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 $224. Additional round-trip tickets that might be worth considering are offered by Air Canada and KLM, with the lowest prices starting at $259 and $283, respectively. You may be able to fly from Chicago to Toronto for 23% 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 $117 on Air Canada. Other airlines that offer cheap prices include Porter Airlines from $121 and Delta from $122 one-way.

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

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 69 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 $243). Flying from Chicago to Toronto in July is currently the most expensive (average of $359). 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 day to fly from Chicago to Toronto?

Travelers seeking maximum savings on their Chicago to Toronto flight should consider departing on Saturday 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

The most flights from CHI to YTO are scheduled on a Monday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (36 on average).

In terms of precipitation, rainfall in Toronto ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Toronto when rainfall is around 2.0 in.

If weather is an important factor for your trip to Toronto, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

What are the most popular routes from Chicago to Toronto?

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

What are the cheapest flights from Chicago to Toronto?

While on average a flight from Chicago to Toronto is generally $992, our data shows the cheapest flight currently is $123. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay $247 for that flight.

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 Cathay Pacific (100%), Jazz (100%) or Republic Airways (93%) as they are the most reliable in getting you off to your destination on time.

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: American Airlines, Air Canada or Porter Airlines.

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 10% 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 41 days early can save you up to 77% on average compared to booking a flight this week. If booking 41 days before your flight isn’t an option for you, users have found flights from Chicago to Toronto for as little as $342 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 $562 for flights departing within the next 3 days.

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

January is one of the best times of the year to fly to Toronto from Chicago. Prices for January average $292 per person but you can even find prices for as low as $170. The most expensive prices can be found in the month of November. Opting for a January flight can save you 18% on your journey compared to booking in November

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

It’s optimal to fly from Chicago to Toronto in the morning. By choosing this option you can save up to 8% on the cost of your flight, compared to a flight at noon.

Most accurate provider : When it comes to deals on Chicago-Toronto flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Toronto flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Toronto flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago-Toronto flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Toronto flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

$117+ Flights from Chicago to Toronto

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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The best prices from Chicago to Toronto are usually found in January or April, booked 69 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Chicago to Toronto

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$224 (Mytrip)
One-way from	$117 (Air Canada)
Popular in	November
Cheapest in	January
Average price	$319

Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.

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Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.

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From Chicago (CHI) to Toronto (YTO)

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One-way flight from Chicago (CHI) to Toronto (YTO)

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High demand for flights, 8% potential price rise

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Best time to find cheap flights, 1% potential price drop

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Average for round-trip flights in December 2024

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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 December 12, 2024.

Wed 12/255:35 pmMDW - YTZ

Nonstop1h 42mPorter Airlines

Sun 1/1211:20 amYTZ - MDW

Nonstop1h 50mPorter Airlines

Deal found 12/11

$291

Wed 12/255:35 pmMDW - YTZ

Nonstop1h 42mMultiple Airlines

Wed 1/19:30 amYTZ - MDW

Nonstop1h 50mMultiple Airlines

Deal found 12/10

$311

Wed 12/259:50 amORD - YYZ

Nonstop1h 41mAir Canada

Sat 1/1112:20 pmYYZ - ORD

Nonstop1h 51mAir Canada

Deal found 12/11

$314

Wed 12/258:25 pmORD - YYZ

Nonstop1h 41mUnited Airlines

Sat 1/117:40 pmYYZ - ORD

1 stop4h 42mUnited Airlines

Deal found 12/11

$329

Tue 12/2410:53 amORD - YYZ

Nonstop1h 49mMultiple Airlines

Wed 1/86:40 pmYYZ - ORD

Nonstop1h 57mMultiple Airlines

Deal found 12/10

$346

Fri 12/206:00 amMDW - YYZ

1 stop16h 50mMultiple Airlines

Sun 1/58:15 pmYYZ - MDW

2 stops25h 49mMultiple Airlines

Deal found 12/11

$405

Wed 12/254:50 pmMDW - YYZ

1 stop5h 18mWestJet

Wed 1/16:30 amYYZ - MDW

1 stop5h 38mWestJet

Deal found 12/11

$425

Wed 12/256:00 amORD - YYZ

1 stop4h 53mAmerican Airlines

Tue 1/710:54 amYYZ - ORD

1 stop8h 00mAmerican Airlines

Deal found 12/11

$431

Tue 12/2411:15 amMDW - YTZ

Nonstop1h 42mAir Transat

Mon 1/63:50 pmYTZ - MDW

Nonstop1h 50mAir Transat

Deal found 12/12

$443

Thu 12/195:05 amORD - YTZ

2 stops10h 53mMultiple Airlines

Mon 1/203:00 pmYTZ - ORD

1 stop8h 55mMultiple Airlines

Deal found 12/10

$452

Wed 12/255:30 pmORD - YYZ

1 stop4h 11mWestJet

Wed 1/86:30 amYYZ - ORD

1 stop5h 13mWestJet

Deal found 12/11

$478

Tue 12/2411:35 amORD - YTZ

1 stop5h 15mAir Canada

Sat 12/288:25 pmYTZ - ORD

1 stop12h 40mAir Canada

Deal found 12/11

$507

Best flights from Chicago to Toronto
Discover carefully curated flight deals from Chicago to Toronto that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2024.

Mon 1/201:05 pmMDW - YTZ

Nonstop1h 42mPorter Airlines

Mon 1/2711:20 amYTZ - MDW

Nonstop1h 50mPorter Airlines

Deal found 12/11

$224

Tue 1/215:11 amORD - YYZ

1 stop17h 44mMultiple Airlines

Fri 1/249:25 amYYZ - ORD

1 stop12h 20mMultiple Airlines

Deal found 12/11

$243

Sat 1/253:35 pmORD - YTZ

1 stop5h 15mAir Canada

Sat 2/112:25 pmYTZ - ORD

1 stop7h 25mAir Canada

Deal found 12/11

$259

Thu 1/92:08 pmMDW - YYZ

1 stop7h 44mKLM

Sun 1/1210:10 amYYZ - MDW

1 stop3h 58mKLM

Deal found 12/10

$283

Thu 1/99:50 amORD - YYZ

Nonstop1h 35mUnited Airlines

Sun 1/128:00 amYYZ - ORD

Nonstop1h 57mUnited Airlines

Deal found 12/12

$292

Thu 1/96:45 amORD - YYZ

1 stop4h 14mDelta

Sun 1/126:30 amYYZ - ORD

1 stop5h 13mDelta

Deal found 12/11

$296

Sun 1/261:05 pmMDW - YTZ

Nonstop1h 42mAPG Airlines

Sun 2/211:20 amYTZ - MDW

Nonstop1h 50mAPG Airlines

Deal found 12/12

$336

Thu 1/96:30 amORD - YYZ

1 stop8h 00mBritish Airways

Sun 1/126:15 amYYZ - ORD

Nonstop2h 15mBritish Airways

Deal found 12/11

$342

Thu 1/96:28 pmORD - YYZ

Nonstop1h 57mLufthansa

Sun 1/129:00 amYYZ - ORD

Nonstop2h 10mLufthansa

Deal found 12/11

$344

Thu 1/1610:19 amMDW - YYZ

1 stop11h 52mWestJet

Sun 1/196:30 amYYZ - MDW

1 stop5h 06mWestJet

Deal found 12/12

$368

Thu 1/97:22 amORD - YYZ

1 stop4h 38mAmerican Airlines

Sun 1/126:00 amYYZ - ORD

1 stop5h 38mAmerican Airlines

Deal found 12/11

$376

Tue 12/2411:15 amMDW - YTZ

Nonstop1h 42mAir Transat

Mon 1/63:50 pmYTZ - MDW

Nonstop1h 50mAir Transat

Deal found 12/12

$443

Last-minute flights from Chicago to Toronto
Discover last-minute flight deals from Chicago to Toronto. Data last updated December 12, 2024 and is based on user searches.

Wed 12/186:55 amORD - YYZ

1 stop15h 55mMultiple Airlines

Wed 12/257:10 amYYZ - ORD

2 stops15h 17mMultiple Airlines

Deal found 12/12

$370

Thu 12/195:05 amORD - YTZ

2 stops10h 53mMultiple Airlines

Mon 1/203:00 pmYTZ - ORD

1 stop8h 55mMultiple Airlines

Deal found 12/10

$452

Thu 12/1912:15 pmORD - YYZ

1 stop5h 14mAmerican Airlines

Wed 1/16:00 amYYZ - ORD

1 stop6h 03mAmerican Airlines

Deal found 12/11

$465

Thu 12/199:30 amMDW - YYZ

1 stop5h 44mDelta

Mon 1/2010:10 amYYZ - MDW

1 stop3h 58mDelta

Deal found 12/10

$544

Thu 12/1911:48 amMDW - YYZ

2 stops24h 07mWestJet

Mon 1/206:30 amYYZ - MDW

1 stop12h 17mWestJet

Deal found 12/10

$546

Thu 12/197:20 amORD - YTZ

1 stop6h 30mAir Canada

Mon 1/2010:25 amYTZ - ORD

1 stop5h 20mAir Canada

Deal found 12/10

$588

Fri 12/206:00 amMDW - YYZ

1 stop16h 50mMultiple Airlines

Sun 1/58:15 pmYYZ - MDW

2 stops25h 49mMultiple Airlines

Deal found 12/11

$405

Sat 12/215:35 pmMDW - YTZ

Nonstop1h 42mPorter Airlines

Sat 1/1111:20 amYTZ - MDW

Nonstop1h 50mPorter Airlines

Deal found 12/12

$356

Sat 12/215:35 pmMDW - YTZ

Nonstop1h 42mAir Transat

Mon 1/610:20 amYTZ - MDW

Nonstop1h 50mAir Transat

Deal found 12/12

$457

Sun 12/2211:15 amMDW - YTZ

Nonstop1h 42mMultiple Airlines

Sat 1/49:40 amYTZ - MDW

Nonstop1h 50mMultiple Airlines

Deal found 12/11

$377

Sun 12/226:28 pmORD - YYZ

Nonstop1h 57mAir Canada

Tue 1/1412:20 pmYYZ - ORD

Nonstop1h 51mAir Canada

Deal found 12/11

$396

Sun 12/228:25 pmORD - YYZ

Nonstop1h 41mUnited Airlines

Mon 1/67:40 pmYYZ - ORD

1 stop4h 54mUnited Airlines

Deal found 12/12

$414

One-way flights from Chicago to Toronto
Search for one-way flight options from Chicago to Toronto. Find affordable one-way fares based on user searches. Data last updated December 12, 2024.

Sat 1/1111:35 amORD - YTZ

1 stop5h 15mAir Canada

Deal found 12/12

$117

Wed 1/87:20 amORD - YYZ

1 stop5h 21mAir Canada

Deal found 12/12

$119

Mon 1/136:15 amMDW - YYZ

2 stops16h 38mMultiple Airlines

Deal found 12/12

$119

Fri 1/35:35 pmMDW - YTZ

Nonstop1h 42mPorter Airlines

Deal found 12/11

$121

Wed 1/812:35 pmORD - YYZ

1 stop10h 07mDelta

Deal found 12/11

$122

Wed 1/89:34 amMDW - YYZ

1 stop5h 38mDelta

Deal found 12/10

$122

Tue 12/175:45 amORD - YYZ

1 stop17h 05mMultiple Airlines

Deal found 12/10

$124

Wed 1/812:09 pmORD - YTZ

2 stops19h 21mMultiple Airlines

Deal found 12/10

$133

Sat 1/45:35 pmMDW - YTZ

Nonstop1h 42mAir Transat

Deal found 12/11

$149

Thu 1/910:19 amMDW - YYZ

1 stop11h 52mWestJet

Deal found 12/12

$149

Sat 3/110:26 amMDW - YTZ

1 stop28h 04mMultiple Airlines

Deal found 12/12

$165

Wed 12/259:13 pmORD - YYZ

Nonstop1h 46mUnited Airlines

Deal found 12/11

$165

Find flights from Chicago to Toronto within your budget

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 1/20

1:05 pm-3:47 pm

Nonstop1h 42m

Toronto Island

Mon 1/27

11:20 am-12:10 pm

Nonstop1h 50m

$224

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 1/12

7:00 am-11:53 pm

1 stop15h 53m

Toronto Pearson Intl

Wed 1/15

7:05 am-8:13 pm

1 stop14h 08m

$241

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 1/23

1:05 pm-3:47 pm

Nonstop1h 42m

Toronto Island

Sun 1/26

11:20 am-12:10 pm

Nonstop1h 50m

$253

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 1/25

3:35 pm-9:50 pm

1 stop5h 15m

Toronto Island

Sat 2/1

12:25 pm-6:50 pm

1 stop7h 25m

$259

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 1/10

8:50 am-2:18 pm

1 stop4h 28m

Toronto Pearson Intl

Fri 1/10

5:30 pm-6:43 pm

Nonstop2h 13m

$259

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 1/20

8:30 pm-11:11 pm

Nonstop1h 41m

Toronto Pearson Intl

Mon 1/27

6:40 pm-7:37 pm

Nonstop1h 57m

$261

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 1/9

9:34 am-4:12 pm

1 stop5h 38m

Toronto Pearson Intl

Sun 1/12

6:00 am-8:54 am

1 stop3h 54m

$279

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/9

12:51 pm-3:45 pm

Nonstop1h 54m

Toronto Pearson Intl

Sun 1/12

9:00 am-10:10 am

Nonstop2h 10m

$280

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 1/9

2:08 pm-10:52 pm

1 stop7h 44m

Toronto Pearson Intl

Sun 1/12

10:10 am-1:08 pm

1 stop3h 58m

$283

$117+ Cheap flights from Chicago (CHI) to Toronto (YTO)

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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Toronto with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

The best prices from Chicago to Toronto are usually found in January or April, booked 69 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Chicago to Toronto

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Chicago to Toronto

Cheapest flights from Chicago to TorontoExplore 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 December 12, 2024.

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 December 12, 2024.

Find flights from Chicago to Toronto within your budget

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 December 12, 2024.