Cheap flights from Toronto to Chicago-O'Hare Intl

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The best prices from Toronto to Chicago-O'Hare Intl are usually found in March or July, booked 48 days in advance, depart on a Thursday or Wednesday and return on a Tuesday

How to find the cheapest flight from
Toronto (YTO) to Chicago-O'Hare Intl (ORD)

YTO - ORD
Price
C$ 300 - C$ 404
ORD
Temperature
2 - 30 °C
ORD
Rainfall
39 - 123 mm

Popular in

January

High demand for flights, 14% potential price rise

Cheapest in

March

Best time to find cheap flights, 13% potential price drop

Round-trip from

C$ 300

From Toronto to Chicago-O'Hare Intl

One-way from

C$ 221

One-way flight from Toronto to Chicago-O'Hare Intl

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Toronto to Chicago-O'Hare Intl?

Sunday flights are generally found to be more expensive for flights from Toronto to Chicago-O'Hare Intl. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago-O'Hare Intl.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 34 days in advance, which can save you up to 86% on flights from Toronto to Chicago-O'Hare Intl compared to booking the week you need them. Waiting 34 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 460. For sooner than that we have options available in the next 3 days from C$ 623.

What is the cheapest month to fly from Toronto to Chicago-O'Hare Intl?

The best pricing can be found in the month of April. Prices to Chicago-O'Hare Intl from Toronto average C$ 335. You can even find prices in April for less than C$ 335, as users have found deals to Chicago-O'Hare Intl from as low as C$ 253. The month of January appears to be one of the more expensive times to travel to Chicago-O'Hare Intl from Toronto. Flying in the targeted month can save you up to 10%.

When is the cheapest time to fly from Toronto to Chicago-O'Hare Intl (YTO - ORD)?

One of the essential ways to save on airfare from Toronto to Chicago-O'Hare Intl is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 15% on airfare.

Cheap flights from Toronto to Chicago-O'Hare Intl in October, November 2020

The best prices found for YTO to ORD flights for October, November
30 Oct - 6 Nov
C$ 285pp
YYZ
Toronto Pearson Intl
Qantas Airways
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Qantas Airways
Direct
YYZ
Toronto Pearson Intl
21 Nov - 7 Dec
C$ 298pp
YYZ
Toronto Pearson Intl
American Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
YYZ
Toronto Pearson Intl
10 Nov - 15 Nov
C$ 300pp
YYZ
Toronto Pearson Intl
United Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Direct
YYZ
Toronto Pearson Intl

Toronto to Chicago-O'Hare Intl 2020 flight deals

Cheap flights to Chicago-O'Hare Intl from Toronto found for this year
5 Dec - 8 Dec
C$ 257pp
YYZ
Toronto Pearson Intl
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YYZ
Toronto Pearson Intl
5 Dec - 8 Dec
C$ 260pp
YYZ
Toronto Pearson Intl
Air Canada
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YYZ
Toronto Pearson Intl
5 Dec - 8 Dec
C$ 262pp
YYZ
Toronto Pearson Intl
Air Canada
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YYZ
Toronto Pearson Intl

Direct flights to Chicago-O'Hare Intl from Toronto

Save time with Toronto to Chicago-O'Hare Intl direct flight deals
5 Dec - 8 Dec
C$ 264pp
YYZ
Toronto Pearson Intl
Air Canada
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
Direct
YYZ
Toronto Pearson Intl
24 Dec - 3 Jan
C$ 298pp
YYZ
Toronto Pearson Intl
American Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Direct
YYZ
Toronto Pearson Intl
20 Nov - 29 Nov
C$ 300pp
YYZ
Toronto Pearson Intl
United Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Direct
YYZ
Toronto Pearson Intl

Last minute flights from Toronto to Chicago-O'Hare Intl

Late deals on round-trip flights to Chicago-O'Hare Intl from Toronto, departing today and this week
8 Nov - 9 Nov
C$ 334pp
YYZ
Toronto Pearson Intl
American Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
YYZ
Toronto Pearson Intl
6 Nov - 14 Nov
C$ 335pp
YYZ
Toronto Pearson Intl
American Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
YYZ
Toronto Pearson Intl
8 Nov - 10 Nov
C$ 337pp
YYZ
Toronto Pearson Intl
United Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Direct
YYZ
Toronto Pearson Intl

One-way flights to Chicago-O'Hare Intl from Toronto

The cheapest one-way flights from Toronto to Chicago-O'Hare Intl
10:55 a.m. - 12:00 p.m.
WestJet
2 stops
26h 05m
YHM - ORD
WestJet
C$ 222
5:10 a.m. - 10:22 a.m.
Air Canada
2 stops
6h 12m
YYZ - ORD
Air Canada
C$ 276
KAYAK
1:30 a.m. - 4:24 a.m.
Delta
1 stop
3h 54m
YYZ - ORD
Delta
C$ 278
Delta

Related info for your journey

Useful info, stats and facts about Toronto to Chicago-O'Hare Intl flights.

Flight FAQs

From Toronto to Chicago-O'Hare Intl

Can I find flights from Toronto to Chicago-O'Hare Intl for under C$ 398 on Cheapflights?

Yes, there are multiple flights from Toronto to Chicago-O'Hare Intl for under C$ 398. The cheapest flight booked recently is on Air Canada for just C$ 289, but on average you can expect to pay C$ 309.

What safety measures are being taken by airlines flying from Toronto to Chicago O'Hare Intl to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. New policies for travellers booking flights from Toronto to Chicago O'Hare Intl include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially-distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from Toronto to Chicago O'Hare Intl have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Toronto to Chicago O'Hare Intl that may be offering flexible cancellation policies are Air Canada, American Airlines, and United Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Are there direct flights from Toronto to Chicago-O'Hare Intl for under C$ 265 on Cheapflights?

Cheapflights has 16 direct flights from Toronto to Chicago-O'Hare Intl under C$ 265. A good price for a direct flight from Toronto to Chicago-O'Hare Intl is less than C$ 400.

Are there last-minute flights available from Toronto to Chicago-O'Hare Intl for under C$ 398?

There are currently 20+ open flights from Toronto to Chicago-O'Hare Intl within the next 7 days for less than C$ 398.

What days are direct flights available from Toronto to Chicago-O'Hare Intl?

Direct flights can be found on the following days: Sunday, Thursday, Saturday.

How many flights depart from Toronto to Chicago-O'Hare Intl on average per day?

On average 10 flights depart from Toronto to Chicago O'Hare Intl per day.
Morning (6am - Noon) - 90% of flight departures
Afternoon (Noon - 6pm) - 10% of flight departures

Is Toronto weather warmer or cooler than Chicago-O'Hare Intl?

We forecast the temperature to be around the 30 °C's in July, on average. The temperature in Chicago-O'Hare Intl is generally hotter than in Toronto. Book flights in a timely manner in correlation to your departure date.

How long is the flight from Toronto to Chicago-O'Hare Intl?

A quick flight from Toronto to Chicago-O'Hare Intl can take about 1h 50m. United Airlines provides one of the quickest options available for as low as C$ 339. There are 703 km between Toronto and Chicago-O'Hare Intl. This flight may include one or multiple stops.

What are the cheapest airlines to flying from Toronto to Chicago-O'Hare Intl round-trip?

Flying on Air Canada is currently your cheapest option to Chicago-O'Hare Intl, with prices starting at C$ 289. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at C$ 297 and C$ 320, respectively. You may be able to fly from Toronto to Chicago-O'Hare Intl for 16% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Toronto to Chicago-O'Hare Intl one-way?

The cheapest airlines for a one-way flight from Toronto to Chicago-O'Hare Intl are American Airlines (C$ 175), United Airlines (C$ 183), and Air Canada (C$ 185).

Alternative routes for Toronto to Chicago-O'Hare Intl

Destination information for Chicago-O'Hare Intl

Things to know before you go. Useful info for your trip from Toronto to Chicago-O'Hare Intl
Today's exchange rate
C$ 1 = $0.76
Flight duration
1h 47m
Average temperature for October in Chicago-O'Hare Intl
18.0 °C
Avg rainfall for October in Chicago-O'Hare Intl
85.0 mm

Airports servicing Toronto

Billy Bishop Toronto City Airport (YTZ)
Kitchener (YKF)
Hamilton (YHM)

Airports servicing Chicago

Hourly flight availability from Toronto to Chicago-O'Hare Intl

Morning 6 AM to noon 67% of flight departures
Afternoon Noon to 6 PM 32% of flight departures
Early morning Midnight to 6 AM 1% of flight departures
Evening 6 PM to midnight 0% of flight departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Toronto to Chicago-O'Hare Intl
Sunday
2 daily flights
Monday
2 daily flights
Tuesday
2 daily flights
Wednesday
8 daily flights
Thursday
15 daily flights
Friday
9 daily flights
Saturday
4 daily flights
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