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$53+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MDW
Jul 30 — Aug 61
From?
To?
Tue 7/30
Tue 8/6
1 adult, Economy
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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 2,752,877 searches and data was last updated on July 25, 2024.

Popular in

December

Cheapest in

January

Average price

$247

Round-trip from

$51

One-way from

$53
High demand for flights, 2% potential price rise
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Best time to find cheap flights, 1% potential price drop
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Average for round-trip flights in July 2024
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From New York to Chicago
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One-way flight from New York to Chicago Midway (MDW)
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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 2,752,877 searches and data was last updated on July 25, 2024.
These are some of the cheapest-priced fares users can find on flights departing to Chicago in July and August 2024. If these prices don't match your budget, be sure to check back soon for more deals.
Wed 8/148:56 amJFK - MDW
1 stop22h 54mFrontier
Wed 8/2111:05 amMDW - JFK
1 stop20h 01mFrontier
Deal found 7/24$123
Sat 8/315:59 pmLGA - MDW
1 stop6h 58mFrontier
Tue 10/19:45 amMDW - LGA
1 stop10h 14mFrontier
Deal found 7/23$127
Wed 8/148:56 amJFK - MDW
1 stop22h 54mFrontier
Wed 8/2111:05 amMDW - JFK
1 stop20h 01mFrontier
Deal found 7/25$134
Wed 8/2110:00 pmLGA - MDW
1 stop14h 06mFrontier
Fri 8/231:43 pmMDW - LGA
1 stop8h 17mFrontier
Deal found 7/23$136
Sat 8/175:59 pmLGA - MDW
1 stop6h 58mFrontier
Tue 8/209:20 amMDW - LGA
1 stop6h 40mFrontier
Deal found 7/25$138
Sat 8/175:59 pmLGA - MDW
1 stop6h 58mFrontier
Thu 8/227:45 amMDW - LGA
1 stop8h 15mFrontier
Deal found 7/25$139
Wed 8/2110:00 pmLGA - MDW
1 stop14h 06mFrontier
Mon 8/261:23 pmMDW - LGA
1 stop8h 37mFrontier
Deal found 7/24$140
Tue 8/65:59 pmLGA - MDW
1 stop6h 14mFrontier
Tue 8/139:20 amMDW - LGA
1 stop6h 40mFrontier
Deal found 7/23$142
Sat 8/175:59 pmLGA - MDW
1 stop6h 58mFrontier
Mon 8/261:23 pmMDW - LGA
1 stop8h 37mFrontier
Deal found 7/25$143

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 2,752,877 searches and data were last updated on July 25, 2024.
These are some of the most attractive deals on flights to Chicago in 2024. Check back regularly for other flight deals.
Sat 11/910:56 amLGA - MDW
1 stop10h 53mFrontier
Tue 11/129:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 7/24$105
Wed 10/234:20 pmLGA - MDW
1 stop5h 29mFrontier
Wed 10/306:05 amMDW - LGA
1 stop13h 54mFrontier
Deal found 7/24$106
Wed 10/234:20 pmLGA - MDW
1 stop5h 29mFrontier
Sat 10/266:00 amMDW - LGA
1 stop15h 00mFrontier
Deal found 7/25$116
Wed 9/1110:00 pmLGA - MDW
1 stop18h 26mFrontier
Fri 9/135:02 pmMDW - LGA
1 stop26h 57mFrontier
Deal found 7/25$118
Sun 9/2210:00 pmLGA - MDW
1 stop25h 10mFrontier
Wed 10/28:00 amMDW - LGA
1 stop13h 00mFrontier
Deal found 7/24$119
Sat 9/285:59 pmLGA - MDW
1 stop6h 51mFrontier
Wed 10/29:50 amMDW - LGA
1 stop10h 09mFrontier
Deal found 7/25$121
Wed 8/148:56 amJFK - MDW
1 stop22h 54mFrontier
Wed 8/2111:05 amMDW - JFK
1 stop20h 01mFrontier
Deal found 7/24$123
Thu 9/510:00 pmLGA - MDW
1 stop26h 05mFrontier
Tue 9/109:45 amMDW - LGA
1 stop10h 14mFrontier
Deal found 7/25$123
Tue 9/310:50 pmLGA - MDW
1 stop13h 52mFrontier
Tue 9/109:45 amMDW - LGA
1 stop10h 14mFrontier
Deal found 7/25$124

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 2,752,877 searches and data was last updated on July 25, 2024.
Users traveling to Chicago last-minute should check out these flights departing soon. It's recommended that you verify the details of your last-minute flight before booking.
Sat 8/310:50 pmLGA - MDW
1 stop13h 18mFrontier
Sat 8/179:00 amMDW - LGA
1 stop7h 00mFrontier
Deal found 7/23$171
Sat 8/36:05 amEWR - MDW
1 stop3h 33mDelta
Tue 8/132:24 pmMDW - EWR
1 stop8h 19mDelta
Deal found 7/24$213
Tue 7/3010:52 pmLGA - MDW
1 stop14h 22mFrontier
Fri 8/231:43 pmMDW - LGA
1 stop8h 17mFrontier
Deal found 7/24$217
Sat 8/36:05 amEWR - MDW
1 stop3h 33mDelta
Wed 8/149:32 amMDW - EWR
1 stop5h 57mDelta
Deal found 7/24$226
Wed 7/316:00 amLGA - MDW
1 stop17h 59mFrontier
Mon 8/51:09 pmMDW - LGA
1 stop8h 51mFrontier
Deal found 7/24$230
Wed 7/316:00 amLGA - MDW
1 stop17h 59mFrontier
Mon 8/51:09 pmMDW - LGA
1 stop8h 51mFrontier
Deal found 7/25$235
Wed 7/316:00 amLGA - MDW
1 stop17h 59mFrontier
Wed 8/71:05 pmMDW - LGA
1 stop9h 44mFrontier
Deal found 7/24$238
Wed 7/316:00 amLGA - MDW
1 stop17h 59mFrontier
Thu 8/87:40 amMDW - LGA
1 stop8h 29mFrontier
Deal found 7/24$239
Wed 7/316:00 amLGA - MDW
1 stop17h 59mFrontier
Wed 8/71:05 pmMDW - LGA
1 stop9h 44mFrontier
Deal found 7/24$241

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 2,752,877 searches and data was last updated on July 25, 2024.
Choose from one of these one-way flights departing to Chicago. Reserve a round-trip flight to Chicago instead by utilizing the search form above.
Tue 10/294:20 pmLGA - MDW
1 stop5h 29mFrontier
Deal found 7/24$53
Sat 8/175:59 pmLGA - MDW
1 stop6h 58mFrontier
Deal found 7/24$63
Mon 9/238:59 amJFK - MDW
1 stop6h 51mFrontier
Deal found 7/24$65
Wed 11/134:20 pmLGA - MDW
1 stop5h 29mFrontier
Deal found 7/24$65
Mon 9/238:59 amJFK - MDW
1 stop6h 51mFrontier
Deal found 7/24$66
Tue 10/18:56 amJFK - MDW
1 stop5h 33mFrontier
Deal found 7/24$68
Thu 9/125:59 pmLGA - MDW
1 stop6h 54mFrontier
Deal found 7/25$68
Mon 9/238:59 amJFK - MDW
1 stop6h 51mFrontier
Deal found 7/24$69
Wed 8/2110:00 pmLGA - MDW
1 stop14h 06mFrontier
Deal found 7/24$69

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 2,752,877 searches and data was last updated on July 25, 2024.

Fly from

Any airport

Budget

$103 - $317

Route

Depart

Return

Price

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Wed 10/2

1 stop21h 50m

Chicago Midway

Wed 10/9

1 stop10h 03m

$103

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Sat 11/9

1 stop10h 53m

Chicago Midway

Tue 11/12

1 stop11h 22m

$105

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Wed 10/23

1 stop5h 29m

Chicago Midway

Wed 10/30

1 stop13h 54m

$106

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Wed 10/23

1 stop5h 29m

Chicago Midway

Sat 10/26

1 stop15h 00m

$116

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Wed 9/11

1 stop18h 26m

Chicago Midway

Fri 9/13

1 stop26h 57m

$118

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Thu 10/31

1 stop5h 03m

Chicago Midway

Mon 11/4

1 stop5h 41m

$156

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Tue 9/10

1 stop6h 50m

Chicago Midway

Sat 9/14

1 stop5h 33m

$158

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Tue 8/6

Nonstop2h 20m

Chicago Midway

Thu 8/8

Nonstop2h 05m

$213

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Fri 9/6

2 stops10h 45m

Chicago Midway

Mon 9/9

2 stops18h 50m

$317

Flights are sorted by cheapest first

Deals found on 7/24

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

23 - 73.4 °F

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 July 23, 2024.
Booking 50 days in advance of your planned departure date is, on average, the best time to get cheap flights to Midway. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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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 July 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Users looking for the lowest fares to Midway should consider flying on Saturday evenings, when prices are typically cheapest. Budget-minded travelers will want to avoid Sunday mornings, when prices are usually at their highest.
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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 July 25, 2024.
To help decide which airline to fly to Chicago, see what other customers have to say about Frontier, Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
5,641 reviews

Boarding

8.3

Entertainment

7.8

Crew

8.7

Food

7.3

Comfort

8.1

Overall

8.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.2
Very good
5,641 reviews
Southwest
8.2
Very good
5,641 reviews

Boarding

8.3

Entertainment

7.8

Crew

8.7

Food

7.3

Comfort

8.1

Overall

8.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
9,630 reviews
Southwest
8.2
Very good
5,641 reviews

Boarding

8.3

Entertainment

7.8

Crew

8.7

Food

7.3

Comfort

8.1

Overall

8.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Air Transat
7.8
Good
414 reviews
Southwest
8.2
Very good
5,641 reviews

Boarding

8.3

Entertainment

7.8

Crew

8.7

Food

7.3

Comfort

8.1

Overall

8.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Porter Airlines
7.6
Good
344 reviews
Southwest
8.2
Very good
5,641 reviews

Boarding

8.3

Entertainment

7.8

Crew

8.7

Food

7.3

Comfort

8.1

Overall

8.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

WestJet
7.4
Good
2,761 reviews
Southwest
8.2
Very good
5,641 reviews

Boarding

8.3

Entertainment

7.8

Crew

8.7

Food

7.3

Comfort

8.1

Overall

8.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Chicago Midway International Airport (MDW) is developing into an important hub for domestic air travel in the United States. In 2010, more than 17 million passengers passed through its gates, gaining connections to hundreds of American and international destinations.

Flights to Chicago Midway International Airport are mainly provided by Dallas-based low-cost carrier Southwest Airlines, offering cheap flights to a host of American and Canadian destinations. Most other airlines fly into Chicago’s other major airport, O’Hare.

There’s quite a lot to see and do in Chicago Midway, including a lovely central area known as Midway Boulevard. Full of shops, restaurants and cafes, Midway Boulevard is the perfect place to pull up a chair and people-watch.

  • 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, Spirit 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 $26, while round-trip flights cost around $24.

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

    A round-trip flight to Midway will typically cost around $78, however they can be found for as little as $24.

  • Where does the fastest flight to Midway depart from?

    For those looking to save time traveling to Midway, Lambert-St Louis offers the quickest one-way flight (1 hour 10 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 mi away from Chicago Midway).

See more FAQs

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Other Chicago travelers fly to these airports near Midway.

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