$106 Cheap flights from Pearson Intl. to O'Hare Intl. (YYZ to ORD)

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Find The Best Dates To Fly from Pearson Intl. to O'Hare Intl.

Compare Flight Prices from Toronto to Chicago

Affordable Airfare Tickets from YYZ to ORD Airport

The cheapest flights to O'Hare Intl. found within the past 7 days were $162 round trip and $106 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Jul 11 - Sun, Jul 13
YYZ
Toronto
ORD
Chicago
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Jul 11 from Toronto to Chicago, returning Sun, Jul 13, priced at $162 found 2 days ago
Sun, Jul 27 - Thu, Jul 31
YYZ
Toronto
ORD
Chicago
$162 Roundtrip, found 5 days ago
$162
Roundtrip
found 5 days ago
Select United flight, departing Sun, Jul 27 from Toronto to Chicago, returning Thu, Jul 31, priced at $162 found 5 days ago
Sun, Aug 3 - Thu, Aug 7
YYZ
Toronto
ORD
Chicago
$172 Roundtrip, found 2 days ago
$172
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sun, Aug 3 from Toronto to Chicago, returning Thu, Aug 7, priced at $172 found 2 days ago
Tue, May 20 - Mon, Sep 1
YYZ
Toronto
ORD
Chicago
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 20 from Toronto to Chicago, returning Mon, Sep 1, priced at $195 found 1 day ago
Fri, Jul 11 - Sun, Jul 13
YYZ
Toronto
ORD
Chicago
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Jul 11 from Toronto to Chicago, returning Sun, Jul 13, priced at $196 found 2 days ago
Sat, Jul 26 - Fri, Aug 1
YYZ
Toronto
ORD
Chicago
$198 Roundtrip, found 5 days ago
$198
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, Jul 26 from Toronto to Chicago, returning Fri, Aug 1, priced at $198 found 5 days ago
Fri, Jun 20 - Sun, Jun 29
YYZ
Toronto
ORD
Chicago
$200 Roundtrip, found 3 hours ago
$200
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Fri, Jun 20 from Toronto to Chicago, returning Sun, Jun 29, priced at $200 found 3 hours ago
Sun, Jul 27 - Thu, Jul 31
YYZ
Toronto
ORD
Chicago
$203 Roundtrip, found 5 days ago
$203
Roundtrip
found 5 days ago
Select United flight, departing Sun, Jul 27 from Toronto to Chicago, returning Thu, Jul 31, priced at $203 found 5 days ago
Fri, Jun 20 - Sun, Jun 29
YYZ
Toronto
ORD
Chicago
$205 Roundtrip, found 3 hours ago
$205
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Fri, Jun 20 from Toronto to Chicago, returning Sun, Jun 29, priced at $205 found 3 hours ago
Fri, Jul 11 - Sun, Jul 13
YYZ
Toronto
ORD
Chicago
$205 Roundtrip, found 2 days ago
$205
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Jul 11 from Toronto to Chicago, returning Sun, Jul 13, priced at $205 found 2 days ago

O'Hare Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
per person
Jun 13 - Jun 15
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 15
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
per person
Jun 13 - Jun 15
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
per person
Jun 6 - Jun 9
just found
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 15
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
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Frequently asked questions

Are there direct flights from Pearson Intl. Airport (YYZ) to ORD?
If you’re hoping to venture from Toronto Pearson Airport to O’Hare Airport as quickly as possible, you’ll be glad to know multiple airlines operate direct flights. Pick your favorite seat with Air Canada or United Airlines.
How long is the flight from Pearson Intl. Airport (YYZ) to O'Hare Airport?
If you were hoping to squeeze in a good sleep during your Toronto to Chicago flight, you may have to think again. The normal flight time between Toronton Pearson and O’Hare Airport is a quick 1 hour and 54 minutes — just enough to relax your body and close your eyes for a short while.
What is the flight distance from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
From Pearson Intl. Airport (YYZ), you’ll travel 440 mi before touching down at O’Hare Intl. Airport (ORD). That should be enough time to read a couple of chapters of your book or maybe even squeeze in forty winks.
What airlines fly from YYZ to O'Hare Intl. Airport (ORD)?
If you’re flying to Chicago from Toronto, there are several airlines that offer direct flights. One of the leading carriers is Air Canada (AC), which has 152 flights every month. Another popular choice is United Airlines (UA), which offers 91 flights each month. The more airlines you consider, the more likely you are to find an amazing deal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Flight information from Toronto to Chicago

 

Traveling From
Pearson Intl.
Traveling To
O'Hare Intl.
Shortest Flight Time
0 hours 6 mins
Earliest Departure Time
6:30AM CDT
Latest Departure Time
9:00PM CDT
Lowest Flight Price
$162

Route Info

Flight path for flights from Pearson International Airport to O'Hare International Airport


Origin:
YYZ - Pearson International Airport
Destination:
ORD - O'Hare International Airport
Distance:
437.00 miles


Airlines & Aircraft Used on YYZ to ORD Flight Routes


Airline Carrier
Aircraft
Air Canada
Aerospatiale/Alenia ATR 72
Air Canada
Airbus A320-100/200
Air Canada
Boeing 737-300 pax
Air Canada
Boeing 737-700 pax
Air Canada
Boeing 757 all pax models
Air Canada
Boeing 767-300 pax
American Airlines
Beechcraft 1900D
American Airlines
Fairchild Dornier Do.328
Delta Air Lines
Airbus A319
Delta Air Lines
Airbus A320-100/200
United Airlines
Airbus A319
United Airlines
Airbus A321-100/200
United Airlines
Boeing 737-300 pax
United Airlines
Boeing 737-800 (winglets) pax
United Airlines
Canadair Regional Jet 900
United Airlines
McDonnell Douglas MD81
United Airlines
McDonnell Douglas MD82
United Airlines
McDonnell Douglas MD87

Discover our best flights from Toronto YYZ to Chicago ORD. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Toronto YYZ to Chicago ORD at the right price  

Airfares to Chicago ORD from Toronto YYZ currently cost between $162 and $205. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Toronto YYZ to Chicago ORD 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Toronto YYZ to Chicago ORD on Travelocity starting at $106. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago ORD from Toronto YYZ quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from YYZ to take around 0 hour(s) 6 min(s).  

 

Find our cheapest airfares for flights from Toronto YYZ to Chicago ORD

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from YYZ. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Toronto YYZ to Chicago ORD today 

If you’re flexible about when you travel, July is usually the cheapest month to fly from Toronto YYZ to Chicago ORD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago ORD from Toronto YYZ 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to ORD from YYZ have this option.  

 

Travel with confidence when you book flights to Chicago ORD from Toronto YYZ with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.