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YTO - ORD

$111 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 5/7. 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
0 bags
Fri 5/31
Fri 6/7

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare 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
In the last 7 days travelers have searched 43,740,974 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
6:30 am - 4:35 pmYYZ-ORD
11h 05m1 stop
6:40 pm - 2:00 pmORD-YYZ
18h 20m1 stop
Wed, May 29 - Wed, Jun 5
6:30 am - 5:40 pmYYZ-ORD
12h 10m1 stop
10:58 am - 7:35 pmORD-YYZ
31h 37m3 stops
Tue, May 14 - Wed, May 15
7:45 am - 9:46 pmYYZ-ORD
15h 01m1 stop
6:40 pm - 2:00 pmORD-YYZ
18h 20m1 stop
Tue, May 28 - Tue, Jun 4
7:55 am - 8:51 amYYZ-ORD
1h 56mnonstop
6:00 pm - 8:43 pmORD-YYZ
1h 43mnonstop
$255United Airlines
Find Deal
Sun, Jun 16 - Sat, Jun 22
7:55 am - 8:51 amYYZ-ORD
1h 56mnonstop
9:15 pm - 11:58 pmORD-YYZ
1h 43mnonstop
$257United Airlines
Find Deal
Tue, May 28 - Tue, Jun 4
3:00 pm - 8:16 pmYYZ-ORD
6h 16m1 stop
6:00 pm - 8:43 pmORD-YYZ
1h 43mnonstop
$262Air Canada
Find Deal
Sat, May 25 - Sat, Jun 1
6:30 am - 7:25 amYYZ-ORD
1h 55mnonstop
7:25 am - 2:59 pmORD-YYZ
6h 34m1 stop
$265American Airlines
Find Deal
Wed, Jul 3 - Wed, Aug 7
3:45 pm - 7:22 pmYYZ-ORD
4h 37m1 stop
2:59 pm - 5:44 pmORD-YYZ
1h 45mnonstop
$270American Airlines
Find Deal
Tue, Aug 20 - Thu, Aug 22
7:50 pm - 8:44 pmYYZ-ORD
1h 54mnonstop
6:00 am - 8:45 amORD-YYZ
1h 45mnonstop
$273Air Canada
Find Deal
Fri, May 31 - Mon, Jun 3
2:00 pm - 2:54 pmYYZ-ORD
1h 54mnonstop
6:00 am - 8:45 amORD-YYZ
1h 45mnonstop
$274Lufthansa
Find Deal
Thu, May 23 - Sun, May 26

Flights from Toronto to O'Hare Intl - Travel Insights & Trends

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.

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

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Toronto to Chicago O'Hare Intl Airport.
Our data shows that the cheapest route for a one-way flight from Toronto to Chicago O'Hare Intl Airport cost $148 and was between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $232.

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

The average price of all flights from Toronto to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
For Toronto to Chicago O'Hare Airport, Wednesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago O'Hare Airport back to Toronto, the best deals are generally found on Friday, with Monday being the most expensive.

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 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 January, where tickets cost $234 on average. On the other hand, the most expensive months are August and July, where the average cost of tickets is $435 and $405 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Toronto to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 80 days before departure.

Which airlines provide the cheapest flights from Toronto to Chicago O'Hare Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Air Canada offered the best one-way deal for that route, at $151. KAYAK users also found Toronto to Chicago O'Hare Airport round-trip flights on United Airlines from $255 and on Air Canada from $262.

Which airlines fly most frequently between Toronto and Chicago O'Hare Airport?

United Airlines connects Toronto to Chicago O'Hare Airport up to 8 flights per day, followed by American Airlines (5 flights per day), and Air Canada (4 flights per day).

Which airlines fly non-stop between Toronto and Chicago O'Hare Intl Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Toronto to Chicago O'Hare Intl Airport.
There are 3 airlines that fly nonstop from Toronto to Chicago O'Hare Intl Airport. They are: Air Canada, American Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Air Canada at $211 for a one-way flight. On average, the best prices for this route can be found at United Airlines.

How many flights are there between Toronto and Chicago O'Hare Intl Airport per day?

Each day, there are between 17 and 20 nonstop flights that take off from Toronto and land in Chicago O'Hare Intl Airport, with an average flight time of 1h 57m. The most common departure time is 7:00 am and most flights take off in the morning. Each week, there are 130 flights. The most frequent day of departure is Sunday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Toronto and Chicago O'Hare Intl Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Toronto to Chicago O'Hare Airport take?

Nonstop flights from Toronto generally make it to Chicago O'Hare Airport in 1h 53m. The flying distance between the two cities is 447 miles.

What’s the earliest departure time from Toronto to Chicago O'Hare Airport?

Early birds can take the earliest flight from Toronto at 6:30 am and will be landing in Chicago O'Hare Intl Airport at 7:25 am.

What’s the latest departure time from Toronto to Chicago O'Hare Airport?

If you prefer to fly at night, the latest flight from Toronto to Chicago O'Hare Intl Airport jets off at 9:00 pm and lands at 10:04 pm.

Good to know

Low season

March

High season

August

Cheapest flight

$111
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 31% 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.

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 $111 for a one-way ticket and $205 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, American Airlines, 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 Boeing 737 MAX 8 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 $313 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 $371 and an overall rating of 7.3.

  • 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.

See more FAQs

Top tips for finding a cheap flight from Toronto to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $189 or less one-way and $314 or less round-trip.

Prefer to fly non-stop from Toronto to Chicago O'Hare Airport?

Find which airlines fly direct from Toronto to O'Hare Intl, which days they fly and book direct flights.

Nonstop departures

Toronto to Chicago O'Hare Intl

Monday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Tuesday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Wednesday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Thursday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Friday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Saturday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

Sunday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to Toronto

Monday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Tuesday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Wednesday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Thursday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Friday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

Saturday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Sunday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

See more direct flights
See more direct flights

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 11159 reviews
6.7Food
8.1Crew
7.7Boarding
7.1Entertainment
7.2Comfort
Airline reviews

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

8.0 ExcellentAnonymous, Apr 2024YUL - ORD
Read more about United Airlines reviews

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints

It was an excellent experience, traveling from Toronto to Denver with United.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

Flight was delayed, I had to put my luggage all the way in the back! They served only a beverage no snack on the way in Air Canada, definitely not a good first impression.

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

I didn’t like the fact that all the customs officers went to lunch so I was in line for 90 minutes due to where the staff directed me. We were told three very different reasons for why the plane was delayed. It was a crowded plane with difficult storage situations for the Carry On bags. The Air Canada airline staff were all very good and professional. I was so disappointed in my cheese and fruit box as the cheese had molded and the fruit wasn’t fresh so I couldn’t eat the majority of the food. This was the last meal I could find as the restaurants had closed when I got in to my destination. I think you could work on improving the food quality.

Once again my complaint is how close the seats are together. Also, the bathrooms were not very clean by the second half of the flight.

Excellent in flight service, perhaps the best we've ever had. Business class feels tired and needs improvement to compete with other airlines. The food looked good but tasted terrible. Check in was quick, the flight arrived early and our luggage was on our flight with us.

The staff were so kind and helpful. We flew back from NY with another airline and it was horrible. We will always stick with Air Canada as everything was far better!

The boarding process in Toronto bad as they share space with domestic flights and when those domestic flights come in you are locked out behind closed doors until they are done and then its a mad rush to get your boarding gates and board. This is not so much due to Air Canada but with the GTAA, but Air Canada could use different gates especially early morning in order to prevent such travel angst.

Terrible quality wifi and they charge a lot for it. They nickel and dime you for everything.

Book cheap flights from Toronto to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Toronto to Chicago found on KAYAK in the last 72 hours.
5/7Tue
1 stop
12h 16mYYZ-ORD
$111
5/7Tue
1 stop
11h 15mYYZ-ORD
$113
7/29Mon
nonstopAir Canada
1h 56mYYZ-ORD
$151
6/1Sat
1 stopAir Canada
5h 56mYTZ-ORD
$151
5/31Fri
nonstopAmerican Airlines
1h 56mYYZ-ORD
$152
5/27Mon
nonstopUnited Airlines
1h 54mYYZ-ORD
$155
6/5Wed
nonstopAmerican Airlines
1h 55mYYZ-ORD
$165
5/27Mon
1 stopDelta
4h 16mYYZ-ORD
$168
5/27Mon
1 stopDelta
4h 16mYYZ-ORD
$170
7/7Sun
nonstopUnited Airlines
1h 56mYYZ-ORD
$224

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Last minute flights from Toronto to O'Hare Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Toronto to Chicago that are departing in the next 10 days.
5/6Mon
multi-stop
39h 15mYYZ-ORD
5/9Thu
multi-stop
11h 35mORD-YYZ
$323
5/6Mon
multi-stop
39h 15mYYZ-ORD
5/10Fri
multi-stop
21h 55mORD-YYZ
$344
5/5Sun
nonstopAmerican Airlines
1h 55mYYZ-ORD
5/15Wed
multi-stopAmerican Airlines
5h 10mORD-YYZ
$403
5/6Mon
multi-stopWestJet
10h 59mYYZ-ORD
5/13Mon
multi-stopWestJet
9h 00mORD-YYZ
$405
5/5Sun
multi-stopAmerican Airlines
5h 15mYYZ-ORD
5/15Wed
multi-stopAmerican Airlines
5h 10mORD-YYZ
$412
5/5Sun
nonstopAir Canada
2h 01mYYZ-ORD
5/15Wed
nonstopAir Canada
1h 48mORD-YYZ
$418
5/5Sun
multi-stopWestJet
7h 21mYYZ-ORD
10/1Tue
multi-stopWestJet
4h 36mORD-YYZ
$421
5/5Sun
nonstopAir Canada
1h 59mYYZ-ORD
10/1Tue
nonstopAir Canada
1h 37mORD-YYZ
$429
5/5Sun
nonstopUnited Airlines
1h 59mYYZ-ORD
10/1Tue
multi-stopUnited Airlines
4h 44mORD-YYZ
$433
5/5Sun
nonstopUnited Airlines
1h 59mYYZ-ORD
5/9Thu
nonstopUnited Airlines
1h 48mORD-YYZ
$480

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Flights to Chicago O'Hare Airport

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Toronto

Cabin classes:

$963
$508
$1,682
$232