Cheap Flight Tickets from Toronto (YYZ) to Chicago (ORD), Starting at $309

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

$404

AC Air Canada • nonstop • 8h 27m

Dec 02 – Dec 04

The cheapest round trip flight from Toronto to Chicago (YYZ-ORD-YYZ) is currently $404

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Cheapest Direct Flight

$309

UA United Airlines • nonstop • 3h 42m

Dec 02

The cheapest nonstop flight from Toronto to Chicago (YYZ-ORD) is currently $309

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Fastest Flight

3h 24m

The fastest nonstop flight from Toronto to Chicago (YYZ-ORD) takes 3h 24m

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.

Dec 02 - Dec 04, Economy
AC
Toronto → Chicago
8h 27m
12:00 PM - 1:13 PM • nonstop
AC
Toronto → Chicago
2h 23m
6:15 PM - 11:52 PM • 1 stop
$404
Air Canada
Dec 03 - Dec 05, Economy
AS
Toronto → Chicago
3h 45m
11:36 AM - 1:01 PM • nonstop
AS
Toronto → Chicago
2h 33m
2:50 PM - 5:43 PM • nonstop
$413
Alaska Airlines
Dec 02 - Dec 04, Economy
AA
Toronto → Chicago
3h 45m
11:36 AM - 1:01 PM • nonstop
AA
Toronto → Chicago
2h 36m
8:00 AM - 10:56 AM • nonstop
$413
American Airlines
Dec 03 - Dec 05, Economy
AC
Toronto → Chicago
10h 2m
10:00 AM - 3:02 PM • 1 stop
AC
Toronto → Chicago
2h 17m
10:05 AM - 12:42 PM • nonstop
$456
Air Canada
Dec 02 - Dec 04, Economy
DL
Toronto → Chicago
8h 40m
5:15 PM - 9:35 PM • 1 stop
DL
Toronto → Chicago
5h 56m
8:39 AM - 1:35 PM • 1 stop
$480
Delta Airlines
Dec 03 - Dec 05, Economy
WS
Toronto → Chicago
12h 12m
9:45 AM - 4:17 PM • 1 stop
WS
Toronto → Chicago
20h 27m
9:59 AM - 11:26 PM • 1 stop
$737
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 9:45 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 AC : USD 456
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 7:26 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

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