Cheap Flights to Northwest Chicago , IL from CA $157

View CA $157 flight on Sat, Nov. 8, 2025Opens in a new window

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How much is the cheapest flight to Northwest Chicago?

Prices were available within the past 7 days and start at CA $157 for one-way flights and CA $244 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, Nov. 14 - Mon, Nov. 17
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, found 1 day ago
CA $244
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Nov. 14 from Toronto to Chicago, returning Mon, Nov. 17, priced at CA $244 found 1 day ago
United
Thu, Nov. 13 - Mon, Nov. 17
YYZ
Toronto
ORD
Chicago
CA $245 Roundtrip, found 1 hour ago
CA $245
Roundtrip
found 1 hour ago
Select United flight, departing Thu, Nov. 13 from Toronto to Chicago, returning Mon, Nov. 17, priced at CA $245 found 1 hour ago
WestJet
Thu, Oct. 16 - Thu, Oct. 23
YYC
Calgary
ORD
Chicago
CA $250 Roundtrip, found 2 hours ago
CA $250
Roundtrip
found 2 hours ago
Select WestJet flight, departing Thu, Oct. 16 from Calgary to Chicago, returning Thu, Oct. 23, priced at CA $250 found 2 hours ago
American Airlines
Thu, Oct. 2 - Wed, Oct. 15
YYC
Calgary
ORD
Chicago
CA $255 Roundtrip, found 3 days ago
CA $255
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Oct. 2 from Calgary to Chicago, returning Wed, Oct. 15, priced at CA $255 found 3 days ago
Delta
Wed, Sep. 17 - Sat, Sep. 20
YUL
Montreal
MDW
Chicago
CA $296 Roundtrip, found 2 days ago
CA $296
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Sep. 17 from Montreal to Chicago, returning Sat, Sep. 20, priced at CA $296 found 2 days ago

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

June is typically the cheapest month to fly

From CA $106 - CA $344 per traveller.

Graph displaying average flight prices per month

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

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 Chicago 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 Chicago.

Looking to save even more? Get additional savings by bundling your Northwest Chicago 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 Chicago trip!

Frequently asked questions

How do I find cheap flights to Northwest Chicago that have flexible change policies?
It's as easy as counting to three with Expedia. Firstly, type in your preferred dates and destination and hit "Search." Step 2: Check "No change fee" below the "Flexible change policies" filter on the left-hand side of your screen. Step 3. Bag your cheap and flexible fare to Northwest Chicago.
Which airlines fly to Northwest Chicago?
You can take your pick of a good range of airlines that offer flights into or near Northwest Chicago. Some of your options are:

  • United Airlines - 12,777 flights to or near Northwest Chicago each month, including 12,777 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 9,109 flights to or near Northwest Chicago each month, including 9,109 flights to O'Hare Intl. Airport (ORD) per month.
  • Southwest Airlines - 4,810 flights to or near Northwest Chicago each month, including 4,441 flights to Midway Intl. Airport (MDW) per month.

How can I find cheap tickets to Northwest Chicago?
Start searching as early as possible, consider nearby airports, use miles or points — you're not short of ways! Another one is to take advantage of Expedia's "flexible dates" function. Find a Northwest Chicago flight, then compare the prices for nearby dates. In the last seven days, the lowest price for a flight to Northwest Chicago was CA $244.
How much is a flight to Northwest Chicago?
The price of a round-trip airfare to Northwest Chicago in the last seven days varied between CA $244 and CA $296. If you were travelling one way from Toronto (YYZ), you could have purchased a cheap seat from only CA $157.
What are the most popular airports to fly into in Northwest Chicago?
Once you've figured out where you're headed in Northwest Chicago, take your pick of these busy airports:

  • O'Hare Intl. Airport (ORD) - 24,728 flights per month.
  • Midway Intl. Airport (MDW) - 4,927 flights per month.

When is the cheapest time to fly to Northwest Chicago?
If you're not fixed on your travel dates to Northwest Chicago, try to fly out early in the week. The most economical day to take off is normally Tuesday, followed by Monday. Saturday is typically the costliest day, with many vacationers preferring to fly on weekends.
How much is a plane ticket to Northwest Chicago?
In the last seven days, tickets to Northwest Chicago cost between CA $244 and CA $296. Prices rise as your travel date nears, so secure a terrific deal today.
What are the best things to do in Northwest Chicago?

  • Bursting with culture and energy, Schaumburg is an ideal starting point for your Northwest Chicago adventure. Pay a visit to top attractions like Schaumburg Convention Centre, get some retail therapy or eat and drink your way around some of this city's top-notch restaurants and bars. The decision is yours!
  • When figuring out what type of clothing to bring on your trip, keep in mind that Schaumburg has a humid continental climate. To give you a clearer idea of what to expect, check the weather forecast before you set off.
  • Roughly 32 kilometres to the south of Schaumburg, Naperville also deserves to be high on your itinerary. Favourite sights at this destination include DuPage Children's Museum — don't forget to pop it on your sightseeing list.

What is the best time to go to Northwest Chicago?
Almost anytime is great to head to Northwest Chicago, with top cities like Elgin to discover for yourself. If you don't mind crowds, May, June and July are the most popular months for vacationers. Summer kicks off June 20 here. If you're travelling around this time, pack some sunscreen and a wide-brimmed hat. Summer temperatures range between 17ºC and 26ºC in Elgin.
What months are the cheapest to book a flight to Northwest Chicago?
Score a ticket in February to unlock low-priced flights to Northwest Chicago. The month of December is usually the most expensive time to buy a fare.
Flights to Northwest Chicago information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $244

Trending flights to Northwest Chicago

Prices were available within the past 7 days and start at CA $157 for one-way flights and CA $244 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, Nov. 14 - Mon, Nov. 17
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, found 1 day ago
CA $244
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Nov. 14 from Toronto to Chicago, returning Mon, Nov. 17, priced at CA $244 found 1 day ago
*Available to Expedia members.