Cheap Flights to North Side , IL from CA $144

View CA $144 flight on Thu, Dec. 11, 2025Opens in a new window

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How much is the cheapest flight to North Side?

Prices were available within the past 7 days and start at CA $144 for one-way flights and CA $226 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, Dec. 11 - Sun, Dec. 14
YTZ
Toronto
ORD
Chicago
CA $226 Roundtrip, found 2 hours ago
CA $226
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Thu, Dec. 11 from Toronto to Chicago, returning Sun, Dec. 14, priced at CA $226 found 2 hours ago
Porter Airlines
Sat, Oct. 25 - Sat, Nov. 1
YTZ
Toronto
MDW
Chicago
CA $226 Roundtrip, found 4 hours ago
CA $226
Roundtrip
found 4 hours ago
Select Porter Airlines flight, departing Sat, Oct. 25 from Toronto to Chicago, returning Sat, Nov. 1, priced at CA $226 found 4 hours ago
United
Sat, Sep. 13 - Mon, Sep. 15
YYZ
Toronto
ORD
Chicago
CA $235 Roundtrip, just found
CA $235
Roundtrip
just found
Select United flight, departing Sat, Sep. 13 from Toronto to Chicago, returning Mon, Sep. 15, priced at CA $235 just found
WestJet
Thu, Oct. 23 - Thu, Oct. 30
YYC
Calgary
ORD
Chicago
CA $249 Roundtrip, found 5 hours ago
CA $249
Roundtrip
found 5 hours ago
Select WestJet flight, departing Thu, Oct. 23 from Calgary to Chicago, returning Thu, Oct. 30, priced at CA $249 found 5 hours ago
American Airlines
Fri, Nov. 14 - Mon, Nov. 17
YYZ
Toronto
ORD
Chicago
CA $261 Roundtrip, just found
CA $261
Roundtrip
just found
Select American Airlines flight, departing Fri, Nov. 14 from Toronto to Chicago, returning Mon, Nov. 17, priced at CA $261 just found

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

June is typically the cheapest month to fly

From CA $106 - CA $340 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to North 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 North Side. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to North 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 North 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 North Side.

Looking to save even more? Get additional savings by bundling your North 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 North Side trip!

Frequently asked questions

How do I find cheap flights to North Side that have flexible change policies?
It's as easy as 1-2-3 with Expedia. Firstly, type in your travel dates and click on "Search." Second step: Check "No change fee" directly below the "Flexible change policies" filter on the top left of your screen. Step 3. Book a flexible and cheap ticket to North Side.
Which airlines fly to North Side?
Find a seat with one of these airlines and dynamic North Side will be all yours to explore:

  • United Airlines - 12,777 flights to or near North Side each month, including 12,777 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 9,109 flights to or near North Side each month, including 9,109 flights to O'Hare Intl. Airport (ORD) per month.
  • Delta - 1,023 flights to or near North Side each month, including 1,023 flights to O'Hare Intl. Airport (ORD) per month.

How can I find cheap tickets to North Side?
In the last seven days, CA $226 was the best price for a flight to North Side. For even greater savings, book well ahead of time and be flexible with your dates. Search for your trip to North Side, then compare prices for similar time frames by clicking on the "flexible dates" link above.
How much is a flight to North Side?
If you were jetting one way from Toronto (YTZ), you could've locked in a bargain seat for just CA $144 in the last seven days. Round-trip journeys to North Side ranged from only CA $226 to CA $261 over the same period.
What are the most popular airports to fly into in North Side?
Get ready to pack your suitcase and fly into O'Hare Intl. Airport (ORD), North Side's primary flight hub. Book a seat on one of the 24,728 flights that touch down at this popular destination each month.
When is the cheapest time to fly to North Side?
Flying on a Tuesday, followed by a Monday, is generally the best way to pick up the cheapest airfare. Steer clear of weekends if possible, because Saturday is typically the most expensive day of the week. Spend the money you saved having a blast in North Side instead!
How much is a plane ticket to North Side?
In the last seven days, fares to North Side varied between CA $226 and CA $261. Prices usually rise as your travel date nears, so land yourself an awesome deal today.
What months are the cheapest to book a flight to North Side?
To bag cheap flights to North Side, try to book sometime in February when the price of fares are at their lowest. When do tickets cost the most? In the USA, it's December.
Flights to North Side information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
CA $226

Trending flights to North Side

Prices were available within the past 7 days and start at CA $144 for one-way flights and CA $226 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Sat, Oct. 25 - Sat, Nov. 1
YTZ
Toronto
MDW
Chicago
CA $226 Roundtrip, found 4 hours ago
CA $226
Roundtrip
found 4 hours ago
Select Porter Airlines flight, departing Sat, Oct. 25 from Toronto to Chicago, returning Sat, Nov. 1, priced at CA $226 found 4 hours ago
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