Find Cheap Flights from Toronto to Chicago (YTO - CHI)

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FAQs for Booking Toronto to Chicago Flights

How long does a flight from Toronto to Chicago take?
An average nonstop flight takes 1h 50m, covering a distance of 702 km.
How many flights are there between Toronto and Chicago?
There are 513 (nonstop) flights between Toronto and Chicago per week, averaging 75 per day.
Which airlines provide the cheapest flights from Toronto to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Delta (C$ 261), Porter Airlines (C$ 272) and Multiple Airlines (C$ 274).
Do I need a passport to fly between Toronto and Chicago?
Yes.
Which airlines fly most frequently between Toronto and Chicago?
United (14 times daily), Air Canada (10 times daily), Porter Airlines (8 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly from Toronto to Chicago?
For Toronto to Chicago, Friday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago back to Toronto, the best deals are generally found on Tuesday, with Friday being the most expensive.

Good to Know

Low Season:
February
Best time to beat the crowds
2%
expected price decrease
High Season:
March
Most popular time to fly
4%
expected price increase
Average price:
C$ 389
(avg. price over the last 2 weeks)
Good Deal:
C$ 282
or less (round trip)

When to Book Flights from Toronto to Chicago

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for C$ 282 or less.
The cheapest flight from Toronto to Chicago was found, on average, 79 days before departure.
Book at least 3 weeks before departure in order to get a below-average price.
High season is considered to be February, March and April. The cheapest month to fly is February.
Morning departure is around 9% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Book cheap flights from Toronto to Chicago (round-trip)

Airports
Origin
Toronto
C$ 261
only
C$ 261
C$ 272
only
C$ 272
Destination
Chicago
C$ 261
only
C$ 261
C$ 272
only
C$ 272
Fri, 9 Feb
YYZ
ORD
7h 39m
Sun, 11 Feb
ORD
YYZ
6h 05m
C$ 261
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

LGA
FLL
Excellent 8.0

When the passenger in front reclines their seat it was in my face The legroom wasn’t terrible but I had a hard time even reading since it was so close

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

Thu, 8 Feb
YTZ
MDW
1h 50m
Mon, 12 Feb
MDW
YTZ
1h 37m
C$ 272
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Good 6.0

Efficient

Late flight

YTZ
MDW
Mediocre 2.0

Nothing

Everything

YTZ
MDW
Okay 5.3

If Porter was a budget airline the dreadful customer service might be partially understood, but it's not. Somebody needs to put passenger considerations into operational planning for situations where travel plans are disrupted, especially when they are because of mechanical or airline problems.

YTZ
MDW
Excellent 8.0

Delay

Mon, 12 Feb
YYZ
ORD
1h 57m
Fri, 16 Feb
ORD
YYZ
1h 31m
C$ 274
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 8 Mar
YTZ
MDW
1h 50m
Sun, 11 Mar
MDW
YTZ
1h 37m
C$ 280
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 13 Feb
YYZ
ORD
4h 08m
Wed, 14 Feb
ORD
YYZ
6h 56m
C$ 261
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

PDX
JFK
Excellent 8.3

Food

Leg room

TLH
ATL
Mediocre 2.0

Ice in the morning in Atlanta and Delta cancels my 6pm flight to Atlanta leaving me no flight home that night.

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

Fri, 9 Feb
YTZ
MDW
1h 50m
Mon, 12 Feb
MDW
YTZ
1h 37m
C$ 272
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Okay 5.3

If Porter was a budget airline the dreadful customer service might be partially understood, but it's not. Somebody needs to put passenger considerations into operational planning for situations where travel plans are disrupted, especially when they are because of mechanical or airline problems.

YTZ
MDW
Good 6.0

Efficient

Late flight

YTZ
MDW
Good 6.6

Onboard crew was very nice

Crew didn't answer any of my questions, were snappy, and rude.

YTZ
MDW
Good 7.3

Quick and convenient boarding, terrific airport, generous terminal lounge for relaxing pre-flight.

Louder than a usual commercial flight, probably due to being a turboprop aircraft.

Wed, 21 Feb
YYZ
ORD
1h 57m
Mon, 26 Feb
ORD
YYZ
1h 31m
C$ 274
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 21 Feb
YYZ
ORD
5h 02m
Tue, 27 Feb
ORD
YYZ
6h 54m
C$ 261
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

FLL
ATL
Okay 4.6

You had me check my hand luggage with expensive items that did not arrive.

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

TLH
ATL
Mediocre 2.0

Ice in the morning in Atlanta and Delta cancels my 6pm flight to Atlanta leaving me no flight home that night.

Thu, 15 Feb
YTZ
MDW
1h 50m
Sun, 25 Feb
MDW
YTZ
1h 37m
C$ 272
Trip: 11 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Excellent 8.0

I liked the lounge

There were a lot of people and not enough outlets

YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Excellent 8.3

fast

no TSA precheck

YTZ
MDW
Excellent 8.0

Polite crew

Would like a sandwich instead of nuts

Thu, 1 Mar
YYZ
ORD
1h 59m
Thu, 8 Mar
ORD
YYZ
1h 31m
C$ 274
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 22 Feb
YYZ
ORD
7h 31m
Tue, 27 Feb
ORD
YYZ
6h 54m
C$ 261
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

PDX
JFK
Excellent 8.3

Food

Leg room

FLL
ATL
Okay 4.6

You had me check my hand luggage with expensive items that did not arrive.

Wed, 21 Feb
YTZ
MDW
1h 50m
Mon, 26 Feb
MDW
YTZ
1h 37m
C$ 272
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Excellent 9.2

There were mechanical delays, so Porter gave an $8 voucher to spend in the airport, which was a nice touch since I had never received that from other airlines who also had mechanical delays.

YTZ
MDW
Good 6.6

Onboard crew was very nice

Crew didn't answer any of my questions, were snappy, and rude.

Mon, 5 Mar
YYZ
ORD
1h 57m
Wed, 21 Mar
ORD
YYZ
1h 31m
C$ 274
Trip: 16 days
Overall 0.0 Poor
Based on 0 reviews
Fri, 23 Feb
YYZ
ORD
4h 10m
Tue, 27 Feb
ORD
YYZ
6h 54m
C$ 261
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
FLL
ATL
Okay 4.6

You had me check my hand luggage with expensive items that did not arrive.

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

TLH
ATL
Mediocre 2.0

Ice in the morning in Atlanta and Delta cancels my 6pm flight to Atlanta leaving me no flight home that night.

Wed, 21 Feb
YTZ
MDW
1h 50m
Mon, 26 Feb
MDW
YTZ
1h 37m
C$ 272
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Good 6.6

Onboard crew was very nice

Crew didn't answer any of my questions, were snappy, and rude.

YTZ
MDW
Good 6.0

Efficient

Late flight

YTZ
MDW
Excellent 8.0

I liked the lounge

There were a lot of people and not enough outlets

Fri, 23 Mar
YYZ
ORD
1h 57m
Mon, 26 Mar
ORD
YYZ
1h 31m
C$ 274
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Mon, 5 Mar
YYZ
ORD
4h 58m
Tue, 6 Mar
ORD
YYZ
6h 29m
C$ 261
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PDX
JFK
Excellent 8.3

Food

Leg room

FLL
ATL
Okay 4.6

You had me check my hand luggage with expensive items that did not arrive.

CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

TLH
ATL
Mediocre 2.0

Ice in the morning in Atlanta and Delta cancels my 6pm flight to Atlanta leaving me no flight home that night.

Thu, 22 Feb
YTZ
MDW
1h 50m
Sat, 24 Feb
MDW
YTZ
1h 37m
C$ 272
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Good 7.3

Quick and convenient boarding, terrific airport, generous terminal lounge for relaxing pre-flight.

Louder than a usual commercial flight, probably due to being a turboprop aircraft.

YTZ
MDW
Excellent 8.3

fast

no TSA precheck

YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Good 6.6

Onboard crew was very nice

Crew didn't answer any of my questions, were snappy, and rude.

Fri, 20 Apr
YYZ
ORD
1h 59m
Sun, 22 Apr
ORD
YYZ
1h 33m
C$ 274
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 6 Mar
YYZ
ORD
6h 28m
Wed, 7 Mar
ORD
YYZ
6h 08m
C$ 261
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TLH
ATL
Mediocre 2.0

Ice in the morning in Atlanta and Delta cancels my 6pm flight to Atlanta leaving me no flight home that night.

PDX
JFK
Excellent 8.3

Food

Leg room

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

Show more results

Toronto to Chicago Flight Information

Avg. Flight Duration 1h 43m
Flights Arrive in Chicago
Flights Depart from Toronto
Flight Price C$ 261
Distance 702 km
Airlines Delta, Porter Airlines, Major Airline
*
Prices are per person, are for e–tickets and include all taxes & fees in CAD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

^
The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.