
CA $420 Cheap Flights from Saskatoon (YXE) to Chicago (MDW)
View CA $420 flight on Tue, Jan 26, 2027
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Popular airlines from John G. Diefenbaker Intl. Airport (YXE) to Chicago Midway Airport (MDW)
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Cheap Flights from Saskatoon to Chicago (YXE-MDW)
Prices were available within the past 7 days and start at CA $420 for one-way flights and CA $701 for roundtrip, for the period specified. Prices and availability are subject to change.
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One way
Roundtrip
Tue, Feb 16 - Thu, Feb 18 · YXE · MDW · Roundtrip
Tue, Feb 16 - Mon, Feb 22 · YXE · MDW · Roundtrip
Tue, Jan 26 - Fri, Jan 29 · YXE · MDW · Roundtrip
Wed, Jan 6 - Wed, Jan 13 · YXE · MDW · Roundtrip
Tue, Jan 26 - Fri, Jan 29 · YXE · MDW · Roundtrip
Thu, Dec 17 - Tue, Jan 5 · YXE · MDW · Roundtrip
Tue, Feb 16 - Wed, Feb 17 · YXE · MDW · Roundtrip
Thu, Dec 17 - Fri, Jan 8 · YXE · MDW · Roundtrip
Sun, Feb 21 - Sun, Mar 7 · YXE · MDW · Roundtrip
Thu, Dec 31 - Tue, Jan 5 · YXE · MDW · Roundtrip
Alternative airports near Chicago
Prices were available within the past 7 days. Prices and availability are subject to change.
23 min
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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 2 airlines that cover this route. There are nonstop flights to Midway 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 Midway Intl., MDW
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 $701 rising to CA $818.
Here are more money-saving tips:
- Fly in February 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.
Frequently Asked Questions
How much does a flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.) cost?
You can find one-way and return flights from YXE to MDW with Expedia. 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 our cheapest fares first, and use the Price Tracking tool to receive alerts when YXE to MDW ticket fares go up or down.
What is the cheapest month to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.)?
The cheapest months to fly from YXE to MDW are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.)?
Enter YXE to MDW 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 (MDW-Midway Intl.)?
To find a cheap flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway 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 (MDW-Midway Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.)?
There are approximately 4 connecting flights per day from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.). Some common connection points include Calgary Intl., Pearson Intl., and Winnipeg James Armstrong Richardson Intl..
What is the earliest flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.)?
The earliest flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.) typically departs around 5:40 AM. This service is seasonal, active only in August, and is operated by airlines such as WestJet and Delta. An early departure like this can help you maximize your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.)?
There are no nonstop flights from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.). The distance between these two airports is approximately 1,835 kilometres (1,140 miles).
If you're flying with one stop, your journey will typically take around 10 hours 30 minutes. For flights with two or more stops, you can expect the travel time to be longer, usually around 11 hours 30 minutes. Keep in mind that these are average times, and your actual flight duration can vary depending on the specific route, layover times, and factors like wind patterns.
Can you fly business or first class from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.)?
Select the "Business class" and "First class" filters when looking for YXE to MDW 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 (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway 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, IL (MDW) from Saskatoon, SK (YXE)?
If you're planning to travel to Chicago from John G. Diefenbaker Intl. (YXE), you typically fly into Midway Intl. (MDW). Some flights may connect through major hubs like 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-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway 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 (MDW-Midway Intl.) flight and hotel package?
Securing a Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway 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 (MDW-Midway Intl.)?
If you booked your Saskatoon, SK (YXE-John G. Diefenbaker Intl.) to Chicago, IL (MDW-Midway 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. Airport |
|---|---|
| Destination airport | Chicago Midway Airport |
| Distance | 1,833 km away |
| Airlines serving | WestJet |
| Popular airline | WestJet |
| Roundtrip price | CA $701 |
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