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Cheap flights from Toronto Pearson Intl Airport to Chicago Midway Airport from C$ 206

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 6/8. 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.
YYZ — MDW
6 Jun — 13 Jun1
1 adult
Thu 6/6
Thu 13/6

Cheap flight deals from Pearson Intl to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) 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 1 June 2024.

Popular in

August

Cheapest in

February

Round-trip from

C$ 351

One-way from

C$ 293
High demand for flights, 19% potential price rise
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Best time to find cheap flights, 39% potential price drop
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From Toronto Pearson Intl to Chicago Midway
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One-way flight from Toronto Pearson Intl to Chicago Midway
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What is the cheapest day to fly round-trip from Toronto Pearson Intl Airport to Chicago Midway Airport?

Saturday is generally a great day to depart. Flying on this day could help you save up to 117%.

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

Travellers have found it’s best to book a flight 38 days in advance to save up to 90% 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 38 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 Pearson Intl Airport to Chicago Midway Airport 1-2 weeks in advance for as low as C$ 459, or C$ 666 for flights within the next 24 hours.

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

April can be a great time to fly to Chicago Midway Airport from Toronto Pearson Intl Airport with a flight ticket averaging about C$ 395. Cheapflights users have found deals in the month of April for as cheap as C$ 263. The most expensive prices can be found in the month of August.

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

It’s optimal to fly from Toronto Pearson Intl Airport to Chicago Midway Airport at noon. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight in the afternoon.

Cheap WestJet flights from Pearson Intl to Midway

Explore cheap flight options specifically provided by WestJet for the route between Pearson Intl 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 420,726 searches. Data last updated 1 June 2024.
Check out some of the cheapest WestJet flights we've come across from Toronto to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
Tue 20/87:24 p.m.YYZ - MDW
1 stop24h 14mWestJet
Sat 31/812:35 p.m.MDW - YYZ
1 stop20h 45mWestJet
Deal found 30/5C$ 421
Sat 31/86:30 a.m.YYZ - MDW
1 stop13h 08mWestJet
Thu 5/910:28 a.m.MDW - YYZ
1 stop5h 26mWestJet
Deal found 31/5C$ 429
Tue 27/86:15 a.m.YYZ - MDW
1 stop10h 53mWestJet
Sat 31/812:35 p.m.MDW - YYZ
1 stop20h 45mWestJet
Deal found 31/5C$ 431
Sat 13/76:30 a.m.YYZ - MDW
1 stop13h 09mWestJet
Sat 20/77:19 p.m.MDW - YYZ
1 stop15h 20mWestJet
Deal found 31/5C$ 432
Sat 31/88:00 p.m.YYZ - MDW
2 stops14h 38mWestJet
Thu 5/910:28 a.m.MDW - YYZ
1 stop5h 26mWestJet
Deal found 31/5C$ 436
Sat 28/912:30 p.m.YYZ - MDW
1 stop6h 35mWestJet
Tue 1/106:45 p.m.MDW - YYZ
1 stop22h 36mWestJet
Deal found 30/5C$ 437
Sat 3/86:30 a.m.YYZ - MDW
1 stop13h 09mWestJet
Fri 13/92:00 p.m.MDW - YYZ
1 stop20h 35mWestJet
Deal found 31/5C$ 441
Fri 27/98:00 p.m.YYZ - MDW
2 stops22h 16mWestJet
Tue 1/1010:11 a.m.MDW - YYZ
1 stop12h 45mWestJet
Deal found 30/5C$ 444
Sun 22/96:45 a.m.YYZ - MDW
1 stop7h 17mWestJet
Thu 26/910:11 a.m.MDW - YYZ
1 stop5h 43mWestJet
Deal found 31/5C$ 456

Cheap Delta flights from Pearson Intl to Midway

Explore cheap flight options specifically provided by Delta for the route between Pearson Intl 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 420,726 searches. Data last updated 1 June 2024.
Have a look at some of the cheapest available Delta flights departing from Toronto and landing in Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Tue 8/1012:30 p.m.YYZ - MDW
1 stop5h 33mDelta
Sat 19/109:35 a.m.MDW - YYZ
1 stop6h 34mDelta
Deal found 30/5C$ 327
Sat 12/1012:30 p.m.YYZ - MDW
1 stop6h 35mDelta
Wed 16/109:35 a.m.MDW - YYZ
1 stop6h 34mDelta
Deal found 30/5C$ 353
Wed 16/1012:30 p.m.YYZ - MDW
1 stop5h 33mDelta
Tue 22/109:35 a.m.MDW - YYZ
1 stop6h 34mDelta
Deal found 30/5C$ 369
Wed 10/712:30 p.m.YYZ - MDW
1 stop7h 09mDelta
Tue 16/72:49 p.m.MDW - YYZ
1 stop7h 23mDelta
Deal found 31/5C$ 380
Tue 16/712:30 p.m.YYZ - MDW
1 stop5h 33mDelta
Sun 21/71:25 p.m.MDW - YYZ
1 stop8h 28mDelta
Deal found 31/5C$ 382
Thu 27/66:04 a.m.YYZ - MDW
1 stop7h 39mDelta
Tue 9/71:24 p.m.MDW - YYZ
1 stop8h 29mDelta
Deal found 30/5C$ 390
Fri 26/712:30 p.m.YYZ - MDW
1 stop7h 09mDelta
Tue 6/81:24 p.m.MDW - YYZ
1 stop8h 29mDelta
Deal found 31/5C$ 391
Wed 16/1012:30 p.m.YYZ - MDW
1 stop5h 33mDelta
Fri 25/102:00 p.m.MDW - YYZ
1 stop8h 17mDelta
Deal found 31/5C$ 395
Sat 22/66:30 a.m.YYZ - MDW
1 stop5h 57mDelta
Tue 25/69:29 a.m.MDW - YYZ
1 stop8h 04mDelta
Deal found 31/5C$ 405

Cheap Pearson Intl to Midway flights in June & July 2024

Find cheap flight options from Pearson Intl 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 420,726 searches. Prices were last updated on 1 June 2024.
Check out some of the best flight deals from Toronto to Chicago in 2024. Check back regularly for other flight deals.
Thu 27/66:04 a.m.YYZ - MDW
1 stop7h 39mDelta
Tue 9/71:24 p.m.MDW - YYZ
1 stop8h 29mDelta
Deal found 30/5C$ 390
Sat 22/66:30 a.m.YYZ - MDW
1 stop5h 57mDelta
Tue 25/69:29 a.m.MDW - YYZ
1 stop8h 04mDelta
Deal found 31/5C$ 405
Mon 17/612:31 p.m.YYZ - MDW
1 stop7h 05mDelta
Thu 20/69:34 a.m.MDW - YYZ
1 stop6h 34mDelta
Deal found 31/5C$ 412
Sat 22/66:30 a.m.YYZ - MDW
1 stop5h 57mDelta
Sat 29/65:45 p.m.MDW - YYZ
1 stop4h 05mDelta
Deal found 31/5C$ 416
Sun 9/66:04 a.m.YYZ - MDW
1 stop3h 44mDelta
Tue 11/69:34 a.m.MDW - YYZ
1 stop6h 34mDelta
Deal found 30/5C$ 439
Thu 27/66:04 a.m.YYZ - MDW
1 stop7h 39mDelta
Mon 1/79:29 a.m.MDW - YYZ
1 stop6h 39mDelta
Deal found 31/5C$ 440
Thu 27/66:04 a.m.YYZ - MDW
1 stop7h 39mDelta
Mon 1/79:29 a.m.MDW - YYZ
1 stop6h 39mDelta
Deal found 1/6C$ 443
Sun 2/69:45 a.m.YYZ - MDW
1 stop8h 21mDelta
Fri 21/69:34 a.m.MDW - YYZ
1 stop6h 34mDelta
Deal found 30/5C$ 458
Sat 15/611:37 a.m.YYZ - MDW
1 stop11h 09mWestJet
Tue 18/63:45 p.m.MDW - YYZ
1 stop5h 14mWestJet
Deal found 31/5C$ 485

Pearson Intl to Midway 2024 flight deals

Discover exclusive flight deals for travel between Pearson Intl and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 420,726 searches. Data last updated 1 June 2024.
Check out some of the best flight deals from Toronto to Chicago in 2024. Check back regularly for other flight deals.
Tue 16/712:30 p.m.YYZ - MDW
1 stop5h 33mDelta
Sun 21/71:25 p.m.MDW - YYZ
1 stop8h 28mDelta
Deal found 31/5C$ 382
Thu 15/812:30 p.m.YYZ - MDW
1 stop5h 34mDelta
Sat 17/89:24 a.m.MDW - YYZ
1 stop6h 44mDelta
Deal found 1/6C$ 384
Tue 25/612:31 p.m.YYZ - MDW
1 stop7h 05mDelta
Sun 30/69:28 a.m.MDW - YYZ
1 stop6h 40mDelta
Deal found 1/6C$ 413
Tue 25/66:04 a.m.YYZ - MDW
1 stop7h 39mDelta
Sat 29/65:45 p.m.MDW - YYZ
1 stop4h 05mDelta
Deal found 1/6C$ 417
Sat 13/76:30 a.m.YYZ - MDW
1 stop13h 09mWestJet
Sat 20/77:19 p.m.MDW - YYZ
1 stop15h 20mWestJet
Deal found 31/5C$ 432
Thu 27/66:04 a.m.YYZ - MDW
1 stop7h 39mDelta
Sat 29/65:45 p.m.MDW - YYZ
1 stop4h 05mDelta
Deal found 1/6C$ 439
Fri 16/89:45 a.m.YYZ - MDW
1 stop8h 19mDelta
Mon 19/81:24 p.m.MDW - YYZ
1 stop8h 29mDelta
Deal found 1/6C$ 443
Tue 30/712:30 p.m.YYZ - MDW
1 stop7h 09mWestJet
Tue 6/83:47 p.m.MDW - YYZ
1 stop5h 11mWestJet
Deal found 31/5C$ 463
Tue 13/81:25 p.m.YYZ - MDW
1 stop5h 40mWestJet
Tue 20/83:47 p.m.MDW - YYZ
1 stop5h 11mWestJet
Deal found 1/6C$ 470

Pearson Intl to Midway flights leaving soon

Find last-minute flight options from Pearson Intl 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 420,726 searches. Data last updated 1 June 2024.
Consider one of these great deals we found on last-minute flights from Toronto to Chicago. Users should be sure to double check the price, date, and time of their last-minute flight.
Sun 9/66:04 a.m.YYZ - MDW
1 stop3h 44mDelta
Tue 11/69:34 a.m.MDW - YYZ
1 stop6h 34mDelta
Deal found 30/5C$ 439
Sun 2/69:45 a.m.YYZ - MDW
1 stop8h 21mDelta
Fri 21/69:34 a.m.MDW - YYZ
1 stop6h 34mDelta
Deal found 30/5C$ 458
Sat 15/611:37 a.m.YYZ - MDW
1 stop11h 09mWestJet
Tue 18/63:45 p.m.MDW - YYZ
1 stop5h 14mWestJet
Deal found 31/5C$ 485
Fri 7/68:15 p.m.YYZ - MDW
1 stop12h 40mMultiple Airlines
Mon 10/68:58 p.m.MDW - YYZ
1 stop21h 54mMultiple Airlines
Deal found 1/6C$ 504
Fri 7/68:15 p.m.YYZ - MDW
1 stop12h 40mMultiple Airlines
Mon 10/68:58 p.m.MDW - YYZ
1 stop21h 54mMultiple Airlines
Deal found 1/6C$ 506
Sun 2/66:04 a.m.YYZ - MDW
1 stop7h 36mDelta
Sat 15/69:28 a.m.MDW - YYZ
1 stop6h 40mDelta
Deal found 30/5C$ 514
Fri 14/68:15 p.m.YYZ - MDW
1 stop12h 40mMultiple Airlines
Mon 17/612:06 p.m.MDW - YYZ
1 stop10h 20mMultiple Airlines
Deal found 1/6C$ 515
Fri 7/68:15 p.m.YYZ - MDW
1 stop12h 40mMultiple Airlines
Wed 12/68:58 p.m.MDW - YYZ
1 stop24h 49mMultiple Airlines
Deal found 31/5C$ 519
Sat 8/612:31 p.m.YYZ - MDW
1 stop6h 59mWestJet
Tue 18/610:41 a.m.MDW - YYZ
1 stop5h 13mWestJet
Deal found 31/5C$ 520

One-way flights to Midway from Pearson Intl

Search for one-way flight options from Pearson Intl 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 420,726 searches. Data last updated 1 June 2024.
Users travelling one-way from Toronto to Chicago can select one of these great deals. For those needing a return trip from Toronto, there is a search form available above.
Tue 6/86:04 a.m.YYZ - MDW
1 stop7h 38mDelta
Deal found 30/5C$ 206
Fri 14/612:30 p.m.YYZ - MDW
1 stop5h 34mDelta
Deal found 31/5C$ 222
Wed 12/67:50 a.m.YYZ - MDW
1 stop26h 41mMultiple Airlines
Deal found 30/5C$ 237
Wed 12/67:50 a.m.YYZ - MDW
1 stop26h 41mMultiple Airlines
Deal found 31/5C$ 238
Wed 28/812:30 p.m.YYZ - MDW
1 stop7h 08mWestJet
Deal found 31/5C$ 240
Mon 17/612:31 p.m.YYZ - MDW
1 stop7h 05mDelta
Deal found 31/5C$ 243
Sat 31/88:00 p.m.YYZ - MDW
2 stops14h 38mWestJet
Deal found 31/5C$ 247
Tue 30/712:30 p.m.YYZ - MDW
1 stop7h 09mWestJet
Deal found 31/5C$ 252
Fri 7/67:45 a.m.YYZ - MDW
1 stop16h 52mMultiple Airlines
Deal found 30/5C$ 258

Find flights from Pearson Intl to Midway within your budget

Customize your flight search to find flights from Pearson Intl 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 420,726 searches. Data last updated 1 June 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 327 - C$ 515

Route

Depart

Return

Price

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 8/10

1 stop5h 33m

Chicago Midway

Sat 19/10

1 stop6h 34m

C$ 327

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 12/10

1 stop6h 35m

Chicago Midway

Wed 16/10

1 stop6h 34m

C$ 353

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Wed 16/10

1 stop5h 33m

Chicago Midway

Tue 22/10

1 stop6h 34m

C$ 369

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Wed 10/7

1 stop7h 09m

Chicago Midway

Tue 16/7

1 stop7h 23m

C$ 380

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 16/7

1 stop5h 33m

Chicago Midway

Sun 21/7

1 stop8h 28m

C$ 382

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 20/8

1 stop24h 14m

Chicago Midway

Sat 31/8

1 stop20h 45m

C$ 421

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 31/8

1 stop13h 08m

Chicago Midway

Thu 5/9

1 stop5h 26m

C$ 429

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 27/8

1 stop10h 53m

Chicago Midway

Sat 31/8

1 stop20h 45m

C$ 431

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Fri 14/6

1 stop12h 40m

Chicago Midway

Mon 17/6

1 stop10h 20m

C$ 515

Flights are sorted by cheapest first

Deals found on 30/5

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

Use this chart to determine the cheapest time to fly round-trip from Pearson Intl to Midway. Price data was last updated on 26 May 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Chicago Midway Airport flight should consider departing on Friday at noon when fares are most often at their lowest. Thursday 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 Pearson Intl to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Pearson Intl 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

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 1 June 2024.
See what other customers who have flown with WestJet and Delta from Toronto to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,410 reviews
Check prices

Entertainment

8.0

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,410 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Entertainment

8.0

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

KLM
7.9
Good
1,512 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Entertainment

8.0

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.5
Good
2,861 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Entertainment

8.0

Crew

8.6

Boarding

8.2

Comfort

7.9

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl 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 Pearson Intl Airport to Chicago Midway Airport for under C$ 400 on Cheapflights?

    Yes, there are multiple flights from Toronto Pearson Intl Airport to Chicago Midway Airport for under C$ 400. The cheapest flight booked recently is on Delta for just C$ 327, but on average you can expect to pay C$ 405.

  • Are there last-minute flights available from Toronto Pearson Intl Airport to Chicago Midway Airport for under C$ 500?

    There are currently 20+ open flights from Toronto Pearson Intl Airport to Chicago Midway Airport within the next 7 days for less than C$ 500.

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

    Our cheapest airline available from Toronto Pearson Intl Airport to Chicago Midway Airport is Delta. Our recent data shows that you can find tickets from as low as C$ 327 on this airline. An additional option worth looking into is WestJet, starting at C$ 421. These flights start at 40% lower than the current average price 3 months from now.

  • 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.

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

    The amount of baggage you can bring on your Pearson Intl 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 Pearson Intl to Midway with specific airlines?

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

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

  • How can I find direct flights from Pearson Intl to Midway?

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

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

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

    Many airlines flying from Pearson Intl 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 Pearson Intl to Midway?

    Yes, you can often find last-minute deals on Pearson Intl 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 Pearson Intl Airport to Chicago Midway Airport flight deals updated?

    The Toronto Pearson Intl Airport to Chicago Midway Airport flight deals you see on this page were last updated on 1/6.

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

    When booking a flight from Toronto Pearson Intl Airport to Chicago Midway Airport, you may want to consider flying on Endeavor Airlines, Air Canada or Porter Airlines as they are the most popular for this route.

See more FAQs

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

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

Top 4 airlines flying from Pearson Intl to Midway

Discover the top 4 airlines that operate flights from Pearson Intl 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 420,726 searches. Data last updated 1 June 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 264AverageC$ 328FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 431AverageC$ 501FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 432AverageC$ 616FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Endeavor AirlinesCheapestC$ 564AverageC$ 666FlexibilityNo cancel feeOn-timeN/A
Search Endeavor Airlines flights
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Search flights from Pearson Intl to Midway by cabin class

Find flights from Pearson Intl 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

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

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

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

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