Cheap Flight Tickets from Toronto (YYZ) to Chicago (ORD), Starting at $305

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

$326

AC Air Canada • nonstop • 2h 35m

Jul 10 – Jul 10

The cheapest round trip flight from Toronto to Chicago (YYZ-ORD-YYZ) is currently $326

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Cheapest One way Flight

$356

DL Delta Airlines • 1 stop • 8h 41m

Jun 27

The cheapest one way flight from Toronto to Chicago (YYZ-ORD) is currently $356

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Cheapest Direct Flight

$305

UA United Airlines • nonstop • 2h 35m

Jul 10

The cheapest nonstop flight from Toronto to Chicago (YYZ-ORD) is currently $305

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Fastest Flight

2h 35m

The fastest nonstop flight from Toronto to Chicago (YYZ-ORD) takes 2h 35m

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

Alaska Airlines -AS

Alaska Airlines

Aeromexico Airline (AM)

Aeromexico

Air Canada-AC

Air Canada

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.

Jul 10 - Jul 10, Economy
AC
Toronto → Chicago
2h 35m
7:00 AM - 8:00 AM • nonstop
AC
Toronto → Chicago
2h 24m
9:30 PM - 8:11 AM • 1 stop
$326
Air Canada
Jul 10 - Jul 10, Economy
AC
Toronto → Chicago
2h 35m
9:35 AM - 2:29 PM • 1 stop
AC
Toronto → Chicago
2h 24m
9:20 PM - 11:59 PM • nonstop
$451
Air Canada
Jul 10 - Jul 10, Economy
UA
Toronto → Chicago
3h 20m
7:00 AM - 8:00 AM • nonstop
UA
Toronto → Chicago
2h 19m
9:20 PM - 11:59 PM • nonstop
$559
United Airlines
Jul 10 - Jul 10, Economy
WS
Toronto → Chicago
18h 33m
6:10 AM - 4:23 PM • 1 stop
WS
Toronto → Chicago
23h 33m
8:21 PM - 11:34 AM • 1 stop
$601
WestJet Airlines
Jul 10 - Jul 10, Economy
WS
Toronto → Chicago
12h 9m
7:45 AM - 2:14 PM • 1 stop
WS
Toronto → Chicago
7h 24m
5:18 PM - 11:02 PM • 1 stop
$621
WestJet Airlines
Jul 10 - Jul 10, Economy
WS
Toronto → Chicago
10h 7m
7:55 AM - 1:02 PM • 1 stop
WS
Toronto → Chicago
7h 24m
5:18 PM - 11:02 PM • 1 stop
$861
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 6:10 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 AA : USD 1332
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 6:30 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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