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C$ 183+ Cheap flights to Midway

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 13/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MDW
23 jul. — 30 jul.1
1 adult
mar. 23/7
mar. 30/7

Flights to Midway in 2024

Find the latest flights to Midway in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 435,179 searches and data was last updated on 18 julio 2024.

Round-trip from

C$ 294

One-way from

C$ 183

Popular in

September

Cheapest in

April

Average price

C$ 383
Porter Airlines
  • Porter Airlines
  • 13/8-16/8
  • Nonstop
  • 3h 29m total
  • Toronto to Chicago
Porter Airlines
  • Porter Airlines
  • 13/9
  • Nonstop
  • 1h 47m total
  • Toronto to Chicago
High demand for flights, 13% potential price rise
Best time to find cheap flights, 1% potential price drop
Average for round-trip flights in July 2024

Cheap flights to Midway Airport in July & August 2024

Discover affordable flights and deals to Midway Airport in July and August 2024. In the last 7 days, Cheapflights users made a total of 435,179 searches and data was last updated on 18 julio 2024.
The deals listed below are some of the cheapest flights available to Chicago in July and August 2024. Check back soon for alternative prices as deals update often.
mar. 13/89:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
vie. 16/85:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 294
jue. 22/89:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
lun. 26/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 300
vie. 9/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
lun. 12/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/7C$ 301
sáb. 17/86:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
jue. 5/98:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 302
vie. 16/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
vie. 23/811:30 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 304
vie. 9/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
dom. 11/88:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/7C$ 305
jue. 22/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
sáb. 24/812:30 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 306
vie. 23/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
vie. 30/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 309
mié. 21/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
jue. 29/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 310

Midway Airport 2024 flight deals

Explore flight deals for Midway Airport in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 435,179 searches and data were last updated on 18 julio 2024.
Browse some of the best deals on flights to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
lun. 16/98:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
vie. 20/98:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/7C$ 289
mar. 13/89:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
vie. 16/85:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 294
sáb. 7/96:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
mar. 10/95:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/7C$ 295
jue. 22/89:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
lun. 26/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 300
vie. 9/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
lun. 12/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/7C$ 301
sáb. 17/86:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
jue. 5/98:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 302
vie. 16/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
vie. 23/811:30 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 304
vie. 9/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
dom. 11/88:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/7C$ 305
vie. 13/98:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
mar. 17/98:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 306

Flights to Midway Airport departing soon

Discover available last-minute flight options to Midway Airport, providing immediate availability and potentially lower prices. In the last 7 days, Cheapflights users made a total of 435,179 searches and data was last updated on 18 julio 2024.
Browse some of the flights available to Chicago departing last-minute. Make sure the flight you book matches the day, time, and destination you're looking for.
jue. 1/89:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
jue. 8/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/7C$ 315
jue. 1/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
sáb. 10/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 326
jue. 1/89:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
dom. 4/88:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 335
mié. 31/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
dom. 4/88:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/7C$ 336
mié. 31/79:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
vie. 2/85:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/7C$ 338
jue. 1/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
sáb. 3/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 339
mar. 30/73:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
dom. 4/88:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/7C$ 341
jue. 1/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
dom. 4/88:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/7C$ 342
jue. 1/83:30 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
sáb. 3/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 345

One-way flights to Midway Airport

Explore one-way flight options to Midway Airport for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 435,179 searches and data was last updated on 18 julio 2024.
If you're looking for options on one-way flights to Chicago, check out these fares. Reserve a round-trip flight to Chicago instead by utilizing the search form above.
vie. 13/99:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 18/7C$ 183
sáb. 10/810:45 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 18/7C$ 185
jue. 8/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 18/7C$ 186
vie. 9/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 16/7C$ 187
vie. 9/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/7C$ 189
sáb. 14/96:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 16/7C$ 190
mié. 31/79:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/7C$ 191
mar. 27/89:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 18/7C$ 197
mar. 27/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 17/7C$ 198

Direct flights to Midway Airport

lun. 16/98:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
vie. 20/98:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/7C$ 289
mar. 13/89:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
vie. 16/85:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 294
sáb. 7/96:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
mar. 10/95:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 16/7C$ 295
jue. 22/89:20 a.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
lun. 26/88:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 300
jue. 5/98:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
lun. 9/911:30 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 301
sáb. 17/86:15 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
jue. 5/98:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 302
vie. 16/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
vie. 23/811:30 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 304
vie. 9/88:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
dom. 11/88:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 18/7C$ 305
vie. 13/98:50 p.m.YTZ - MDW
Nonstop1h 47mPorter Airlines
mar. 17/98:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 17/7C$ 306

Find flights to Midway within your budget

Locate flights to Midway that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 435,179 searches and data was last updated on 18 julio 2024.

Fly from

Any airport

Budget

C$ 294 - C$ 472

Route

Depart

Return

Price

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

mar. 13/8

Nonstop1h 47m

Chicago Midway

vie. 16/8

Nonstop1h 42m

C$ 294

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

sáb. 7/9

Nonstop1h 47m

Chicago Midway

mar. 10/9

Nonstop1h 42m

C$ 295

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

jue. 22/8

Nonstop1h 47m

Chicago Midway

lun. 26/8

Nonstop1h 42m

C$ 300

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

jue. 5/9

Nonstop1h 47m

Chicago Midway

lun. 9/9

Nonstop1h 42m

C$ 301

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

sáb. 7/9

1 stop5h 52m

Chicago Midway

mar. 10/9

1 stop6h 34m

C$ 362

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

sáb. 7/9

1 stop7h 08m

Chicago Midway

mar. 10/9

1 stop6h 34m

C$ 364

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

vie. 9/8

Nonstop1h 47m

Chicago Midway

dom. 11/8

Nonstop1h 42m

C$ 367

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

vie. 16/8

1 stop11h 11m

Chicago Midway

lun. 19/8

1 stop8h 15m

C$ 445

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

vie. 20/9

1 stop8h 42m

Chicago Midway

mar. 24/9

Nonstop1h 42m

C$ 472

Flights are sorted by cheapest first

Deals found on 17/7

Best time to book a flight to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway, 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).

When is the best time to book a flight to Midway?

Use this chart to determine the optimal time to book a round-trip flight to Midway. Price data was last updated on 12 July 2024.
To ensure you get the cheapest price possible for a flight to Midway, you should look to book at least 87 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 to Midway?

Use this chart to determine the cheapest time to fly round-trip to Midway. Price data was last updated on 14 July 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Users looking for the lowest fares to Midway should consider flying on Thursday at noon, when prices are typically cheapest. Budget-minded travellers will want to avoid Saturday afternoons, when prices are usually at their highest.
Search Deals

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 julio 2024.
Read reviews from past customers who have flown Delta, Porter Airlines and Air Transat to Chicago. 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.
8.0
Very good
9,762 reviews

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

8.0
Very good
9,762 reviews
8.0
Very good
9,762 reviews

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.8
Good
414 reviews
8.0
Very good
9,762 reviews

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.6
Good
347 reviews
8.0
Very good
9,762 reviews

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.6
Good
2,265 reviews
8.0
Very good
9,762 reviews

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

7.4
Good
2,760 reviews
8.0
Very good
9,762 reviews

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

  • Can I find cheaper flights to Midway if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Midway on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Midway?

    Based on reviews from Cheapflights users, Porter Airlines is rated the highest out of the airlines that fly to Midway.

  • What is the cheapest airport to fly to in Midway?

    Chicago Midway is currently the cheapest airport to fly to in Midway. One-way flights to Chicago Midway typically cost C$ 134, while round-trip flights cost around C$ 86.

  • How much is a round-trip flight to Midway?

    A round-trip flight to Midway will typically cost around C$ 79, however they can be found for as little as C$ 63.

  • Where does the fastest flight to Midway depart from?

    For those looking to save time traveling to Midway, Toronto offers the quickest one-way flight (1 hour 47 minutes).

  • Does Chicago Midway have rental cars?

    Yes. Those touching down at Chicago Midway can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Chicago Midway?

    Yes. Chicago Midway has hotels nearby for those requiring accommodations. Midway Airport 2 Bedroom with full Kitchen is the closest property to Chicago Midway (0.0 km away from Chicago Midway).

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