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Cheap flights from Toronto 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 20/4. 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.
YTO — MDW
2 Apr — 9 Apr1
1 adult
Tue 2/4
Tue 9/4

Find deals on flights from Toronto to Midway by searching across hundreds of travel sites at once

 
Cheapflights users frequently choose these airlines when searching for flights from Toronto to Midway, based on our search results.
Cheapflights users frequently choose these airlines when searching for flights from Toronto to Midway, based on our search results.
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Cheap flight deals from Toronto to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) 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 29 March 2024.

Popular in

January

Cheapest in

March

Round-trip from

C$ 356

One-way from

C$ 251
High demand for flights, 22% potential price rise
Best time to find cheap flights, 26% potential price drop
From Toronto (YTO) to Chicago Midway
One-way flight from Toronto (YTO) to Chicago Midway

What is the cheapest day to fly round-trip from Toronto 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 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 27 days in advance, which can save you up to 78% on flights from Toronto to Chicago Midway Airport compared to booking the week you need them. Waiting 27 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$ 487. For sooner than that we have options available in the next 3 days from C$ 662.

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

January can be a great time to fly to Chicago Midway Airport from Toronto with a flight ticket averaging about C$ 396. Cheapflights users have found deals in the month of January for as cheap as C$ 241. The most expensive prices can be found in the month of July.

When is the cheapest time to fly from Toronto to Chicago Midway Airport (YTO - MDW)?

When flying from Toronto 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 14% versus a flight in the evening.

Cheap Delta flights from Toronto to Midway

Explore cheap flight options specifically provided by Delta for the route between Toronto 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 586,909 searches. Data last updated 29 March 2024.
Take a look at some of the lowest-priced Delta flights heading from Toronto to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Thu 18/412:30 p.m.YYZ - MDW
1 stop4h 54mDelta
Tue 23/411:20 a.m.MDW - YYZ
1 stop6h 01mDelta
Deal found 28/3C$ 345
Sat 20/46:45 a.m.YYZ - MDW
1 stop4h 52mDelta
Tue 23/41:25 p.m.MDW - YYZ
1 stop8h 21mDelta
Deal found 28/3C$ 361
Wed 24/412:30 p.m.YYZ - MDW
1 stop4h 54mDelta
Mon 29/45:05 p.m.MDW - YYZ
1 stop5h 10mDelta
Deal found 28/3C$ 366
Tue 16/46:15 a.m.YYZ - MDW
1 stop7h 30mDelta
Tue 23/411:20 a.m.MDW - YYZ
1 stop6h 01mDelta
Deal found 28/3C$ 372
Fri 26/412:30 p.m.YYZ - MDW
1 stop4h 54mDelta
Mon 29/45:05 p.m.MDW - YYZ
1 stop5h 10mDelta
Deal found 28/3C$ 376
Fri 26/412:30 p.m.YYZ - MDW
1 stop4h 54mDelta
Mon 29/45:05 p.m.MDW - YYZ
1 stop5h 10mDelta
Deal found 27/3C$ 377
Fri 12/46:15 a.m.YYZ - MDW
1 stop7h 30mDelta
Thu 18/41:25 p.m.MDW - YYZ
1 stop8h 21mDelta
Deal found 27/3C$ 387
Fri 12/46:15 a.m.YYZ - MDW
1 stop7h 30mDelta
Tue 16/41:25 p.m.MDW - YYZ
1 stop8h 21mDelta
Deal found 27/3C$ 398
Sun 28/46:15 a.m.YYZ - MDW
1 stop7h 30mDelta
Mon 29/45:05 p.m.MDW - YYZ
1 stop5h 10mDelta
Deal found 28/3C$ 400

Cheap Porter Airlines flights from Toronto to Midway

Explore cheap flight options specifically provided by Porter Airlines for the route between Toronto 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 586,909 searches. Data last updated 29 March 2024.
Some of the lowest-priced Porter Airlines flights we've found at this time heading from Toronto to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Thu 25/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 30/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 277
Wed 17/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 17/45:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 278
Sat 27/410:45 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 4/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 281
Wed 24/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 1/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 289
Tue 23/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 27/412:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 290
Thu 25/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 28/412:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 297
Tue 7/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 10/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 298
Mon 15/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 19/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 301
Thu 9/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 21/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 304

Cheap Toronto to Midway flights in March & April 2024

Find cheap flight options from Toronto to Midway specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 586,909 searches. Prices were last updated on 29 March 2024.
Scroll through some of the best deals on flights from Toronto to Chicago in 2024. Check back in a little while for more flight options.
Thu 25/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 2/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 277
Wed 17/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 17/45:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 278
Tue 23/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 30/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 281
Tue 23/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 30/45:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 286
Wed 24/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 28/48:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 288
Wed 17/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 18/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 289
Tue 23/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 27/412:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 290
Fri 19/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 21/48:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 297
Mon 15/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 19/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 301

Toronto to Midway 2024 flight deals

Discover exclusive flight deals for travel between Toronto and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 586,909 searches. Data last updated 29 March 2024.
Scroll through some of the best deals on flights from Toronto to Chicago in 2024. Check back in a little while for more flight options.
Thu 25/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 2/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 277
Wed 17/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 17/45:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 278
Tue 23/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 30/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 281
Tue 7/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 10/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 284
Tue 23/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 30/45:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 286
Wed 24/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 28/48:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 288
Wed 17/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 18/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 289
Tue 23/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 27/412:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 290
Thu 6/68:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 11/68:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 293

Direct flights to Midway from Toronto

Discover non-stop flight options from Toronto 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 586,909 searches. Data last updated 29 March 2024.
If you're seeking options on non-stop flights from Toronto to Chicago, check out these fares. Search for alternative flights from Toronto to Chicago by utilizing the search form above.
Thu 25/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 2/55:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 277
Wed 17/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 17/45:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 278
Tue 23/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 30/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 281
Tue 7/59:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 10/58:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 284
Tue 23/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 30/45:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 286
Wed 24/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 28/48:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 288
Wed 17/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Thu 18/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 289
Tue 23/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 27/412:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 290
Thu 6/68:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Tue 11/68:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 293

Toronto to Midway flights leaving soon

Find last-minute flight options from Toronto 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 586,909 searches. Data last updated 29 March 2024.
Consider one of these great deals we found on last-minute flights from Toronto to Chicago. Users should examine the flight details to ensure there are no surprises.
Thu 11/48:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 21/48:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 316
Wed 10/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 12/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 327
Thu 11/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 14/48:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 330
Thu 11/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 13/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 331
Thu 11/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 14/48:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 338
Thu 11/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sat 13/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/3C$ 343
Thu 11/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Sun 14/48:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 354
Sat 6/410:45 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Wed 17/48:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/3C$ 362
Wed 10/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Fri 12/75:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 26/3C$ 366

One-way flights to Midway from Toronto

Search for one-way flight options from Toronto 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 586,909 searches. Data last updated 29 March 2024.
Users in need of a one-way flight from Toronto to Chicago can choose from these deals. Users in need of a round-trip flight from Toronto to Chicago instead should update the search form at the top of page.
Sat 20/46:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 27/3C$ 172
Sun 12/53:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 28/3C$ 176
Sat 27/46:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 28/3C$ 178
Fri 19/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 28/3C$ 180
Sat 27/46:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 28/3C$ 185
Thu 2/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 27/3C$ 186
Sun 21/43:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 28/3C$ 187
Fri 12/49:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 28/3C$ 189
Mon 13/58:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 28/3C$ 194

Find flights from Toronto to Midway within your budget

Customize your flight search to find flights from Toronto 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 586,909 searches. Data last updated 29 March 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 277 - C$ 684

Route

Depart

Return

Price

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Thu 25/4

Nonstop1h 47m

Chicago Midway

Tue 30/4

Nonstop1h 42m

C$ 277

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Wed 17/4

Nonstop1h 47m

Chicago Midway

Wed 17/4

Nonstop1h 42m

C$ 278

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Sat 27/4

Nonstop1h 47m

Chicago Midway

Sat 4/5

Nonstop1h 42m

C$ 281

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Wed 24/4

Nonstop1h 47m

Chicago Midway

Wed 1/5

Nonstop1h 42m

C$ 289

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Thu 18/4

1 stop4h 54m

Chicago Midway

Tue 23/4

1 stop6h 01m

C$ 345

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 20/4

1 stop4h 52m

Chicago Midway

Tue 23/4

1 stop8h 21m

C$ 361

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 18/5

1 stop5h 25m

Chicago Midway

Sat 25/5

1 stop5h 14m

C$ 440

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 9/4

2 stops31h 54m

Chicago Midway

Thu 11/4

1 stop10h 51m

C$ 522

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 21/5

1 stop7h 36m

Chicago Midway

Fri 24/5

1 stop7h 59m

C$ 684

Flights are sorted by cheapest first

Deals found on 27/3

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

Use this chart to determine the optimal time to book a round-trip flight from Toronto to Midway. Price data was last updated on 28 January 2024.
To ensure you get the cheapest price possible for a flight from Toronto to Chicago Midway Airport, you should look to book at least 62 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

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

Use this chart to determine the cheapest time to fly round-trip from Toronto to Midway. Price data was last updated on 24 March 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Toronto to Chicago Midway Airport flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Midway by month

Plan your trip from Toronto to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from Toronto to Midway is currently C$ 183 while a round-trip flight costs C$ 386. Price data was last updated on 24 March 2024.

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

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 29 March 2024.
Read reviews from past customers who have flown Delta, Porter Airlines and WestJet from Toronto to Chicago. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
11,402 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.0

Food

7.5

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

8.1
Very good
11,402 reviews
8.1
Very good
11,402 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.0

Food

7.5

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

7.9
Good
1,684 reviews
8.1
Very good
11,402 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.0

Food

7.5

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

7.5
Good
3,036 reviews
8.1
Very good
11,402 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.0

Food

7.5

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

7.3
Good
450 reviews
8.1
Very good
11,402 reviews

Comfort

7.9

Boarding

8.2

Entertainment

8.0

Food

7.5

Overall

8.1

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

Related info for your journey

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

    Yes, there are multiple flights from Toronto to Chicago Midway Airport for under C$ 300. The cheapest flight booked recently is on Porter Airlines for just C$ 277, but on average you can expect to pay C$ 303.

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

    Cheapflights has 20 direct flights from Toronto to Chicago Midway Airport under C$ 300. A good price for a direct flight from Toronto to Chicago Midway Airport is less than C$ 294.

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

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

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

    Porter Airlines, at C$ 277, was found to be the cheapest airline from Toronto to Chicago Midway Airport.. Users have found that Porter Airlines is 31% cheaper than the other options available to this destination.

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

    The cheapest airlines for a one-way flight from Toronto to Chicago Midway Airport are Porter Airlines (C$ 172), Delta (C$ 213), and WestJet (C$ 250).

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

  • What does YYZ to MDW mean?

    Toronto Pearson Intl Airport is YYZ and Chicago Midway Airport is MDW. 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. Toronto Island Airport (YTZ), Hamilton Airport (YHM), Toronto Kitchener-Waterloo Airport (YKF) are other airports near this flight route and their unique identifiers/IATA codes.

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

    The amount of baggage you can bring 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 to Midway with specific airlines?

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

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

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

    After entering your origin and destination, apply the non-stop filter on the search result page to see available direct flights.

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

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

    Many airlines do 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.

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

    The Toronto to Chicago Midway Airport flight deals you see on this page were last updated on 28/3.

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Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Toronto to Midway

Discover the top 4 airlines that operate flights from Toronto 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 586,909 searches. Data last updated 29 March 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 263AverageC$ 360FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 429AverageC$ 499FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 430AverageC$ 617FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Endeavor AirlinesCheapestC$ 561AverageC$ 664FlexibilityNo cancel feeOn-timeN/A
Search Endeavor Airlines flights

Search flights from Toronto to Midway by cabin class

Find flights from Toronto to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Toronto to Midway

Find hourly flight availability from Toronto 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 29 March 2024.
1%of flight departuresEarly morningMidnight to 6 am
38%of flight departuresMorning6 am to noon
61%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Toronto to Midway

Explore weekly flight availability from Toronto 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 29 March 2024.
Sunday1daily flight
Monday2daily flights
Tuesday2daily flights
Wednesday2daily flights
Thursday3daily flights
Friday3daily flights
Saturday1daily flight

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 to Midway?

When you search for this flight from Toronto to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Toronto 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 to Midway.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Toronto to Midway flexibly with Cheapflights today.

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

Yes, Cheapflights offers price alerts on Toronto to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

Can I find deals on last-minute flights from Toronto to Midway?

Yes, you can often find last-minute deals on Toronto 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 can I compare prices from different travel booking sites for flights from Toronto to Midway?

Cheapflights aggregates prices from various travel booking sites. This allows you to compare prices and choose the best deal.

Can I find deals for flights from Toronto to Midway that offer flexible cancellation policies?

Cancellation policies vary by airline and fare type. After entering your flight details, you can view the cancellation policies for each deal in the search results. Some deals may offer flexibility in terms of cancellation and changes.