Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Toronto Island Airport to Chicago from C$ 179

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 15/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YTZ — CHI
30 Apr — 7 May1
1 adult
Tue 30/4
Tue 7/5

The best prices from Toronto Island to Chicago are usually found in January or April, booked 35 days in advance, depart on a Wednesday or Monday and return on a Tuesday

Cheap flight deals from Toronto Island to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Toronto Island (YTZ) to Chicago (CHI). 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 25 April 2024.

Popular in

June

Cheapest in

January

Round-trip from

C$ 358

One-way from

C$ 186
High demand for flights, 18% potential price rise
Search Deals
Best time to find cheap flights, 28% potential price drop
Search Deals
From Toronto Island to Chicago (CHI)
Search Deals
One-way flight from Toronto Island to Chicago (CHI)
Search Deals

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

Leaving on a Tuesday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 28% on the overall cost on flights from Toronto Island Airport to Chicago.

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

Travellers have found it’s best to book a flight 27 days in advance to save up to 78% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 27 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Toronto Island Airport to Chicago 1-2 weeks in advance for as low as C$ 491, or C$ 668 for flights within the next 24 hours.

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

Due to multiple factors, expect to potentially pay more when booking in July. For low rates, January can be a great choice for travel to Chicago. Flights to Chicago from Toronto Island Airport in January are about C$ 399 on average during January, but can be found for as low as C$ 244.

When is the cheapest time to fly from Toronto Island Airport to Chicago (YTZ - CHI)?

When flying from Toronto Island Airport to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 20% versus a flight in the morning.

Cheap Air Canada flights from Toronto Island to Chicago

Explore cheap flight options specifically provided by Air Canada for the route between Toronto Island and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
Find some of the cheapest Air Canada flights travelling from Toronto to Chicago. Deals update often to give you more flight options matching your criteria
Thu 18/710:20 a.m.YTZ - ORD
1 stop5h 20mAir Canada
Mon 22/73:35 p.m.ORD - YTZ
1 stop5h 14mAir Canada
Deal found 24/4C$ 374
Wed 22/58:20 a.m.YTZ - ORD
1 stop5h 55mAir Canada
Wed 29/51:55 p.m.ORD - YTZ
1 stop5h 49mAir Canada
Deal found 24/4C$ 378
Sat 11/510:20 a.m.YTZ - ORD
1 stop5h 21mAir Canada
Wed 15/51:58 p.m.ORD - YTZ
1 stop5h 46mAir Canada
Deal found 25/4C$ 396
Mon 1/710:20 a.m.YTZ - ORD
1 stop5h 20mAir Canada
Wed 3/73:35 p.m.ORD - YTZ
1 stop5h 14mAir Canada
Deal found 24/4C$ 401
Fri 10/58:20 a.m.YTZ - ORD
1 stop5h 55mAir Canada
Wed 15/51:58 p.m.ORD - YTZ
1 stop5h 46mAir Canada
Deal found 24/4C$ 411
Fri 10/58:20 a.m.YTZ - ORD
1 stop5h 55mAir Canada
Wed 15/51:58 p.m.ORD - YTZ
1 stop5h 46mAir Canada
Deal found 25/4C$ 416
Tue 8/103:20 p.m.YTZ - ORD
1 stop5h 50mAir Canada
Sat 12/108:35 a.m.ORD - YTZ
1 stop5h 14mAir Canada
Deal found 24/4C$ 417
Sat 14/99:20 a.m.YTZ - ORD
1 stop4h 22mAir Canada
Sat 14/93:35 p.m.ORD - YTZ
1 stop5h 14mAir Canada
Deal found 24/4C$ 423
Thu 3/1010:20 a.m.YTZ - ORD
1 stop5h 15mAir Canada
Sun 6/108:35 a.m.ORD - YTZ
1 stop5h 14mAir Canada
Deal found 24/4C$ 424

Cheap Porter Airlines flights from Toronto Island to Chicago

Explore cheap flight options specifically provided by Porter Airlines for the route between Toronto Island and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
Some of the best deals we've found on Porter Airlines flights travelling from Toronto to Chicago. Deals frequently update to provide users with more options.
Thu 23/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 313
Tue 21/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 23/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 315
Fri 24/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 27/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 316
Fri 24/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 318
Tue 21/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 22/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 322
Fri 24/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 27/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 326
Thu 23/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 327
Thu 23/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/512:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 331
Fri 10/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 13/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 335

Cheap Toronto Island to Chicago flights in April & May 2024

Find cheap flight options from Toronto Island to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 508,915 searches. Prices were last updated on 25 April 2024.
The lowest fares we've come across on flights travelling from Toronto to Chicago in April and May 2024. Check back soon for alternative fares.
Thu 23/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 313
Tue 21/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 23/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 315
Fri 24/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 27/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 316
Fri 24/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 318
Tue 21/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 22/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 322
Thu 23/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 326
Thu 23/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 327
Thu 23/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/512:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 331
Fri 10/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 13/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 335

Toronto Island to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Toronto Island and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
The lowest fares we've come across on flights travelling from Toronto to Chicago in April and May 2024. Check back soon for alternative fares.
Thu 23/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 313
Tue 21/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 23/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 315
Fri 24/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 27/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 316
Fri 24/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 318
Tue 21/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 22/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 322
Thu 23/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 326
Thu 23/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 327
Thu 23/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/512:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 331
Fri 10/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 13/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 335

Direct flights to Chicago from Toronto Island

Discover non-stop flight options from Toronto Island to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
Consider booking one of these non-stop flights heading from Toronto to Chicago. Those looking to potentially save on 1 or 2-stop flights from Toronto to Chicago should utilize the search form at the top of the page.
Thu 23/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 313
Tue 21/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 23/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 315
Fri 24/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 27/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 316
Fri 24/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 318
Tue 21/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 22/511:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 322
Thu 23/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 28/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 326
Thu 23/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 327
Thu 23/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 26/512:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 331
Fri 10/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 13/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 335

Toronto Island to Chicago flights leaving soon

Find last-minute flight options from Toronto Island to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
Book one of these great deals on flights from Toronto to Chicago. Tip: verify your flight details before completing your reservation.
Sun 5/510:30 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 10/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 383
Sun 5/510:30 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 8/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 385
Sat 4/56:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 12/58:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 386
Sun 5/510:30 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 9/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 387
Fri 3/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 10/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 400
Thu 2/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 29/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 404
Tue 30/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 7/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 23/4C$ 426
Wed 1/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 8/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 431
Fri 3/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 10/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 24/4C$ 433

One-way flights to Chicago from Toronto Island

Search for one-way flight options from Toronto Island to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 25 April 2024.
If you're seeking multiple options on one-way flights from Toronto to Chicago, be sure to check out these deals, which are updated often. Those needing a return flight from Toronto to Chicago can use the search form above.
Wed 15/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 24/4C$ 179
Sat 1/610:45 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 23/4C$ 182
Wed 29/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 23/4C$ 185
Wed 22/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 24/4C$ 186
Tue 4/612:50 p.m.YTZ - ORD
1 stop9h 56mMultiple Airlines
Deal found 25/4C$ 186
Thu 13/68:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 25/4C$ 188
Mon 3/68:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 24/4C$ 189
Fri 24/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 25/4C$ 190
Wed 8/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 23/4C$ 192

Find flights from Toronto Island to Chicago within your budget

Customize your flight search to find flights from Toronto Island to Chicago 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 508,915 searches. Data last updated 25 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 313 - C$ 426

Route

Depart

Return

Price

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Thu 23/5

Nonstop1h 47m

Chicago Midway

Tue 28/5

Nonstop1h 42m

C$ 313

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Tue 21/5

Nonstop1h 47m

Chicago Midway

Thu 23/5

Nonstop1h 42m

C$ 315

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Fri 24/5

Nonstop1h 47m

Chicago Midway

Mon 27/5

Nonstop1h 42m

C$ 316

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Fri 24/5

Nonstop1h 47m

Chicago Midway

Tue 28/5

Nonstop1h 42m

C$ 318

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Tue 21/5

Nonstop1h 47m

Chicago Midway

Wed 22/5

Nonstop1h 42m

C$ 322

Toronto IslandChicago O'Hare Intl

YTZ - ORD

YTZORD

Toronto Island

Thu 18/7

1 stop5h 20m

Chicago O'Hare Intl

Mon 22/7

1 stop5h 14m

C$ 374

Toronto IslandChicago O'Hare Intl

YTZ - ORD

YTZORD

Toronto Island

Wed 22/5

1 stop5h 55m

Chicago O'Hare Intl

Wed 29/5

1 stop5h 49m

C$ 378

Toronto IslandChicago O'Hare Intl

YTZ - ORD

YTZORD

Toronto Island

Sat 11/5

1 stop5h 21m

Chicago O'Hare Intl

Wed 15/5

1 stop5h 46m

C$ 396

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Wed 15/5

1 stop8h 03m

Chicago Midway

Sat 18/5

Nonstop1h 42m

C$ 426

Flights are sorted by cheapest first

Deals found on 23/4

When is the best time to book a flight from Toronto Island Airport to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Toronto Island to Chicago. Price data was last updated on 28 January 2024.
Booking 33 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto Island Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

When is the cheapest time to fly from Toronto Island Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Toronto Island to Chicago. Price data was last updated on 21 April 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Toronto Island Airport to Chicago flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Toronto Island to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Toronto Island to Chicago is currently C$ 186 while a round-trip flight costs C$ 351. Price data was last updated on 21 April 2024.

Currently, January is the cheapest month in which you can book a flight from Toronto Island Airport to Chicago (average of C$ 261). Flying from Toronto Island Airport to Chicago in August is currently the most expensive (average of C$ 452). 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.

January

C$ 357

February

C$ 416

March

C$ 444

April

C$ 456

May

C$ 537

June

C$ 561

July

C$ 606

August

C$ 619

September

C$ 474

October

C$ 509

November

C$ 463

December

C$ 478

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

-5 - 23 °C

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated 25 April 2024.
Peruse reviews from past customers who have flown with Air Canada and Porter Airlines from Toronto to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.4
Good
438 reviews
Check prices

Entertainment

6.6

Boarding

7.6

Crew

8.2

Overall

7.4

Comfort

7.5

Food

7.4

Reviews

1 / 10

The best line n the low cost flights. Staff amazing on time. Simply very good experience

Porter Airlines
7.4
Good
438 reviews
Porter Airlines
7.4
Good
438 reviews
Check prices

Entertainment

6.6

Boarding

7.6

Crew

8.2

Overall

7.4

Comfort

7.5

Food

7.4

Reviews

1 / 10

The best line n the low cost flights. Staff amazing on time. Simply very good experience

Air Canada
7.0
Good
6,862 reviews
Porter Airlines
7.4
Good
438 reviews
Check prices

Entertainment

6.6

Boarding

7.6

Crew

8.2

Overall

7.4

Comfort

7.5

Food

7.4

Reviews

1 / 10

The best line n the low cost flights. Staff amazing on time. Simply very good experience

Related info for your journey

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

  • Can I find flights from Toronto Island Airport to Chicago for under C$ 400 on Cheapflights?

    Yes, there are multiple flights from Toronto Island Airport to Chicago for under C$ 400. The cheapest flight booked recently is on Porter Airlines for just C$ 313, but on average you can expect to pay C$ 334.

  • Are there direct flights from Toronto Island Airport to Chicago for under C$ 400 on Cheapflights?

    Cheapflights has 20 direct flights from Toronto Island Airport to Chicago under C$ 400. A good price for a direct flight from Toronto Island Airport to Chicago is less than C$ 335.

  • Are there last-minute flights available from Toronto Island Airport to Chicago for under C$ 400?

    There are currently 20+ open flights from Toronto Island Airport to Chicago within the next 7 days for less than C$ 400.

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

    According to our current data, Porter Airlines (C$ 313), and Air Canada (C$ 374) offers the cheapest pricing from Toronto Island Airport to Chicago. Users have found that Porter Airlines is 28% cheaper than the other options available to this destination.

  • What does YTZ to ORD mean?

    Toronto Island Airport is YTZ and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Toronto Island to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Toronto Island to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Toronto Island to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Toronto Island to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Toronto Island to Chicago that allow pets onboard?

    Many airlines flying from Toronto Island to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Toronto Island to Chicago?

    Yes, you can often find last-minute deals on Toronto Island to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Toronto Island Airport to Chicago flight deals updated?

    The Toronto Island Airport to Chicago flight deals you see on this page were last updated on 24/4.

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 airline flying from Toronto Island to Chicago

Discover the top airline that operate flights from Toronto Island to Chicago. 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 508,915 searches. Data last updated 25 April 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 268AverageC$ 399FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Toronto to Guangzhou flights
Sudbury, Ontario to Toronto flights
Toronto to Sudbury, Ontario flights
Montreal to Qatar flights
Montreal to Miami flights
Kelowna to Calgary flights
Toronto to St. Maarten flights
Vancouver to Winnipeg flights
Alberta to Region of Ontario flights
Toronto to Atlanta flights
Toronto to Cairo flights
Toronto Island Airport to Clearwater flights

Search flights from Toronto Island to Chicago by cabin class

Find flights from Toronto Island to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Toronto Island to Chicago

Find hourly flight availability from Toronto Island to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 25 April 2024.
1%of flight departuresEarly morningMidnight to 6 am
29%of flight departuresMorning6 am to noon
35%of flight departuresAfternoonNoon to 6 pm
35%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Toronto Island to Chicago

Explore weekly flight availability from Toronto Island to Chicago. 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 25 April 2024.
Sunday1daily flight
Monday2daily flights
Tuesday2daily flights
Wednesday2daily flights
Thursday3daily flights
Friday3daily flights
Saturday1daily flight

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Corfu Ioannis Kapodistrias
Flights to Milas–Bodrum
Flights to Nuuk
Flights to Bodø
Flights to Dalaman
Flights to Belp
Flights to Zakynthos Dionsios Salomos
Flights to Gaziantep
Flights to Butuan
Flights to Genoa Cristoforo Colombo
Flights to Alexandria Borg El Arab
Flights to Grand Junction Regnl
Flights to Chittagong Patenga
Flights to Konya
Flights to La Paz El Alto Intl
Flights to Lexington Blue Grass
Flights to Coimbatore Peelamedu
Flights to Dumaguete City
Flights to Nevsehir
Flights to Maracaibo La Chinita
Flights to Atlantic City
Flights to Košice Barca
Flights to Alghero-Fertilia
Flights to Missoula Johnson-Bell Field

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 Toronto Island to Chicago?

Cheapflights makes it easy to find Toronto Island to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Millions of users choose and trust Cheapflights to book the best flight deals from Toronto Island to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Need flexible booking options for your flight to Chicago from Toronto Island? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

Yes! Start tracking prices for Toronto Island to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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.
View all available airlines