Cheap flights from Chicago (CHI) to Toronto (YTO)

CHI — YTO
Feb 5 — Feb 121

The best prices from Chicago to Toronto are usually found in June or May, booked 57 days in advance, depart on a Thursday or Tuesday and return on a Tuesday

How to find the cheapest flight from Chicago (CHI) to Toronto (YTO)

All the information you need to plan the best CHI to YTO flight in 2023: compare Chicago to Toronto flight prices with the expected peak season, weather and rainfall in Toronto.

CHI - YTO

Price

$207 - $297

YTO

Temperature

21.2 - 69.8 °F

YTO

Rainfall

2 - 3.3 inches

Popular inFebruaryHigh demand for flights, 13% potential price rise
Cheapest inJuneBest time to find cheap flights, 20% potential price drop
Round-trip from$207From Chicago (CHI) to Toronto (YTO)
One-way from$116One-way flight from Chicago (CHI) to Toronto (YTO)

What is the cheapest day to fly round-trip from Chicago to Toronto?

Users have found that leaving on a Wednesday can be a cost-effective option. It’s possible to save up to 24% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Chicago to Toronto?

Users have found that booking a flight from Chicago to Toronto at least 54 days early can save you up to 27% on average compared to booking a flight this week. If booking 54 days before your flight isn’t an option for you, users have found flights from Chicago to Toronto for as little as $279 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $308 for flights departing within the next 3 days.

What is the cheapest month to fly from Chicago to Toronto?

June is one of the best times of the year to fly to Toronto from Chicago. Prices for June average $257 per person but you can even find prices for as low as $129. The most expensive prices can be found in the month of February. Opting for a June flight can save you 15% on your journey compared to booking in February

When is the cheapest time to fly from Chicago to Toronto (CHI - YTO)?

It’s optimal to fly from Chicago to Toronto in the morning. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight at noon.

Cheap flights from Chicago to Toronto in January, February 2023

The best prices found for CHI to YTO flights for January, February
Feb 23 - Feb 27
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
$224

Porter Airlines

Pick Dates

Deal found 1/29

Feb 24 - Feb 27
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
$225

Porter Airlines

Pick Dates

Deal found 1/30

Feb 21 - Feb 22
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
$226

Porter Airlines

Pick Dates

Deal found 1/29

Chicago to Toronto 2023 flight deals

Cheap flights to Toronto from Chicago found for this year
Mar 31 - Apr 2
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 42m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 47m
$215

Porter Airlines

Pick Dates

Deal found 1/30

Mar 2 - Mar 30
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 47m
$222

Porter Airlines

Pick Dates

Deal found 1/30

Mar 24 - Mar 27
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 47m
$224

Porter Airlines

Pick Dates

Deal found 1/28

Cheap American Airlines flights from Chicago to Toronto

Mar 11 - Mar 14
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 47m
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 52m
$257

American Airlines

Pick Dates

Deal found 1/29

Mar 13 - Mar 21
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 35m
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 57m
$258

American Airlines

Pick Dates

Deal found 1/31

Mar 14 - Mar 15
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

1 stop

5h 02m
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 05m
$266

American Airlines

Pick Dates

Deal found 1/31

  • If you’re traveling from Chicago to Toronto, one of the more common airlines traveling that route is American Airlines. Flights from American Airlines traveling this route typically cost $300.07 RT. This price is typically 86% more expensive than other airlines that offer Chicago to Toronto flights. When booking this route, the cheapest RT price found was $119. The most popular departure airport in Chicago when flying to Toronto is Chicago O'Hare Intl Airport. The most popular airport to fly into when visiting Toronto is Toronto Pearson Intl Airport. When flying from Chicago to Toronto, American Airlines flights are 25% more popular than any other airline flying that same route.

Cheap Delta flights from Chicago to Toronto

Apr 15 - Apr 17
MDW

Chicago Midway

YYZ

Toronto Pearson Intl

1 stop

4h 32m
YYZ

Toronto Pearson Intl

MDW

Chicago Midway

1 stop

3h 58m
$303

Delta

Pick Dates

Deal found 1/29

Apr 20 - Apr 23
MDW

Chicago Midway

YYZ

Toronto Pearson Intl

1 stop

7h 51m
YYZ

Toronto Pearson Intl

MDW

Chicago Midway

1 stop

7h 34m
$319

Delta

Pick Dates

Deal found 1/30

Mar 2 - Mar 30
MDW

Chicago Midway

YYZ

Toronto Pearson Intl

1 stop

3h 28m
YYZ

Toronto Pearson Intl

MDW

Chicago Midway

1 stop

3h 49m
$324

Delta

Pick Dates

Deal found 1/30

  • One of the most popular airlines traveling from Chicago to Toronto is Delta. Flights from Delta traveling this route typically cost $263.11 RT. This price is typically 115% cheaper than other airlines that offer Chicago to Toronto flights. When booking this route, the cheapest RT price found was $106. Chicago O'Hare Intl Airport is the most common Chicago airport to take off from when flying to Toronto. Toronto Pearson Intl Airport is the most popular arrival airport in Toronto. When flying from Chicago to Toronto, Delta flights are 21% more popular than any other airline flying that same route.

Non-stop flights to Toronto from Chicago

Save time with Chicago to Toronto direct flight deals
Mar 31 - Apr 2
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 42m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 47m
$215

Porter Airlines

Pick Dates

Deal found 1/30

Mar 2 - Mar 30
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 47m
$222

Porter Airlines

Pick Dates

Deal found 1/30

Mar 24 - Mar 27
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 47m
$224

Porter Airlines

Pick Dates

Deal found 1/28

Last minute flights from Chicago to Toronto

Late deals on return flights to Toronto from Chicago, departing today and this week
Feb 6 - Feb 8
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

1 stop

10h 10m
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

1 stop

7h 59m
$269

Multiple Airlines

Pick Dates

Deal found 1/28

Feb 7 - Feb 15
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

1 stop

10h 05m
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

1 stop

7h 59m
$270

Multiple Airlines

Pick Dates

Deal found 1/30

Feb 10 - Feb 13
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

1 stop

9h 25m
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

1 stop

24h 58m
$303

Multiple Airlines

Pick Dates

Deal found 1/30

One-way flights to Toronto from Chicago

The cheapest one-way flights from Chicago to Toronto
Feb 8
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

1 stop

25h 16m
$80

Multiple Airlines

Pick Dates

Deal found 1/30

Feb 25
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
$93

Porter Airlines

Pick Dates

Deal found 1/28

Feb 25
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
$94

Porter Airlines

Pick Dates

Deal found 1/30

Reviews of Airlines Servicing Toronto

Delta
7.9
Good
2,026 reviews

Food

7.2

Boarding

8.0

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 10

I paid for premium seating. There are no premium seating on this flight. Complete ripoff

Delta
7.9
Good
2,026 reviews
Delta
7.9
Good
2,026 reviews

Food

7.2

Boarding

8.0

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 10

I paid for premium seating. There are no premium seating on this flight. Complete ripoff

Japan Airlines
7.8
Good
170 reviews
Delta
7.9
Good
2,026 reviews

Food

7.2

Boarding

8.0

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 10

I paid for premium seating. There are no premium seating on this flight. Complete ripoff

United Airlines
7.6
Good
1,173 reviews
Delta
7.9
Good
2,026 reviews

Food

7.2

Boarding

8.0

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 10

I paid for premium seating. There are no premium seating on this flight. Complete ripoff

American Airlines
7.4
Good
1,668 reviews
Delta
7.9
Good
2,026 reviews

Food

7.2

Boarding

8.0

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 10

I paid for premium seating. There are no premium seating on this flight. Complete ripoff

GOL
7.3
Good
19 reviews
Delta
7.9
Good
2,026 reviews

Food

7.2

Boarding

8.0

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 10

I paid for premium seating. There are no premium seating on this flight. Complete ripoff

Related info for your journey

Useful info, stats and facts about Chicago to Toronto flights.

Which airlines flying from Chicago to Toronto have flexible cancellations due to COVID-19?

Air Canada, American Airlines, and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago to Toronto for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to Toronto for under $300. The cheapest flight booked recently is on Porter Airlines for just $215, but on average you can expect to pay $234.

Are there nonstop flights from Chicago to Toronto for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Toronto under $300. A good price for a nonstop flight from Chicago to Toronto is less than $235.

Are there last-minute flights available from Chicago to Toronto for under $300?

There are currently 20+ open flights from Chicago to Toronto within the next 7 days for less than $300.

What are the cheapest airlines flying from Chicago to Toronto round-trip?

Flying on Porter Airlines is currently your cheapest option to Toronto, with prices starting at $215. Additional round-trip tickets that might be worth considering are offered by GOL and Air Canada, with the lowest prices starting at $228 and $247, respectively. You may be able to fly from Chicago to Toronto for 16% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Chicago to Toronto one-way?

One-way options have recently been found by users for as low as $93 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from $102 and American Airlines from $116 one-way.

What are the most popular routes from Chicago to Toronto?

While some choose either Chicago Midway - Toronto Island or Chicago O'Hare Intl - Toronto Island, Chicago O'Hare Intl - Toronto Pearson Intl is the most popular route from Chicago to Toronto.

What are the most popular airlines that fly from Chicago to Toronto?

Before booking your flight from Chicago to Toronto check out the most popular airlines for this route: Interjet, Undisclosed Carrier or American Airlines.

What are the most reliable airlines from Chicago to Toronto?

No one likes to see their flight delayed. When booking a flight from Chicago to Toronto consider choosing Royal Jordanian (86%), Japan Airlines (82%) or Iberia (81%) as they are the most reliable in getting you off to your destination on time.

What are the cheapest flights from Chicago to Toronto?

While on average a flight from Chicago to Toronto is generally $378, our data shows the cheapest flight currently is $100. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay $257 for that flight.

Alternative routes for Chicago to Toronto

See prices for flight routes from nearby airports that may be better suited for you.
Peoria to Ottawafrom $680 pp

Top 10 airlines flying from Chicago to Toronto

The chart below displays the airlines Cheapflights users traveling from Chicago to Toronto choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$16Average$20FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
Flair AirlinesCheapest$62Average$120FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Flair Airlines flights
SwoopCheapest$68Average$126FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Swoop flights
DeltaCheapest$83Average$204FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
WestJetCheapest$89Average$204FlexibilityNo cancel feeOn-time60%COVID-19 safety
Search WestJet flights
Air CanadaCheapest$100Average$265FlexibilityNo cancel feeOn-time67%COVID-19 safety
Search Air Canada flights
American AirlinesCheapest$106Average$263FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$119Average$300FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
Porter AirlinesCheapest$177Average$244FlexibilityNo cancel feeOn-time52%COVID-19 safety
Search Porter Airlines flights
InterjetCheapest$223Average$360FlexibilityNo cancel feeOn-time68%COVID-19 safety
Search Interjet flights

Hourly flight availability from Chicago to Toronto

See what time of day planes typically take off from Chicago to Toronto
4%of flight departuresEarly morningMidnight to 6 am
43%of flight departuresMorning6 am to noon
40%of flight departuresAfternoonNoon to 6 pm
13%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to Toronto

See how many times per day planes take to the skies headed from Chicago to Toronto
Sunday38daily flights
Monday53daily flights
Tuesday52daily flights
Wednesday39daily flights
Thursday37daily flights
Friday34daily flights
Saturday37daily flights
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