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Flights to Chicago O'Hare Intl

C$ 165 Cheap flights to Chicago O'Hare Intl Airport

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago O'Hare Intl Airport departing on 30/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Canada to Chicago O'Hare Intl Airport

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
9:00 a.m. - 1:35 p.m.
YYC
-
ORD
3h 35mdirect
WestJet Logo
2:20 p.m. - 5:15 p.m.
ORD
-
YYC
3h 55mdirect
C$ 272WestJet
Fri, 17 Apr - Fri, 24 Apr
Air Canada Logo
8:05 a.m. - 9:00 a.m.
YYZ
-
ORD
1h 55mdirect
Air Canada Logo
8:45 a.m. - 3:35 p.m.
ORD
-
YYZ
5h 50m
1 stop
C$ 276Air Canada
Tue, 30 Jun - Sat, 4 Jul
Air Canada Logo
7:20 p.m. - 8:16 p.m.
YTZ
-
ORD
1h 56mdirect
Air Canada Logo
7:25 a.m. - 10:06 a.m.
ORD
-
YTZ
1h 41mdirect
C$ 277Air Canada
Thu, 17 Sep - Sun, 20 Sep
American Airlines Logo
4:16 p.m. - 9:19 p.m.
YYZ
-
ORD
6h 03m
1 stop
American Airlines Logo
8:08 a.m. - 10:59 a.m.
ORD
-
YYZ
1h 51mdirect
C$ 283American Airlines
Sat, 6 Jun - Tue, 9 Jun
United Airlines Logo
5:20 p.m. - 6:21 p.m.
YYZ
-
ORD
2h 01mdirect
United Airlines Logo
5:00 a.m. - 11:43 a.m.
ORD
-
YYZ
5h 43m
1 stop
C$ 286United Airlines
Fri, 1 May - Wed, 6 May
United Airlines Logo
12:28 p.m. - 5:05 p.m.
YYC
-
ORD
3h 37mdirect
United Airlines Logo
7:42 p.m. - 10:37 p.m.
ORD
-
YYC
3h 55mdirect
C$ 294United Airlines
Thu, 21 May - Tue, 26 May
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
C$ 296WestJet
Wed, 20 May - Wed, 27 May
American Airlines Logo
6:15 a.m. - 10:45 a.m.
YYC
-
ORD
3h 30mdirect
American Airlines Logo
8:50 p.m. - 11:38 p.m.
ORD
-
YYC
3h 48mdirect
C$ 336American Airlines
Thu, 28 May - Sat, 6 Jun
Delta Logo
7:40 a.m. - 7:52 p.m.
YYC
-
ORD
11h 12m
2 stops
Delta Logo
2:09 p.m. - 11:00 p.m.
ORD
-
YYC
9h 51m
1 stop
C$ 340Delta
Tue, 28 Apr - Tue, 5 May
Delta Logo
7:40 a.m. - 7:52 p.m.
YYC
-
ORD
11h 12m
2 stops
Delta Logo
2:09 p.m. - 11:00 p.m.
ORD
-
YYC
9h 51m
1 stop
C$ 342Delta
Sat, 18 Apr - Wed, 22 Apr

momondo Fare Finder

 
Locate flights to Chicago O'Hare Intl that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 96,600 searches and data was last updated on 5 April 2026.
Use the filters below to find and compare flights to Chicago O'Hare Intl Airport that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 17/4

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Fri 24/4

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

C$ 272

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 30/6

8:05 a.m.-9:00 a.m.

Nonstop1h 55m

Chicago O'Hare Intl

Sat 4/7

8:45 a.m.-3:35 p.m.

1 stop5h 50m

C$ 276
Quickest round-trip

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 17/9

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

Chicago O'Hare Intl

Sun 20/9

7:25 a.m.-10:06 a.m.

Nonstop1h 41m

C$ 277

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

4:16 p.m.-9:19 p.m.

1 stop6h 03m

Chicago O'Hare Intl

Tue 9/6

8:08 a.m.-10:59 a.m.

Nonstop1h 51m

C$ 283

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 1/5

5:20 p.m.-6:21 p.m.

Nonstop2h 01m

Chicago O'Hare Intl

Wed 6/5

5:00 a.m.-11:43 a.m.

1 stop5h 43m

C$ 286

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 21/5

12:28 p.m.-5:05 p.m.

Nonstop3h 37m

Chicago O'Hare Intl

Tue 26/5

7:42 p.m.-10:37 p.m.

Nonstop3h 55m

C$ 294

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 20/5

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

Chicago O'Hare Intl

Wed 27/5

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

C$ 296

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 28/5

6:15 a.m.-10:45 a.m.

Nonstop3h 30m

Chicago O'Hare Intl

Sat 6/6

8:50 p.m.-11:38 p.m.

Nonstop3h 48m

C$ 336

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 28/4

7:40 a.m.-7:52 p.m.

2 stops11h 12m

Chicago O'Hare Intl

Tue 5/5

2:09 p.m.-11:00 p.m.

1 stop9h 51m

C$ 340

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 18/4

7:40 a.m.-7:52 p.m.

2 stops11h 12m

Chicago O'Hare Intl

Wed 22/4

2:09 p.m.-11:00 p.m.

1 stop9h 51m

C$ 342

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago O'Hare Intl Airport from

Flights to Chicago O'Hare Intl Airport - Travel Insights & Trends

Get data-powered insights and trends for flights to Chicago O'Hare Intl Airport to help you craft the best travel plan.

What cabin class options are available on Canada to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Canada to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as C$ 703. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Canada to Chicago O'Hare Intl Airport for around C$ 1,102.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

In general, November is the cheapest month to fly from Canada to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 301. The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Canada averaging around C$ 372.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the morning is the cheapest time of day to fly from Canada to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 755. Flying to Chicago O'Hare Intl Airport in the morning is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,157 on average. Flights to Chicago O'Hare Intl Airport from Canada at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Canada to Chicago O'Hare Intl flight route?

Fly from Toronto Pearson Intl to Chicago O'Hare Intl for the best Canada - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Canada when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around C$ 405 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Canada for as low as C$ 272 on momondo.

Cheapest flights to Chicago O'Hare Intl

Find the cheapest flights to Chicago O'Hare Intl from your nearest city or airport
Find Flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
CHEAPEST MONTH TO FLY TO CHICAGO O'HARE INTL AIRPORT FROM TORONTO PEARSON INTL AIRPORTJanuary13% cheaperFlying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport costs on average just C$ 356 in January
MOST EXPENSIVE MONTH TO FLY TO CHICAGO O'HARE INTL AIRPORT FROM TORONTO PEARSON INTL AIRPORTDecember13% more expensiveIt costs about C$ 461 for flights to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in December
MOST POPULAR MONTH TO FLY TO CHICAGO O'HARE INTL AIRPORT FROM TORONTO PEARSON INTL AIRPORTMay367% more users visitedMore momondo users searched in flights to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in May than any other month

Cheap Chicago O'Hare Intl Airport flight deals and tips

Summary info about Chicago O'Hare Intl Airport flight prices, duration and airlines

Best One-Way Price

C$ 165

Best Round-Trip Price

C$ 272

Fastest flight time

1h 56m

Popular in

December
The best one-way flight price to Chicago from Canada in the last 72 hours is C$ 165 (Calgary to Chicago O'Hare Intl).
Search Deals
The best round-trip flight price to Chicago from Canada in the last 72 hours is C$ 272 (Calgary to Chicago O'Hare Intl).
Search Deals
The fastest flight to Chicago from Canada takes 1h 56m (Toronto Island to Chicago O'Hare Intl).
Search Deals
December has the highest demand for flights to Chicago, with a 8% price increase on average.
Search Deals

Frequently asked questions about flying to Chicago O'Hare Intl Airport

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

In general, when looking for the cheapest flight to Chicago O'Hare Intl Airport, try to choose a flight departing in November for the best deal.

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

From most locations, to find the best deals on airfare, our data shows that users booking 87 days before flying found the cheapest flight to Chicago O'Hare Intl Airport.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

From most locations, the cheapest day to fly to Chicago O'Hare Intl Airport is Friday. Most users found that departing on a Tuesday was most expensive.

What is the cheapest time of day to fly to Chicago O'Hare Intl Airport?

On average you can find the best deals on plane tickets to Chicago O'Hare Intl Airport when looking for flights with Morning departure times.

Is there an alternative airport near Chicago O'Hare Intl Airport?

Finding an alternative and possibly cheaper destination airport near Chicago O'Hare Intl Airport is possible. If you are planning a flight to Chicago O'Hare Intl Airport, consider booking flights to Chicago Midway Airport (14 km from Chicago city centre) or Chicago Greater Rockford Airport (126 km from Chicago city centre).

Is there a cheaper alternative to flying into Chicago?

Chicago Midway Airport has an average price of C$ 390 per person and is typically the cheapest airport to fly into when visiting Chicago. This average price does vary based on departure city. Try momondo’s Airport-to-Airport Pricing Tool to find the cheapest flight.

What is the absolute cheapest flight to Chicago?

C$ 310 is the cheapest deal found on momondo in the last two weeks for a flight to Chicago. This flight is from Toronto and is 20% cheaper than most flights to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

Which airlines fly to Chicago O'Hare Intl Airport?

You can find flights to Chicago O'Hare Intl Airport from 7 airlines. If you’re unsure which to fly with, consider booking your flight with Air Canada, United Airlines or WestJet as these are the most popular among our users. Air Canada is the most favoured with 55% of momondo travellers booking flights with this airline.

When did momondo last update prices for flights to Chicago O'Hare Intl Airport?

Prices for flights to Chicago O'Hare Intl Airport refresh daily.

How many operators does momondo search for flights to Chicago O'Hare Intl Airport?

As of April 2026, there are 8 operators available to choose from for flights to Chicago O'Hare Intl Airport.

How old do you have to be to fly to Chicago O'Hare Intl Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Des Plaines
Merrillville
Hoffman Estates
Northbrook
Tinley Park
Skokie
Great Lakes
Wheeling
Hammond
Glenview
Harvey
Naperville
Munster
Elmhurst
DeKalb
Harvard
Oak Brook
Kankakee

Why use momondo?

Why should I use momondo to find a flight deal to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago.

Can I find flights to Chicago with flexible booking policies on momondo?

Flights to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights to Chicago?

Once all potential Chicago flight options are in front of you momondo lets you sort and filter flights based on preferences such as airline, price and flight times, amongst many other options.

I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to Chicago O'Hare Intl Airport ORD

Popular Flights to Chicago O'Hare Intl Airport

Popular routes according to searches in the past day on momondo
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Flights from Vancouver Intl to ORDfrom C$ 365
Flights from Calgary to ORDfrom C$ 188