A curved pathway with a metal fence, flowering trees, and a street lamp.

Cheap Flights to Northwest Side , IL from CA $191

View CA $191 flight on Sun, Sep 13, 2026Opens in a new window

Popular airlines

  • Delta

  • Frontier Airlines

  • American Airlines

  • United

  • JetBlue Airways

  • Alaska Airlines

  • Southwest Airlines

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Northwest Side?

Prices were available within the past 7 days and start at CA $191 for one-way flights and CA $321 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Porter Airlines
American Airlines
United
Air Transat

Frequently asked questions

How do I find cheap flights to Northwest Side that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we've added a "No change fee" search function to help you find cheap, flexible airfares to Northwest Side. It's on the left of your screen under the "Flexible change policies" heading.
Which airlines fly to Northwest Side?
When you're ready to book your airfare to or near Northwest Side, these well-known airlines look forward to welcoming you on board:
  • United Airlines - 12,777 flights to or near Northwest Side each month, including 12,777 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 9,109 flights to or near Northwest Side each month, including 9,109 flights to O'Hare Intl. Airport (ORD) per month.
  • Delta - 1,023 flights to or near Northwest Side each month, including 1,023 flights to O'Hare Intl. Airport (ORD) per month.
How can I find cheap tickets to Northwest Side?
Book well ahead, travel on a cheaper day, avoid peak travel periods — there's no shortage of ways! Another one is to use Expedia's "flexible dates" feature. Search for your Northwest Side flight, then check out the prices for nearby dates. In the last seven days, the lowest price for a flight to Northwest Side was CA $321.
How much is a flight to Northwest Side?
One-way flights leaving Toronto (YTZ) sold for just CA $191 in the last seven days. During this time, the price of a return air ticket to Northwest Side varied between CA $321 and CA $353. If you find a bargain, grab it quickly — these fares don't hang around.
What are the most popular airports to fly into in Northwest Side?
Start arranging your Northwest Side vacation by booking one of the 24,728 monthly flights to O'Hare Intl. Airport (ORD). This is the region's principal gateway.
When is the cheapest time to fly to Northwest Side?
Jet off on a Tuesday to improve your chances of getting the cheapest flight to Northwest Side. Mondays are usually the next most affordable day to take off. Saturday is normally the priciest day to fly anywhere.
How much is a plane ticket to Northwest Side?
Fares ranged from just CA $321 to CA $353 over the last seven days. When you're ready to book, we're here to help grab the best price to Northwest Side.
What months are the cheapest to book a flight to Northwest Side?
February is the best month to grab cheap flights to Northwest Side. Keep in mind that the most expensive time to book a ticket in the USA isn't during the height of summer, but the festive month of December.

Book with confidence

Expedia.ca gives you the best tools to secure great deals on flights to Northwest Side. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Northwest Side. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Northwest Side.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Northwest Side flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Northwest Side.

Looking to save even more? Get additional savings by bundling your Northwest Side flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Northwest Side trip!

Travel information

Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
CA $321

Trending flights to Northwest Side

Prices were available within the past 7 days and start at CA $191 for one-way flights and CA $321 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines

Explore a world of travel with Expedia

*Available to Expedia members.