YTO - ORD

$117 Find Cheap Flights from Toronto to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Toronto to O'Hare Intl departing on 2/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$173
Overall average: $302
Air Canada
Thu 1/29Sun 2/1
YYZ - ORD • Non-stop
Cheapest non-stop
$179
Typical prices: $267-$369
United Airlines
Thu 1/29Sun 2/1
YYZ - ORD • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts and KAYAK users. AI can make mistakes.
Air Canada's Preferred Economy offers extra legroom.
United's carry-on size is smaller for US-bound flights.
Expert advice
Expert advice
+1
+1
Expert advice
Expert advice
+1
Top airlines
United Airlines
Cheapest • from $185 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
YYZ-ORD
Cheapest • 59% average savings
YYZ-ORD
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 50% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
November
Cheapest • 29% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Toronto to O'Hare Intl (YTO-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Toronto to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Toronto to O'Hare Intl

Thu, Jan 29 - Sun, Feb 1
Air Canada Logo
2:15 pm - 3:10 pm
YYZ
-
ORD
1h 55mnonstop
Air Canada Logo
2:00 pm - 4:39 pm
ORD
-
YYZ
1h 39mnonstop
$173Air Canada
Sat, Jan 24 - Sun, Feb 1
Air Canada Logo
12:05 pm - 1:01 pm
YYZ
-
ORD
1h 56mnonstop
Air Canada Logo
8:00 am - 10:40 am
ORD
-
YYZ
1h 40mnonstop
$178Air Canada
Thu, Jan 29 - Sun, Feb 1
United Airlines Logo
9:00 pm - 10:05 pm
YYZ
-
ORD
2h 05mnonstop
United Airlines Logo
11:15 am - 2:01 pm
ORD
-
YYZ
1h 46mnonstop
$179United Airlines
Wed, Jan 21 - Wed, Jan 28
Air Canada Logo
2:15 pm - 3:10 pm
YYZ
-
ORD
1h 55mnonstop
Air Canada Logo
8:45 pm - 11:20 pm
ORD
-
YYZ
1h 35mnonstop
$180Air Canada
Thu, Jan 29 - Sun, Feb 1
Air Canada Logo
9:00 am - 2:55 pm
YYZ
-
ORD
6h 55m1 stop
Air Canada Logo
8:40 pm - 11:19 pm
ORD
-
YYZ
1h 39mnonstop
$181Air Canada
Sun, Jan 25 - Wed, Jan 28
Air Canada Logo
6:45 pm - 7:45 pm
YYZ
-
ORD
2h 00mnonstop
Air Canada Logo
8:45 pm - 11:20 pm
ORD
-
YYZ
1h 35mnonstop
$182Air Canada
Fri, Jan 23 - Fri, Jan 30
Air Canada Logo
12:05 pm - 1:01 pm
YYZ
-
ORD
1h 56mnonstop
Air Canada Logo
8:45 pm - 11:20 pm
ORD
-
YYZ
1h 35mnonstop
$183Air Canada
Thu, Feb 5 - Thu, Feb 12
American Airlines Logo
3:45 pm - 10:20 pm
YYZ
-
ORD
7h 35m1 stop
American Airlines Logo
7:19 am - 1:03 pm
ORD
-
YYZ
4h 44m1 stop
$184American Airlines
Mon, Feb 23 - Wed, Feb 25
Multiple Airlines Logo
7:25 am - 6:52 pm
YHM
-
ORD
12h 27m1 stop
Multiple Airlines Logo
5:15 am - 3:00 pm
ORD
-
YHM
8h 45m1 stop
$269Multiple Airlines
Wed, Jan 7 - Wed, Jan 14
Multiple Airlines Logo
2:05 pm - 8:30 pm
YTZ
-
ORD
31h 25m2 stops
Multiple Airlines Logo
12:00 pm - 10:10 pm
ORD
-
YTZ
9h 10m1 stop
$276Multiple Airlines
Booking Insights

KAYAK's insights & trends for Toronto to O'Hare Intl flights

Get data-powered insights and trends into flights from Toronto to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Toronto to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Toronto to Chicago O'Hare Intl Airport departing in January.

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

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Toronto to Chicago O'Hare Intl Airport costs $179 on the route between Toronto Pearson Intl Airport (YYZ) and Chicago O'Hare Intl Airport (ORD). Over the past month, this route was, on average, 59% cheaper than other Toronto-Chicago O'Hare Intl Airport routes. It is also the most popular route.

What’s the cheapest day of the week to fly from Toronto to Chicago O'Hare Airport?

The average price of all round-trip flights from Toronto to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago O'Hare Airport on a Friday and more expensive on a Monday. On your return trip to Toronto, you should consider flying back on a Thursday, and avoid Sundays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Toronto to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Toronto to Chicago O'Hare Intl Airport is November, where tickets cost $216 (return) on average. On the other hand, the most expensive months are July and January, where the average cost of round-trip tickets is $383 and $377 respectively.

Can I save money by flying with a layover from Toronto to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $293 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Toronto to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Toronto to Chicago O'Hare Intl Airport, you should book around 4 weeks before departure, which saves you about 50% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Expert advice

Expert advice for your flight from Toronto to O'Hare Intl

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Qatar Airways

Economy includes a free checked bag, enhancing value.


Business Class Qsuite offers suite-style privacy with closing doors.

Air Canada

Preferred Economy offers 4 extra inches of legroom for added comfort.


Priority boarding for Preferred Seat passengers enhances boarding efficiency.

United Airlines

Economy Plus offers 6 inches more legroom than standard economy, enhancing comfort.


Priority Boarding in Zone 2 helps avoid gate-checking carry-ons.

American Airlines

Basic Economy offers carry-on only travel with late boarding; compare total costs with Main Cabin.


Main Cabin Extra offers early boarding and complimentary drinks, ideal for longer flights.

Airports
YYZ

For a smooth departure from YYZ, consider using the UP Express train. It connects to downtown Toronto in just 25 minutes, avoiding traffic delays.

ORD

Upon arrival at ORD, take the CTA Blue Line train to downtown Chicago. It runs 24/7 and avoids traffic, reaching the Loop in about 45 minutes.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Qatar Airways, Air Canada, United Airlines, ORD and YYZ

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more

Good to know

Low seasonNovember
Cheapest flight$117
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 25% increase in price.
Flight from Toronto Pearson Airport to Chicago O'Hare Airport

When to book flights from Toronto to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Toronto to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Flights from Toronto to O'Hare Intl: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Toronto to O'Hare Intl 
BrianFlew with Air Canada
YYZ
-
ORD
Oct 2024
Be prepared for a labyrinthine experience traversing the various levels and passages of the Toronto airport. Bring quality walking shoes, as it is likely well over a km in total walking time.
Verified travelerFlew with United Airlines
YYZ
-
ORD
Mar 2024
Carry-on baggage sizing for United US bound flights appears to be much smaller than for Canadian flights, which forced me to check my bag at the last minute. So check online ahead of time

FAQs for booking Toronto to Chicago O'Hare Airport flights

  • What is the cheapest flight from Toronto to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Toronto to Chicago O'Hare Intl Airport was $117 for a one-way ticket and $179 for a round-trip.

  • Do I need a passport to fly between Toronto and Chicago O'Hare Airport?

    Yes, you’ll need a passport to travel to Chicago O'Hare Airport from Toronto.

  • Which airports will I be using when flying from Toronto to Chicago O'Hare Airport?

    Toronto is served by 2 major airports and there is only 1 main airport in Chicago O'Hare Airport. You will leave Toronto from one of these airports: Toronto Island or Toronto Pearson Intl. You will be arriving at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Toronto to Chicago O'Hare Airport?

    Air Canada, United Airlines, and American Airlines offer inflight Wi-Fi service on the Toronto to Chicago O'Hare Airport flight route.

  • Which aircraft models fly most regularly from Toronto to Chicago O'Hare Airport?

    The De Havilland (Bombardier) DHC-8-400 Dash 8Q is the aircraft model that flies most regularly on the Toronto to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Toronto to Chicago O'Hare Airport?

    oneworld, and Star Alliance are the airline alliances operating flights between Toronto and Chicago O'Hare Airport, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Toronto to Chicago O'Hare Airport?

    There are nonstop flights from Toronto to Chicago O'Hare Airport on a daily basis.

  • Which is the best airline for flights from Toronto to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Toronto to Chicago are United Airlines and American Airlines. With an average price for the route of $233 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $419 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Toronto to Chicago O'Hare Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Toronto to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Toronto to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Toronto is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Toronto to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Toronto with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Toronto to Chicago O'Hare Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Toronto up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Toronto to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $262 or less one-way and $324 or less round-trip.

Prefer to fly direct from Toronto to Chicago O'Hare Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Toronto to Chicago O'Hare Intl.
Find which airlines fly direct from Toronto to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Toronto to Chicago O'Hare Intl

Monday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Tuesday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Wednesday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Thursday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Friday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Saturday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Sunday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

See more direct flights

Direct returns

Chicago O'Hare Intl to Toronto

Monday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Tuesday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Wednesday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Thursday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Friday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Saturday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

Sunday

Air Canada, American Airlines, United Airlines

Air Canada, American Airlines, +1 more

See more direct flights

Reviews of the top 3 airlines serving from Toronto to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Toronto to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Toronto to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9095 reviews
7.3Comfort
6.6Food
8.1Crew
7.7Boarding
7.1Entertainment
Airline reviews

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

10.0 ExcellentMichele, Dec 2025
RSW - ORD
Read more United Airlines reviews

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

United has come a long way, it’s been a fantastic experience traveling with them.

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Baggage delayed we had to catch our cruise without any clothes 😒

Air Canada Rouge is great. Toronto Airport is the usual nightmare

Good but need to be better with the flight times.

The staff was great and made the long trip easy peasy!

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

Extremely turbulent landing. Crew was friendly and plane comfortable. Airport and US pre clearance was understaffed

The airplane is way too tight, you can hardly enter into your row to sit.. more like kids seats than adults.

Everything you need to know for your flight from Toronto to O'Hare Intl

Information on your arrival and departure airports