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Flights to Chicago O'Hare Intl

C$ 140 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 27/2. 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$ 232WestJet
Mon, 2 Feb - Fri, 13 Feb
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$ 236WestJet
Mon, 2 Feb - Mon, 9 Feb
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$ 242WestJet
Mon, 2 Feb - Mon, 9 Feb
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$ 244WestJet
Fri, 6 Feb - Fri, 13 Feb
American Airlines Logo
7:04 p.m. - 8:04 p.m.
YYZ
-
ORD
2h 00mdirect
American Airlines Logo
8:06 a.m. - 3:30 p.m.
ORD
-
YYZ
6h 24m1 stop
C$ 253American Airlines
Tue, 3 Feb - Tue, 10 Feb
American Airlines Logo
6:00 a.m. - 7:15 a.m.
YYZ
-
ORD
2h 15mdirect
American Airlines Logo
8:09 a.m. - 3:30 p.m.
ORD
-
YYZ
6h 21m1 stop
C$ 254American Airlines
Thu, 5 Feb - Sun, 8 Feb
United Airlines Logo
6:15 a.m. - 10:53 p.m.
YYC
-
ORD
15h 38m1 stop
United Airlines Logo
8:41 a.m. - 11:31 a.m.
ORD
-
YYC
3h 50mdirect
C$ 258United Airlines
Wed, 25 Feb - Tue, 3 Mar
Air Canada Logo
6:40 p.m. - 7:45 p.m.
YYZ
-
ORD
2h 05mdirect
Air Canada Logo
10:00 a.m. - 12:40 p.m.
ORD
-
YYZ
1h 40mdirect
C$ 264Air Canada
Wed, 18 Feb - Wed, 25 Feb
Air Canada Logo
6:45 p.m. - 7:45 p.m.
YYZ
-
ORD
2h 00mdirect
Air Canada Logo
8:40 p.m. - 11:19 p.m.
ORD
-
YYZ
1h 39mdirect
C$ 265Air Canada
Tue, 3 Feb - Fri, 6 Feb
Delta Logo
6:00 a.m. - 1:20 p.m.
YUL
-
ORD
8h 20m1 stop
Delta Logo
6:30 a.m. - 11:59 a.m.
ORD
-
YUL
4h 29m1 stop
C$ 298Delta
Thu, 19 Feb - Sun, 22 Feb

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 January 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

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 2/2

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

Nonstop3h 35m

Chicago O'Hare Intl

Fri 13/2

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

Nonstop3h 55m

C$ 232

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 2/2

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

Nonstop3h 35m

Chicago O'Hare Intl

Mon 9/2

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

Nonstop3h 55m

C$ 236

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 2/2

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

Nonstop3h 35m

Chicago O'Hare Intl

Mon 9/2

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

Nonstop3h 55m

C$ 242

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 6/2

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

Nonstop3h 35m

Chicago O'Hare Intl

Fri 13/2

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

Nonstop3h 55m

C$ 244

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 3/2

7:04 p.m.-8:04 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Tue 10/2

8:06 a.m.-3:30 p.m.

1 stop6h 24m

C$ 253

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 5/2

6:00 a.m.-7:15 a.m.

Nonstop2h 15m

Chicago O'Hare Intl

Sun 8/2

8:09 a.m.-3:30 p.m.

1 stop6h 21m

C$ 254

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 25/2

6:15 a.m.-10:53 p.m.

1 stop15h 38m

Chicago O'Hare Intl

Tue 3/3

8:41 a.m.-11:31 a.m.

Nonstop3h 50m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 18/2

6:40 p.m.-7:45 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Wed 25/2

10:00 a.m.-12:40 p.m.

Nonstop1h 40m

C$ 264

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 3/2

6:45 p.m.-7:45 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Fri 6/2

8:40 p.m.-11:19 p.m.

Nonstop1h 39m

C$ 265

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 19/2

6:00 a.m.-1:20 p.m.

1 stop8h 20m

Chicago O'Hare Intl

Sun 22/2

6:30 a.m.-11:59 a.m.

1 stop4h 29m

C$ 298

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$ 665. 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$ 1,078.

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$ 297. The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Canada averaging around C$ 361.

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

In the evening 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$ 630. Flying to Chicago O'Hare Intl Airport in the evening 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$ 1,114 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 Calgary 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$ 394 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$ 268 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 AIRPORTMay13% cheaperFlying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport costs on average just C$ 346 in May
MOST EXPENSIVE MONTH TO FLY TO CHICAGO O'HARE INTL AIRPORT FROM TORONTO PEARSON INTL AIRPORTDecember14% more expensiveIt costs about C$ 452 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 AIRPORTMay292% 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$ 140

Best Round-Trip Price

C$ 232

Fastest flight time

2h 05m

Popular in

January
The best one-way flight price to Chicago from Canada in the last 72 hours is C$ 140 (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$ 232 (Calgary to Chicago O'Hare Intl).
Search Deals
The fastest flight to Chicago from Canada takes 2h 05m (Toronto Pearson Intl to Chicago O'Hare Intl).
Search Deals
January has the highest demand for flights to Chicago, with a 20% 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 91 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 Evening 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$ 241 is the cheapest deal found on momondo in the last two weeks for a flight to Chicago. This flight is from Toronto and is 38% 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 58% 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 January 2026, there are 9 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
Hoffman Estates
Northbrook
Tinley Park
Munster
Skokie
Hammond
Harvey
Naperville
Great Lakes
Glenview
Wheeling
Des Plaines
Elmhurst
Harvard
Merrillville
Elk Grove Village
Oak Brook
Kenosha

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
Flights from Toronto Pearson Intl to ORDfrom C$ 239
Flights from Montreal Pierre Elliott Trudeau Intl to ORDfrom C$ 266
Flights from Ottawa to ORDfrom C$ 290
Flights from Vancouver Intl to ORDfrom C$ 277
Flights from Calgary to ORDfrom C$ 142