Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Toronto Island Airport to Chicago Midway Airport from C$ 172

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 5/7. 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 — MDW
23 Jun — 30 Jun1
1 adult
Sun 23/6
Sun 30/6

The best prices from Toronto Island to Chicago Midway are usually found in January or December, booked 90 days in advance, depart on a Wednesday or Thursday and return on a Monday

Cheap flight deals from Toronto Island to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Toronto Island (YTZ) to Midway (MDW). 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 18 June 2024.

Popular in

October

Cheapest in

January

Round-trip from

C$ 354

One-way from

C$ 206
High demand for flights, 27% potential price rise
Search Deals
Best time to find cheap flights, 23% potential price drop
Search Deals
From Toronto Island to Chicago Midway
Search Deals
One-way flight from Toronto Island to Chicago Midway
Search Deals

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

It’s generally more expensive to depart on a Tuesday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 38 days in advance, which can save you up to 93% on flights from Toronto Island Airport to Chicago Midway Airport compared to booking the week you need them. Waiting 38 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 433. For sooner than that we have options available in the next 3 days from C$ 670.

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

Our data shows that April tends to be the cheapest month to fly to Chicago Midway Airport from Toronto Island Airport. Users have commonly found prices around C$ 389 for the month, but tickets can be as low as C$ 265. Due to multiple factors, prepare for potentially higher prices in September.

What is the cheapest time of day to fly from YTZ to MDW?

When flying from Toronto Island Airport to Chicago Midway Airport, 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 33% versus a flight in the morning.

Cheap Porter Airlines flights from Toronto Island to Midway

Explore cheap flight options specifically provided by Porter Airlines for the route between Toronto Island and Midway. 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 435,924 searches. Data last updated 18 June 2024.
Check out some of the cheapest Porter Airlines flights we've come across from Toronto to Chicago. It's recommended that users confirm their flight details before booking.
Fri 2/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 4/88:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 276
Fri 19/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 23/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 287
Sat 17/86:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 24/812:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 288
Fri 19/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 2/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 291
Fri 5/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 15/75:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 293
Thu 18/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 2/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 294
Wed 3/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 6/712:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 295
Wed 3/79:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 8/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 297
Wed 17/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 24/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/6C$ 298

Cheap Air Transat flights from Toronto Island to Midway

Explore cheap flight options specifically provided by Air Transat for the route between Toronto Island and Midway. 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 435,924 searches. Data last updated 18 June 2024.
Browse through some of the cheapest Air Transat flights travelling from Toronto to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Tue 16/73:30 p.m.YTZ - MDW
Nonstop1h 47mAir Transat
Tue 23/75:15 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 17/6C$ 349
Tue 23/79:20 a.m.YTZ - MDW
Nonstop1h 47mAir Transat
Fri 2/85:15 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 17/6C$ 379
Sun 21/78:50 p.m.YTZ - MDW
Nonstop1h 47mAir Transat
Wed 24/78:00 a.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 17/6C$ 437
Wed 17/78:50 p.m.YTZ - MDW
Nonstop1h 47mAir Transat
Mon 5/88:00 a.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 17/6C$ 495
Thu 27/63:30 p.m.YTZ - MDW
Nonstop1h 47mAir Transat
Mon 1/78:00 a.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 16/6C$ 560
Fri 28/69:20 a.m.YTZ - MDW
Nonstop1h 47mAir Transat
Mon 1/78:00 a.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 17/6C$ 585
Sun 21/710:30 a.m.YTZ - MDW
Nonstop1h 47mAir Transat
Sun 21/75:15 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 17/6C$ 606

Cheap Toronto Island to Midway flights in June & July 2024

Find cheap flight options from Toronto Island to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 435,924 searches. Prices were last updated on 18 June 2024.
Check out some of the best flight deals from Toronto to Chicago in 2024. For more flight deals, be sure to check back very soon.
Fri 19/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 23/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 287
Fri 19/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 2/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 291
Fri 5/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 15/75:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 293
Thu 18/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 2/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 294
Wed 3/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 6/712:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 295
Tue 30/79:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 7/85:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 297
Wed 17/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 31/711:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 299
Mon 22/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 30/75:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 304
Wed 24/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 27/712:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 305

Toronto Island to Midway 2024 flight deals

Discover exclusive flight deals for travel between Toronto Island and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 435,924 searches. Data last updated 18 June 2024.
Check out some of the best flight deals from Toronto to Chicago in 2024. For more flight deals, be sure to check back very soon.
Mon 22/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 31/711:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 304
Mon 15/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 22/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 15/6C$ 305
Mon 15/79:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 19/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 306
Tue 23/79:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 23/75:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 308
Mon 1/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 2/75:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 310
Thu 11/79:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 12/75:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 312
Tue 16/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 23/75:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 313
Tue 13/83:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 17/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 315
Thu 18/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 21/78:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 323

Direct flights to Midway from Toronto Island

Discover non-stop flight options from Toronto Island to Midway. 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 435,924 searches. Data last updated 18 June 2024.
For a quicker trip, book one of these direct flights from Toronto to Chicago. Users seeking other options on flights from Toronto to Chicago should update the search form at the top of the page.
Fri 2/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 4/88:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 276
Fri 5/79:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 12/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 287
Sat 17/86:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 24/812:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 288
Fri 19/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 2/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 291
Fri 5/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 15/75:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 293
Thu 18/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 2/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 294
Fri 13/98:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 16/95:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 295
Sat 20/710:45 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 24/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 297
Sun 11/810:30 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 14/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 298

Toronto Island to Midway flights leaving soon

Find last-minute flight options from Toronto Island to Midway 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 435,924 searches. Data last updated 18 June 2024.
Users seeking a last-minute flight from Toronto to Chicago should consider booking one of these fares. Tip: verify your flight details before completing your reservation.
Mon 1/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Mon 8/711:30 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 287
Mon 1/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 2/75:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 15/6C$ 291
Mon 1/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 3/711:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 310
Sun 30/68:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 10/711:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/6C$ 367
Wed 26/68:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 2/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 368
Tue 25/68:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 9/711:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 378
Wed 26/69:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 2/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 387
Wed 26/69:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 5/78:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 390
Tue 25/63:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 3/711:05 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/6C$ 397

One-way flights to Midway from Toronto Island

Search for one-way flight options from Toronto Island to Midway. 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 435,924 searches. Data last updated 18 June 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. Users can also find round-trip Toronto to Chicago flights by using the search form above.
Fri 5/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/6C$ 172
Tue 23/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/6C$ 174
Wed 3/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/6C$ 176
Wed 11/93:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 18/6C$ 179
Thu 12/99:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/6C$ 180
Mon 1/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/6C$ 181
Fri 13/93:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/6C$ 183
Mon 1/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/6C$ 184
Wed 10/78:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/6C$ 187

Find flights from Toronto Island to Midway within your budget

Customize your flight search to find flights from Toronto Island to Midway 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 435,924 searches. Data last updated 18 June 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 276 - C$ 547

Route

Depart

Return

Price

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Fri 2/8

Nonstop1h 47m

Chicago Midway

Sun 4/8

Nonstop1h 42m

C$ 276

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Fri 19/7

Nonstop1h 47m

Chicago Midway

Tue 23/7

Nonstop1h 42m

C$ 287

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Sat 17/8

Nonstop1h 47m

Chicago Midway

Sat 24/8

Nonstop1h 42m

C$ 288

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Fri 19/7

Nonstop1h 47m

Chicago Midway

Fri 2/8

Nonstop1h 42m

C$ 291

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Tue 16/7

Nonstop1h 47m

Chicago Midway

Tue 23/7

Nonstop1h 42m

C$ 349

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Wed 18/9

1 stop6h 43m

Chicago Midway

Sun 22/9

Nonstop1h 42m

C$ 352

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Wed 24/7

Nonstop1h 47m

Chicago Midway

Tue 6/8

Nonstop1h 42m

C$ 363

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Tue 23/7

Nonstop1h 47m

Chicago Midway

Fri 2/8

Nonstop1h 42m

C$ 379

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Mon 28/10

Nonstop1h 50m

Chicago Midway

Wed 30/10

Nonstop1h 42m

C$ 547

Flights are sorted by cheapest first

Deals found on 17/6

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

Use this chart to determine the optimal time to book a round-trip flight from Toronto Island to Midway. Price data was last updated on 14 June 2024.
To ensure you get the cheapest price possible for a flight from Toronto Island Airport to Chicago Midway Airport, you should look to book at least 89 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Search Deals

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

Use this chart to determine the cheapest time to fly round-trip from Toronto Island to Midway. Price data was last updated on 16 June 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Toronto Island Airport to Chicago Midway Airport flight should consider departing on Thursday at noon when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Toronto Island to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Toronto Island 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.

Temperature and rainfall in Midway by month

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

CHI

Temperature

-5 - 23 °C

If weather is an important factor for your trip to Chicago Midway Airport, 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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated 18 June 2024.
Read through reviews of airlines operating flights from Toronto to Chicago, such as Porter Airlines and Air Transat. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Air Transat
7.7
Good
447 reviews
Check prices

Overall

7.7

Food

6.8

Boarding

7.8

Crew

8.4

Entertainment

7.0

Comfort

7.1

Reviews

1 / 10

The flight, overall, was good. The service was fine. At the same time, while the attendants were fine, I personally would've loved to see friendlier customer service. They are smiley when we board and disembark, but in the middle they're isn't much interaction.

Air Transat
7.7
Good
447 reviews
Air Transat
7.7
Good
447 reviews
Check prices

Overall

7.7

Food

6.8

Boarding

7.8

Crew

8.4

Entertainment

7.0

Comfort

7.1

Reviews

1 / 10

The flight, overall, was good. The service was fine. At the same time, while the attendants were fine, I personally would've loved to see friendlier customer service. They are smiley when we board and disembark, but in the middle they're isn't much interaction.

Porter Airlines
7.5
Good
373 reviews
Air Transat
7.7
Good
447 reviews
Check prices

Overall

7.7

Food

6.8

Boarding

7.8

Crew

8.4

Entertainment

7.0

Comfort

7.1

Reviews

1 / 10

The flight, overall, was good. The service was fine. At the same time, while the attendants were fine, I personally would've loved to see friendlier customer service. They are smiley when we board and disembark, but in the middle they're isn't much interaction.

Related info for your journey

Find useful and relevant information for your journey from Toronto Island to Midway. 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 Midway Airport for under C$ 300 on Cheapflights?

    Yes, there are multiple flights from Toronto Island Airport to Chicago Midway Airport for under C$ 300. The cheapest flight booked recently is on Porter Airlines for just C$ 276, but on average you can expect to pay C$ 299.

  • Are there direct flights from Toronto Island Airport to Chicago Midway Airport for under C$ 300 on Cheapflights?

    Cheapflights has 20 direct flights from Toronto Island Airport to Chicago Midway Airport under C$ 300. A good price for a direct flight from Toronto Island Airport to Chicago Midway Airport is less than C$ 301.

  • Are there last-minute flights available from Toronto Island Airport to Chicago Midway Airport for under C$ 300?

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

  • What is the cheapest airline to fly from Toronto Island Airport to Chicago Midway Airport round-trip?

    According to our current data, Porter Airlines (C$ 276), offers the cheapest pricing from Toronto Island Airport to Chicago Midway Airport. Porter Airlines is priced at 29% lower than the current average price of a flight leaving 3 months from now.

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

    No one likes to see their flight delayed. When booking a flight from Toronto Island Airport to Chicago Midway Airport consider choosing Air Transat (100%), Porter Airlines (83%) or Porter Airlines (83%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Toronto Island Airport to Chicago Midway Airport?

    On average you can expect to pay C$ 254 for a flight from Toronto Island Airport to Chicago Midway Airport. The cheapest flight overall is C$ 176 while the most popular route, (Toronto Island - Chicago Midway) is currently priced at C$ 276.

  • What does YTZ to MDW mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Toronto Island Airport to Chicago Midway Airport flight would often be abbreviated as a YTZ to MDW flight.

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

    The amount of baggage you can bring on your Toronto Island to Midway 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 Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Toronto Island to Midway 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 Midway that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Toronto Island to Midway 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 Midway that allow pets onboard?

    Many airlines flying from Toronto Island to Midway 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 Midway?

    Yes, you can often find last-minute deals on Toronto Island to Midway 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 Midway Airport flight deals updated?

    The Toronto Island Airport to Chicago Midway Airport flight deals you see on this page were last updated on 17/6.

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.

Alternative routes for Toronto Island to Midway
See prices for flight routes from nearby airports that may be better suited for you.

Pearson Intl to O'Hare Intl flights
Pearson Intl to Midway flights
Toronto Island to O'Hare Intl flights
Kitchener-Waterloo to O'Hare Intl flights
Hamilton to O'Hare Intl flights

Top airline flying from Toronto Island to Midway

Discover the top airline that operate flights from Toronto Island to Midway. 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 435,924 searches. Data last updated 18 June 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 271AverageC$ 391FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Montreal to Seattle flights
Ottawa to Vancouver flights
Toronto to Hawaii flights
Kelowna to Nanaimo flights
Canada to England flights
Calgary to Quebec flights
Vancouver to Hong Kong flights
Montreal to Riyadh flights
Vancouver to Mexico flights
London, Ontario to Ottawa flights
Yellowknife to Edmonton flights
Toronto Island Airport to Montenegro flights

Search flights from Toronto Island to Midway by cabin class

Find flights from Toronto Island to Midway, 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 Midway

Find hourly flight availability from Toronto Island to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 18 June 2024.
1%of flight departuresEarly morningMidnight to 6 am
31%of flight departuresMorning6 am to noon
37%of flight departuresAfternoonNoon to 6 pm
31%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Toronto Island to Midway

Explore weekly flight availability from Toronto Island to Midway. 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 18 June 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 Argostoli Cephalonia
Flights to Chios
Flights to Calvi Ste Catherine
Flights to Charleston Yeager
Flights to A Coruña
Flights to Samarkand
Flights to Cauayan
Flights to Gaspe
Flights to Dire Dawa Aba Tenna D Yilma
Flights to Neiva La Marguita
Flights to Dalaman
Flights to Dawson City
Flights to Urumqi
Flights to Juneau Intl
Flights to Fayetteville
Flights to Sulaymaniyah Int.
Flights to Masbate Moises R. Espinosa
Flights to Sioux Falls Joe Foss Field
Flights to Trabzon
Flights to Grand Junction Regnl
Flights to Greater Peoria
Flights to Maracaibo La Chinita
Flights to Suceava Salcea
Flights to Saint Peter Jersey

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 Midway?

Cheapflights makes it easy to find Toronto Island to Midway 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 Midway?

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 Toronto Island to Midway.

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

Yes! Cheapflights helps users easily find flights from Toronto Island to Midway with no change fees.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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