Book Cheap United flight from Toronto (YYZ) to Chicago (ORD) from CA $249

Find The Best Day to Book a Cheap United Flights From Toronto to Chicago

Cheapest United Flights from Toronto (YYZ) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $327 round trip and CA $249 one way. Prices and availability subject to change. Additional terms may apply.

ORD From YYZ Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
The Chicago Hotel Collection - Magnificent Mile
W Chicago - Lakeshore
The Chicago Hotel Collection River North
Don't see what you're looking for?
See all available trips from Pearson Intl. to O'Hare Intl.
View all trips

Frequently asked questions

Can I catch a flight from Toronto Pearson Airport to O'Hare Intl. Airport (ORD) right now?
Ensure you check out our Covid-19 Travel Advisor to discover if there are any current travel advice reports and quarantine requirements in place in O’Hare Intl. Airport (ORD) when jet-setting from Toronton Pearson.
What terminal is United Airlines at Toronto Pearson Airport?
At YYZ, United Airlines flights to O’Hare Intl. Airport (ORD) usually board from terminal 1. Not sure which terminal you’ll be exiting the plane at? It’ll most likely be terminal 2.
Are there United Airlines non-stop flights from YYZ to ORD?
Yes, there are. Save time and energy and jet straight from Toronton Pearson to O’Hare Airport with United Airlines. Avoid long stopovers, lessen the risk of losing your belongings and get your vacation underway faster — direct flights are the preferred way to travel for many wise wanderers.
How long is a United Airlines flight from YYZ to ORD?
Your United Airlines flight should take you from YYZ to ORD in just 3 hours and 18 minutes. If you’re not a fan of speaking to fellow travelers while you’re thousands of feet in the air, don’t worry — you won’t have to chitchat for too long.
What type of aircraft does United Airlines fly from YYZ to ORD?
The Embraer 175 and the Embraer 175 are the two types of airplane routinely used by United Airlines between YYZ and ORD.
How many direct and indirect flights does United Airlines fly from YYZ to ORD?
When traveling from YYZ to ORD, there are at least 8 United Airlines daily flights to select from.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to O’Hare Intl. Airport (ORD), please visit our Customer Service Portal.
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.

Grab a great United flight from YYZ to ORD 

To find a great deal on United flights with Travelocity, simply enter your origin and destination airports, pick your travel dates, and hit search. From here, you can sort by price, flight duration, and arrival/departure time. You can also filter to find nonstop flights. 

Flying United Toronto to Chicago gives you 10 fights to choose from. With that direct flight time of 9, you’ll be touching down before you know it.  

 

Find cheap flights with United between Toronto and Chicago 

United has a range of great fares on stacks of flights, and to find the most affordable for you, there are a few tricks you can try. Booking in advance, for example, is a great way to grab a fantastic deal. Also, choose the cheapest month, if you can. One-way flights from Toronto to Chicago with United are December.  

The more flexible you are, the more affordable flights you’re likely to find. Consider one-way flights and connecting flights, as well as standard roundtrip and direct options. Even if you’re flying today, cheap last-minute flights are easy to find by entering your travel dates and hitting search.  

 

Reasons to book your United flights with Travelocity 

Travelocity makes it easy to book a seat, anywhere in the world. The vast inventory, fast search, and advanced filters put some of the best deals on the planet in one place. Whether you’re traveling on business, with friends, family, or on your own, take your pick from some fantastic options. And with free cancellation and pay later options, you can travel more and worry less.  

United Airports
Hop on a(n) United flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ORDUSAO'Hare Intl.227
DENUSADenver Intl.226
IAHUSAGeorge Bush Intercontinental136
IADUSAWashington Dulles Intl.100
SFOUSASan Francisco Intl.64
LAXUSALos Angeles Intl.23
EWRUSALiberty Intl.20
FRADEUFrankfurt Intl.19
NRTJPNNarita Intl.19
PEKCHNCapital Intl.16

Travelers ❤️ these 🏨 after their flight to Chicago

Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
7.8/10 Good! (2,053 reviews)
"The staff was amazing. Lovely hotel and grounds."

Reviewed on 18 Nov. 2024

Hilton Chicago O'Hare Airport
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
3 out of 5
6600 Mannheim Road, building 2, Rosemont, IL
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
8.8/10 Excellent! (1,554 reviews)
"I stayed here for a night for a trip. Super close to the airport. The transportation was convenient as they took my family and I to the airport! Super friendly staff. I will be staying here again."

Reviewed on 18 Nov. 2024

Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
Hyatt Place Chicago/O'Hare Airport
Hyatt Place Chicago/O'Hare Airport
3 out of 5
6810 Mannheim Rd, Rosemont, IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.2/10 Very Good! (2,788 reviews)
"It was comfort"

Reviewed on 17 Nov. 2024

Hyatt Place Chicago/O'Hare Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*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.