Cheap Flight Tickets from Toronto (YYZ) to Chicago (ORD), Starting at $201

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

$331

UA United Airlines • nonstop • 3h 26m

Aug 28 – Aug 30

The cheapest round trip flight from Toronto to Chicago (YYZ-ORD-YYZ) is currently $331

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Cheapest Direct Flight

$201

UA United Airlines • nonstop • 1m

Aug 28

The cheapest nonstop flight from Toronto to Chicago (YYZ-ORD) is currently $201

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Fastest Flight

1m

The fastest nonstop flight from Toronto to Chicago (YYZ-ORD) takes 1m

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.

Aug 28 - Aug 30, Economy
UA
Toronto → Chicago
3h 26m
7:35 PM - 8:41 PM • nonstop
UA
Toronto → Chicago
2h 33m
7:25 AM - 10:18 AM • nonstop
$331
United Airlines
Aug 28 - Aug 30, Economy
UA
Toronto → Chicago
3h 20m
7:00 AM - 8:00 AM • nonstop
UA
Toronto → Chicago
2h 39m
8:50 AM - 11:49 AM • nonstop
$340
United Airlines
Aug 28 - Aug 30, Economy
AC
Toronto → Chicago
2h 37m
7:00 AM - 8:00 AM • nonstop
AC
Toronto → Chicago
12h
8:40 AM - 5:00 PM • 1 stop
$362
Air Canada
Aug 28 - Aug 30, Economy
UA
Toronto → Chicago
7h 37m
7:43 PM - 11:40 PM • 1 stop
UA
Toronto → Chicago
2h 25m
7:09 AM - 9:54 AM • nonstop
$381
United Airlines
Aug 28 - Aug 30, Economy
WS
Toronto → Chicago
35h 10m
1:30 PM - 9:40 AM • 2 stops
WS
Toronto → Chicago
21h 55m
8:48 AM - 11:03 PM • 1 stop
$489
WestJet Airlines
Aug 28 - Aug 30, Economy
WS
Toronto → Chicago
2h 37m
11:00 PM - 2:55 PM • 1 stop
AC
Toronto → Chicago
12h
8:40 AM - 4:15 PM • 1 stop
$603
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 7:00 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 UA : USD 340
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 11:00 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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