Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Chicago to Toronto from C$ 96

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
3 Aug — 10 Aug1
1 adult

Cheapflights Tip: The best prices from Chicago to Toronto are usually found in August or June, booked 86 days in advance, depart on a Tuesday or Thursday and return on a Friday

Cheap flight deals from Chicago to Toronto

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Toronto (YTO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 29 July 2025.

Round-trip from

C$ 236

One-way from

C$ 96

Popular in

November

Cheapest in

August

Average price

C$ 370

Good round-trip deal

C$ 114 or less

Good one-way deal

C$ 114 or less
Porter Airlines
  • Porter Airlines
  • 7/9-12/9
  • Nonstop
  • 3h 31m total
  • Chicago to Toronto
Search Deals
Air Transat
  • Air Transat
  • 4/9
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Toronto (YTO).
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).
Search Deals

Find flight deals from Chicago to Toronto

Cheapest flights from Chicago to Toronto
Explore the most affordable flight options available from Chicago to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 July 2025.

Sun 7/99:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 12/97:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 29/7C$ 236
Mon 22/98:25 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Tue 23/912:30 a.m.YYZ - ORD
1 stop10h 21mAir Canada
Deal found 27/7C$ 244
Wed 10/95:20 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Fri 12/93:35 p.m.YTZ - MDW
Nonstop1h 49mAir Transat
Deal found 29/7C$ 252
Wed 3/96:00 a.m.ORD - YYZ
1 stop4h 44mUnited Airlines
Sat 6/93:00 p.m.YYZ - ORD
1 stop6h 11mUnited Airlines
Deal found 26/7C$ 252
Wed 20/89:40 a.m.MDW - YTZ
Nonstop1h 40mMultiple Airlines
Sat 30/89:00 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 27/7C$ 259
Thu 23/103:35 p.m.ORD - YTZ
1 stop4h 59mAir Canada
Sun 26/107:20 p.m.YTZ - ORD
2 stops16h 58mAir Canada
Deal found 27/7C$ 270
Fri 21/116:04 a.m.ORD - YYZ
1 stop4h 48mAmerican Airlines
Tue 25/1111:51 a.m.YYZ - ORD
1 stop8h 27mAmerican Airlines
Deal found 27/7C$ 288
Tue 9/95:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Sat 13/96:30 a.m.YYZ - ORD
1 stop12h 09mMultiple Airlines
Deal found 29/7C$ 307
Wed 10/97:10 a.m.ORD - YYZ
1 stop8h 00mDelta
Fri 12/912:14 p.m.YYZ - ORD
1 stop6h 50mDelta
Deal found 28/7C$ 321
Wed 10/99:30 a.m.MDW - YYZ
1 stop3h 02mDelta
Sat 13/96:00 a.m.YYZ - MDW
1 stop8h 03mDelta
Deal found 27/7C$ 321
Thu 4/910:40 a.m.ORD - YTZ
1 stop5h 05mMultiple Airlines
Sun 7/97:25 p.m.YTZ - ORD
2 stops23h 14mMultiple Airlines
Deal found 29/7C$ 373
Fri 5/95:30 p.m.ORD - YHM
1 stop30h 10mWestJet
Thu 11/96:00 a.m.YHM - ORD
1 stop11h 43mWestJet
Deal found 28/7C$ 425

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Toronto that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 July 2025.
Use the filters below to find and compare flights from Chicago to Toronto that are best for you.

Fly from

Chicago

Fly to

Toronto

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 7/9

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Fri 12/9

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 236

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 22/9

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Tue 23/9

12:30 a.m.-9:51 a.m.

1 stop10h 21m

C$ 244

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 10/9

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Fri 12/9

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

C$ 252

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 3/9

6:00 a.m.-11:44 a.m.

1 stop4h 44m

Toronto Pearson Intl

Sat 6/9

3:00 p.m.-8:11 p.m.

1 stop6h 11m

C$ 252

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 20/8

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

Toronto Island

Sat 30/8

9:00 a.m.-9:50 a.m.

Nonstop1h 50m

C$ 259

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Thu 23/10

3:35 p.m.-9:34 p.m.

1 stop4h 59m

Toronto Island

Sun 26/10

7:20 p.m.-11:18 a.m.

2 stops16h 58m

C$ 270

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 21/11

6:04 a.m.-11:52 a.m.

1 stop4h 48m

Toronto Pearson Intl

Tue 25/11

11:51 a.m.-7:18 p.m.

1 stop8h 27m

C$ 288

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 9/9

5:05 a.m.-2:05 p.m.

1 stop8h 00m

Toronto Pearson Intl

Sat 13/9

6:30 a.m.-5:39 p.m.

1 stop12h 09m

C$ 307

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 28/9

9:10 a.m.-5:23 p.m.

1 stop7h 13m

Toronto Pearson Intl

Fri 3/10

12:14 p.m.-6:04 p.m.

1 stop6h 50m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 10/9

9:30 a.m.-1:32 p.m.

1 stop3h 02m

Toronto Pearson Intl

Sat 13/9

6:00 a.m.-1:03 p.m.

1 stop8h 03m

C$ 321

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

Showing 1-10 of 31 results
1
2
3
4

Best time to book a flight from Chicago to Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Toronto

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Toronto. Price data was last updated on 25 July 2025.

The price you pay for your flight from Chicago to Toronto may vary depending on when you book. For the best chance of a lower fare, look to book 86 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Toronto?

Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 167). Flying from Chicago to Toronto in July is currently the most expensive (average of C$ 258). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to YTO?

Find hourly flight availability from Chicago to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 29 July 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Toronto in the evening. If you’re flexible enough to do this you can expect to save up to 26% on your trip compared to booking a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Toronto. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Chicago to Toronto flight should consider departing on Monday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Toronto

Explore weekly flight availability from Chicago to Toronto. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 29 July 2025.

The most flights from CHI to YTO are scheduled on a Monday (67 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (51 on average).

How much does it cost to fly round-trip from Chicago to Toronto?

Reviews of airlines servicing Toronto

Get insights into the airlines that provide service to Toronto. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Toronto. Reviews last updated 29 July 2025.
Read through reviews of airlines operating flights from Chicago to Toronto, such as Porter Airlines,Delta, andKLM. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
317 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,979 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
KLM
7.8
Good
1,383 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Transat
7.7
Good
424 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,896 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.6

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

Related info for your journey

Find useful and relevant information for your journey from Chicago to Toronto. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Our cheapest airline available from Chicago to Toronto is Porter Airlines. Our recent data shows that you can find tickets from as low as C$ 236 on this airline. Additional options worth looking into are Air Canada and Air Transat, starting at C$ 244 and C$ 252 round-trip. You may be able to fly from Chicago to Toronto for 40% less than the average price by searching for these airlines.

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

    For one-way options, check prices for Air Transat. According to our data, you can fly for as low as C$ 96. Users have also found prices from C$ 97 and C$ 106 on Air Canada and American Airlines, respectively.

  • What are the most popular routes from Chicago to Toronto?

    The most popular route from Chicago to Toronto is Chicago O'Hare Intl - Toronto Pearson Intl. You may also consider Chicago Midway - Toronto Island or Chicago Midway - Toronto Pearson Intl.

  • What are the most reliable airlines from Chicago to Toronto?

    The top 3 most reliable airlines when flying from Chicago to Toronto are SkyWest Airlines (91%), Envoy Air (84%) and Japan Airlines (80%).

  • What are the cheapest flights from Chicago to Toronto?

    While on average a flight from Chicago to Toronto is generally C$ 209, our data shows the cheapest flight currently is C$ 92. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay C$ 202 for that flight.

  • Can I find deals for flights from Chicago to Toronto that include hotel bookings?

    Yes. In addition to deals on Chicago to Toronto flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Toronto?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Toronto.

  • Can I find deals for business class flights from Chicago to Toronto?

    Yes. Cheapflights offers flight deals from Chicago to Toronto by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Toronto?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 167). Flying from Chicago to Toronto in July is currently the most expensive (average of C$ 258). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Chicago to Toronto

Discover the top 2 airlines that operate flights from Chicago to Toronto. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 202AverageC$ 415FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 258AverageC$ 371FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Toronto?

Deals for Chicago to Toronto flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Toronto?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Toronto.

Can Cheapflights find flights from Chicago to Toronto with no change fees?

Yes, we can. To see specific flights from Chicago to Toronto with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Toronto become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Toronto from Chicago today and book when prices fit your budget.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.