3 days ago
Select WestJet flight, departing Tue, Sep 22 from Saskatoon to Chicago, returning Tue, Sep 29, priced at CA $422 found 3 days ago
Air Canada
Thu, Oct 15 - Fri, Oct 16
YXE
Saskatoon
ORD
Chicago
CA $433 Roundtrip, found 4 days ago
CA $433
Roundtrip
found 4 days ago
Select Air Canada flight, departing Thu, Oct 15 from Saskatoon to Chicago, returning Fri, Oct 16, priced at CA $433 found 4 days ago
WestJet
Tue, Sep 22 - Tue, Sep 29
YXE
Saskatoon
ORD
Chicago
CA $437 Roundtrip, found 3 days ago
CA $437
Roundtrip
found 3 days ago
Select WestJet flight, departing Tue, Sep 22 from Saskatoon to Chicago, returning Tue, Sep 29, priced at CA $437 found 3 days ago
WestJet
Tue, Jun 9 - Sat, Jun 13
YXE
Saskatoon
ORD
Chicago
CA $444 Roundtrip, found 20 hours ago
CA $444
Roundtrip
found 20 hours ago
Select WestJet flight, departing Tue, Jun 9 from Saskatoon to Chicago, returning Sat, Jun 13, priced at CA $444 found 20 hours ago
WestJet
Thu, Oct 22 - Mon, Oct 26
YXE
Saskatoon
ORD
Chicago
CA $453 Roundtrip, found 4 days ago
CA $453
Roundtrip
found 4 days ago
Select WestJet flight, departing Thu, Oct 22 from Saskatoon to Chicago, returning Mon, Oct 26, priced at CA $453 found 4 days ago
WestJet
Fri, Sep 11 - Tue, Sep 15
YXE
Saskatoon
ORD
Chicago
CA $454 Roundtrip, found 8 hours ago
CA $454
Roundtrip
found 8 hours ago
Select WestJet flight, departing Fri, Sep 11 from Saskatoon to Chicago, returning Tue, Sep 15, priced at CA $454 found 8 hours ago
United
Tue, Sep 22 - Tue, Sep 29
YXE
Saskatoon
ORD
Chicago
CA $482 Roundtrip, found 3 days ago
CA $482
Roundtrip
found 3 days ago
Select United flight, departing Tue, Sep 22 from Saskatoon to Chicago, returning Tue, Sep 29, priced at CA $482 found 3 days ago
Delta
Tue, Jun 9 - Tue, Jun 23
YXE
Saskatoon
ORD
Chicago
CA $532 Roundtrip, found 1 day ago
CA $532
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 9 from Saskatoon to Chicago, returning Tue, Jun 23, priced at CA $532 found 1 day ago
Porter Airlines
Wed, Nov 4 - Sun, Nov 8
YXE
Saskatoon
ORD
Chicago
CA $773 Roundtrip, found 4 days ago
CA $773
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Wed, Nov 4 from Saskatoon to Chicago, returning Sun, Nov 8, priced at CA $773 found 4 days ago

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city centre is 16 minutes. Flights from CA $891
MDW
Midway Intl.
Closest
Average driving time to city centre16 min
Flights from CA $891

Frequently asked questions

How much does a flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
One-way flights typically cost between $620 and $2,696 and return flights often range between $1,407 and $4,531. 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 Anaa (AAA) to Toronto, ON (YYZ-Pearson Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
September is typically the cheapest month to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.), with average round-trip fares of approximately 1152 CAD. This is about 24% lower than the average price throughout the year. September often sees lower prices as the summer travel rush ends and before the holiday season begins, leading to reduced demand. Other cheap months to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) include January and October.*Averages based on flights available on Expedia in the last year.
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 September. This month offers a great balance, as it's both one of the cheapest and most popular times to travel. You can expect round-trip flights to be around 1152 CAD, and with its popularity, you'll find plenty of flight options to suit your schedule. This information is based on booking data from the past year.*Prices based on flights available on Expedia in the last year.
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 at approximately 5:00 AM local time, operated by Air Canada. This is a seasonal service active in March, April, October, and November. An early departure like this can help maximize 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 19 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Air Canada, WestJet, and United Airlines. Looking at the overall week, flight schedules are fairly consistent, with Monday offering notably more flight options compared to other days.
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. This accounts for around 51% of total traffic. Many major carriers, including Air Canada, WestJet and Delta Air Lines, offer flights during this window. Many travelers prefer these times as they allow for an early start to your journey, getting you to your destination with plenty of time left in the day.
How long does it take to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Flying from YXE to ORD with a connection usually takes about 6 hours 50 minutes, traveling roughly 1,125 miles. 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.)?
Select the "Business class" and "First class" filters when looking for YXE to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) 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 from John G. Diefenbaker Intl. (YXE)?
From John G. Diefenbaker Intl. (YXE), you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW) in Chicago. Some flights may connect through major hubs like Calgary Intl. (YYC), Vancouver Intl. (YVR), 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-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) 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-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (ORD-O'Hare Intl.) 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.
Roundtrip price
CA $378
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 $378 rising to CA $773.  

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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