YTO - ORD

$126 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 6/11. 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
$194
Porter Airlines
ons 9/2mån 9/7
YTZ - ORD • Non-stop
Cheapest non-stop
$230
Typical prices: $222-$346
Air Canada
tors 4/30mån 5/4
YYZ - ORD • Non-stop
Advice from real travelers
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
Cheapest • from $194 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Air Canada, American Airlines and United Airlines. Average duration is 2h 03m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 14% average savings
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 92% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 53% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 28% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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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

ons, sep 2 - mån, sep 7
Porter Airlines Logo
10:05 am - 11:00 am
YTZ
-
ORD
1h 55mnonstop
Porter Airlines Logo
7:00 am - 9:40 am
ORD
-
YTZ
1h 40mnonstop
$194Porter Airlines
tors, sep 10 - sön, sep 13
Porter Airlines Logo
10:05 am - 11:00 am
YTZ
-
ORD
1h 55mnonstop
Porter Airlines Logo
11:45 am - 2:25 pm
ORD
-
YTZ
1h 40mnonstop
$204Porter Airlines
lör, sep 12 - sön, sep 13
Porter Airlines Logo
1:40 pm - 2:35 pm
YTZ
-
ORD
1h 55mnonstop
Porter Airlines Logo
3:20 pm - 6:00 pm
ORD
-
YTZ
1h 40mnonstop
$205Porter Airlines
ons, sep 9 - ons, sep 16
Porter Airlines Logo
10:05 am - 11:00 am
YTZ
-
ORD
1h 55mnonstop
Porter Airlines Logo
7:00 am - 9:40 am
ORD
-
YTZ
1h 40mnonstop
$211Porter Airlines
tors, jul 9 - mån, jul 13
United Airlines Logo
8:50 am - 9:50 am
YYZ
-
ORD
2h 00mnonstop
United Airlines Logo
7:09 am - 9:54 am
ORD
-
YYZ
1h 45mnonstop
$219United Airlines
lör, jul 25 - ons, jul 29
United Airlines Logo
8:50 am - 9:50 am
YYZ
-
ORD
2h 00mnonstop
United Airlines Logo
9:15 pm - 11:59 pm
ORD
-
YYZ
1h 44mnonstop
$221United Airlines
lör, maj 9 - tis, maj 12
Delta Logo
6:10 am - 8:45 am
YYZ
-
ORD
3h 35m
1 stop
Delta Logo
2:45 pm - 9:19 pm
ORD
-
YYZ
5h 34m
1 stop
$225Delta
tors, apr 30 - mån, maj 4
Air Canada Logo
2:15 pm - 3:15 pm
YYZ
-
ORD
2h 00mnonstop
Air Canada Logo
8:20 pm - 11:03 pm
ORD
-
YYZ
1h 43mnonstop
$230Air Canada
tors, apr 23 - mån, apr 27
Air Canada Logo
2:15 pm - 3:15 pm
YYZ
-
ORD
2h 00mnonstop
Air Canada Logo
2:00 pm - 4:43 pm
ORD
-
YYZ
1h 43mnonstop
$239Air Canada
tors, apr 16 - sön, apr 19
American Airlines Logo
6:15 am - 7:25 am
YYZ
-
ORD
2h 10mnonstop
American Airlines Logo
8:06 am - 10:53 am
ORD
-
YYZ
1h 47mnonstop
$242American 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 September.

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 $194 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, 14% 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 Thursday 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 $381 and $355 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.

No, with an average price for the route of $308, prices are generally cheapest when you fly direct.

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 53% 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.
Our travel experts
Stefanie Waldek

Stefanie Waldek

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

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.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Good to know

Low seasonNovember
Cheapest flight$126
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Toronto Island 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 $126 for a one-way ticket and $194 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, and United 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 Embraer 175 (Enhanced Winglets) 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 Air Canada?

    The two airlines most popular with KAYAK users for flights from Toronto to Chicago are United Airlines and Air Canada. With an average price for the route of $232 and an overall rating of 7.4, United Airlines is the most popular choice. Air Canada is also a great choice for the route, with an average price of $330 and an overall rating of 7.1.

  • 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 $182 or less one-way and $384 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 9435 reviews
7.7Boarding
7.3Comfort
8.1Crew
7.1Entertainment
6.6Food
Airline reviews

Would've been great if Lufthansa union cockpit pilots didn't strike for 2 days and caused a chaos to my returning plans to USA, and then after rebooking a flight 2 days later tge plane departed 35 min later. So I did not have a good experience.

6.0 GoodAnonymous, Mar 2026
FRA - ORD
Read more United Airlines reviews

Would've been great if Lufthansa union cockpit pilots didn't strike for 2 days and caused a chaos to my returning plans to USA, and then after rebooking a flight 2 days later tge plane departed 35 min later. So I did not have a good experience.

They never clean the toilet, and the food is worse

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Chargers didn’t work, no entertainment and we had to wait for taxiing for easily 40 minutes after arriving early. Bags were late too!

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

This Japanese airline provides great service and very helpful in assisting their passengers.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

I understand that there is a catering issue - water should be the minimum stock. During the flight, not once that the attendants came through with water. The conversations in the kitchen were very loud and they were swearing. I do not expect any white glove service, at the minimum, we should be cordial. It was almost an inconveniece that we were on the flight. And it made us feel if you even dare question us, we'll make you deplane.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Terrible…. Reported missing luggage’s with injectable meds that needed refrigeration. Yet, delivery could not be expedited. Luggage’s were delivered 5 days after arrival. The meds were useless as ice pack had melted. So disappointed!!!

My seat was covered in vomit and I will be reaching out to Air Canada

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.

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

Information on your arrival and departure airports