Cheap Flight Tickets from Toronto (YYZ) to Chicago (ORD), Starting at $224

Good to Know: Cheapest and Fastest YYZ - ORD Flights

Useful information for finding best airline tickets from Toronto Pearson International to Chicago O'Hare International on your next trip.

Cheapest Round Trip Flight

$232

AC Air Canada • 1 stop • 12h 32m

Sep 26 – Sep 29

The cheapest round trip flight from Toronto to Chicago (YYZ-ORD-YYZ) is currently $232

🔍 Search Flights

Cheapest Direct Flight

$224

AC Air Canada • nonstop • 2h 38m

Sep 26

The cheapest nonstop flight from Toronto to Chicago (YYZ-ORD) is currently $224

🔍 Search Flights

Fastest Flight

2h 38m

The fastest nonstop flight from Toronto to Chicago (YYZ-ORD) takes 2h 38m

Top Airlines Flying from Toronto to Chicago

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

WestJet Airlines

WestJet Airlines

American Airlines, AA

American Airlines

Air Canada-AC

Air Canada

Alaska Airlines -AS

Alaska Airlines

Latest Flight Deals from Toronto (YYZ) to Chicago (ORD)

Compare and book low fare round-trip air tickets from Toronto to Chicago. Ideal for travelers with confirmed return itineraries.

Sep 26 - Sep 29, Economy
AC
Toronto → Chicago
12h 32m
8:00 AM - 2:52 PM • 1 stop
AC
Toronto → Chicago
2h 25m
3:45 PM - 6:30 PM • nonstop
$232
Air Canada
Sep 26 - Sep 29, Economy
PD
Toronto → Chicago
3h 25m
3:13 PM - 4:18 PM • nonstop
PD
Toronto → Chicago
2h 33m
2:51 PM - 5:44 PM • nonstop
$293
Porter Airline
Sep 26 - Sep 29, Economy
WS
Toronto → Chicago
15h 45m
7:45 AM - 4:30 PM • 1 stop
WS
Toronto → Chicago
5h 13m
7:05 AM - 11:18 AM • 1 stop
$497
WestJet Airlines
Sep 26 - Sep 29, Economy
WS
Toronto → Chicago
19h 5m
9:45 AM - 8:30 PM • 1 stop
WS
Toronto → Chicago
5h 13m
7:05 AM - 11:18 AM • 1 stop
$497
WestJet Airlines
Sep 26 - Sep 29, Economy
WS
Toronto → Chicago
16h 55m
10:00 AM - 7:15 PM • 1 stop
WS
Toronto → Chicago
7h 26m
9:29 AM - 3:15 PM • 1 stop
$497
WestJet Airlines
Sep 26 - Sep 29, Economy
WS
Toronto → Chicago
6h 53m
9:45 AM - 12:58 PM • 1 stop
WS
Toronto → Chicago
8h 40m
8:55 AM - 3:15 PM • 1 stop
$497
WestJet Airlines

Fly from Toronto to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Toronto to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Toronto to Chicago Flights

What are the airports in Toronto?
YYZ
What’s the most popular airline flying from YYZ to ORD?
The most popular airline flying from Toronto to Chicago are
Can I fly from YYZ to ORD non-stop?
Yes, you can fly YYZ to ORD non-stop on
Which airlines fly nonstop between Toronto and Chicago?
The non-stop flights between Toronto and Chicago are .
What’s the earliest departure time from YYZ to ORD Airport?
The earliest flight leaves YYZ at 6:00 am and lands in ORD - Chicago O'Hare International
What are the airports in Chicago?
MDW,ORD
Can I make changes to my Toronto to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from YYZ to ORD?
Read the fare rules of the Toronto to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Toronto and Chicago?
operate flights between Toronto and Chicago
How long does a flight from Toronto to Chicago take?
It takes approximately 1 hour to fly non-stop from YYZ to ORD, which is 436.23 miles by air.
Which airlines provide the cheapest flights from Toronto (YYZ) to Chicago (ORD) ?
In the past couple of days, the cheapest tickets to ORD from YYZ were found on WS : USD 497
Do I need a passport to fly between YYZ and ORD?
Yes
What’s the latest departure time from YYZ to ORD ?
The last flight leaves YYZ at 6:5500 pm

Toronto (YYZ) to Chicago (ORD): Airport Information

Origin Airport Lester B. Pearson International , Toronto, CA
Destination Airport Chicago O'Hare International , Chicago, US
Distance 436 miles

More Flight Options for Toronto (YYZ) and Chicago (ORD)

Why Fareleaders for YYZ to ORD Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Toronto to Chicago flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on YYZ to ORD flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Toronto to Chicago flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Toronto (YYZ) to Chicago (ORD)
Terms and Conditions*