Cheap Flights From Pierre Elliott Trudeau Intl. (YUL) To O'Hare Intl. (ORD)

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Cheapest Flights from Montreal (YUL) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $292 round trip and CA $250 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Apr 15 - Sat, Apr 18
YUL
Montreal
ORD
Chicago
CA $292 Roundtrip, found 3 days ago
CA $292
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 15 from Montreal to Chicago, returning Sat, Apr 18, priced at CA $292 found 3 days ago
Fri, Mar 13 - Wed, Mar 18
YUL
Montreal
ORD
Chicago
CA $296 Roundtrip, just found
CA $296
Roundtrip
just found
Select Delta flight, departing Fri, Mar 13 from Montreal to Chicago, returning Wed, Mar 18, priced at CA $296 just found
Wed, Apr 15 - Sat, Apr 18
YUL
Montreal
ORD
Chicago
CA $300 Roundtrip, found 3 days ago
CA $300
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 15 from Montreal to Chicago, returning Sat, Apr 18, priced at CA $300 found 3 days ago
Mon, Mar 16 - Mon, Mar 23
YUL
Montreal
ORD
Chicago
CA $309 Roundtrip, found 4 days ago
CA $309
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Mar 16 from Montreal to Chicago, returning Mon, Mar 23, priced at CA $309 found 4 days ago
Fri, Mar 13 - Wed, Mar 18
YUL
Montreal
ORD
Chicago
CA $355 Roundtrip, just found
CA $355
Roundtrip
just found
Select Delta flight, departing Fri, Mar 13 from Montreal to Chicago, returning Wed, Mar 18, priced at CA $355 just found
Thu, Mar 26 - Mon, Mar 30
YUL
Montreal
ORD
Chicago
CA $363 Roundtrip, found 2 days ago
CA $363
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Mar 26 from Montreal to Chicago, returning Mon, Mar 30, priced at CA $363 found 2 days ago
Tue, Mar 17 - Wed, Mar 25
YUL
Montreal
ORD
Chicago
CA $365 Roundtrip, found 4 hours ago
CA $365
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Mar 17 from Montreal to Chicago, returning Wed, Mar 25, priced at CA $365 found 4 hours ago
Fri, Mar 13 - Wed, Mar 18
YUL
Montreal
ORD
Chicago
CA $370 Roundtrip, just found
CA $370
Roundtrip
just found
Select Delta flight, departing Fri, Mar 13 from Montreal to Chicago, returning Wed, Mar 18, priced at CA $370 just found
Wed, Apr 15 - Sat, Apr 18
YUL
Montreal
ORD
Chicago
CA $373 Roundtrip, found 3 days ago
CA $373
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 15 from Montreal to Chicago, returning Sat, Apr 18, priced at CA $373 found 3 days ago
Wed, Apr 15 - Sat, Apr 18
YUL
Montreal
ORD
Chicago
CA $377 Roundtrip, found 3 days ago
CA $377
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 15 from Montreal to Chicago, returning Sat, Apr 18, priced at CA $377 found 3 days ago

O'Hare Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3 out of 5
Price was CA $642, price is now CA $598 per person
CA $598
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Price was CA $806, price is now CA $663 per person
CA $663
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Price was CA $795, price is now CA $655 per person
CA $655
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
SpringHill Suites by Marriott Chicago Naperville/Warrenville

SpringHill Suites by Marriott Chicago Naperville/Warrenville

3 out of 5
Price was CA $671, price is now CA $606 per person
CA $606
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Price was CA $810, price is now CA $751 per person
CA $751
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
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Frequently asked questions

Are there direct flights from YUL to O'Hare Intl. Airport (ORD)?
Multiple airlines advertise flights straight from YUL to O'Hare Airport. Among these are Air Canada and United Airlines — start with them if you'd like to touch down at Chicago with minimal fuss.
What airlines fly from YUL to O'Hare Intl. Airport (ORD)?
You can take your pick from a few airlines that advertise direct flights between Montreal and Chicago. Air Canada (AC) is one of the most popular. This air carrier operates around 91 flights each month. Don't forget to also browse the deals available through United Airlines (UA). This airline operates 30 flights every month on the Montreal to Chicago route. Be sure to compare the two airlines to find your ideal fare.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Popular Flight Routes from Montreal (YUL)

Travelers at YUL love to visit these top cities. Roam to the top destinations from Montreal (YUL) today with the cheap prices from Travelocity!

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago(ORD) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.