Cheap flights to Midway from $58

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 8/31. 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.
BOS — MDW
Jun 18 — Jun 251

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 3,214,720 searches and data was last updated on June 13, 2024.

Popular in

July

Cheapest in

January

Average price

$279

Round-trip from

$69

One-way from

$58
High demand for flights, 13% potential price rise
Best time to find cheap flights, 1% potential price drop
Average for round-trip flights in June 2024
From New York to Chicago
One-way flight from New York to Chicago Midway (MDW)

Cheap flights to Midway Airport in June & July 2024

Discover affordable flights and deals to Midway Airport in June and July 2024. In the last 7 days, Cheapflights users made a total of 3,214,720 searches and data was last updated on June 13, 2024.
These are some of the cheapest-priced fares users can find on flights departing to Chicago in June and July 2024. If these prices don't match your budget, be sure to check back soon for more deals.
Wed 7/246:00 amLGA - MDW
1 stop17h 59mFrontier
Wed 8/71:05 pmMDW - LGA
1 stop9h 44mFrontier
Deal found 6/11$150
Thu 7/410:50 pmLGA - MDW
1 stop14h 24mFrontier
Wed 7/101:05 pmMDW - LGA
1 stop9h 44mFrontier
Deal found 6/12$155
Tue 7/236:00 amLGA - MDW
2 stops16h 25mFrontier
Tue 8/66:00 amMDW - LGA
1 stop15h 00mFrontier
Deal found 6/11$158
Fri 7/1210:52 pmLGA - MDW
1 stop24h 08mFrontier
Tue 7/166:00 amMDW - LGA
1 stop15h 00mFrontier
Deal found 6/12$162
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/12$163
Tue 6/256:00 amLGA - MDW
2 stops16h 20mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/12$172
Wed 7/1010:59 pmLGA - MDW
1 stop13h 03mFrontier
Wed 7/171:05 pmMDW - LGA
1 stop9h 44mFrontier
Deal found 6/13$181
Wed 7/106:00 amLGA - MDW
1 stop17h 59mFrontier
Wed 7/171:05 pmMDW - LGA
1 stop9h 44mFrontier
Deal found 6/12$184
Wed 7/106:00 amLGA - MDW
1 stop17h 59mFrontier
Wed 7/171:05 pmMDW - LGA
1 stop9h 44mFrontier
Deal found 6/13$188

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 3,214,720 searches and data were last updated on June 13, 2024.
These are some of the most attractive deals on flights to Chicago in 2024. Check back regularly for other flight deals.
Tue 9/104:20 pmLGA - MDW
1 stop5h 29mFrontier
Wed 9/1112:15 pmMDW - LGA
1 stop10h 03mFrontier
Deal found 6/12$100
Tue 9/1010:56 amLGA - MDW
1 stop10h 53mFrontier
Sat 9/149:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/12$101
Wed 9/116:00 amLGA - MDW
1 stop16h 55mFrontier
Sat 9/149:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/13$102
Tue 9/1010:56 amLGA - MDW
1 stop10h 53mFrontier
Mon 9/239:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/12$103
Tue 9/104:20 pmLGA - MDW
1 stop5h 29mFrontier
Wed 9/116:05 amMDW - LGA
1 stop13h 54mFrontier
Deal found 6/13$104
Fri 9/610:56 amLGA - MDW
1 stop10h 53mFrontier
Mon 9/99:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/13$106
Tue 9/104:20 pmLGA - MDW
1 stop5h 29mFrontier
Sat 9/149:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/13$107
Wed 8/216:00 amLGA - MDW
1 stop16h 55mFrontier
Tue 9/179:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/12$108
Fri 9/134:20 pmLGA - MDW
1 stop5h 29mFrontier
Tue 9/179:44 pmMDW - LGA
1 stop11h 22mFrontier
Deal found 6/12$109

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 3,214,720 searches and data was last updated on June 13, 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.
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/12$163
Tue 6/256:00 amLGA - MDW
2 stops16h 20mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/12$172
Tue 6/185:59 pmLGA - MDW
1 stop6h 07mFrontier
Fri 6/2112:57 pmMDW - LGA
1 stop9h 18mFrontier
Deal found 6/11$188
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Wed 7/241:05 pmMDW - LGA
1 stop9h 44mFrontier
Deal found 6/12$198
Tue 6/2510:52 amLGA - MDW
1 stop8h 55mFrontier
Fri 7/51:04 pmMDW - LGA
1 stop9h 12mFrontier
Deal found 6/11$199
Tue 6/256:00 amLGA - MDW
2 stops16h 20mFrontier
Tue 7/26:00 amMDW - LGA
1 stop15h 00mFrontier
Deal found 6/11$204
Mon 6/176:00 amLGA - MDW
1 stop17h 58mFrontier
Wed 6/196:00 amMDW - LGA
1 stop13h 59mFrontier
Deal found 6/12$207
Mon 6/176:00 amLGA - MDW
1 stop17h 58mFrontier
Wed 6/2612:57 pmMDW - LGA
1 stop9h 46mFrontier
Deal found 6/11$208
Fri 6/2110:50 pmLGA - MDW
1 stop23h 40mFrontier
Wed 7/171:05 pmMDW - LGA
1 stop9h 44mFrontier
Deal found 6/12$211

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 3,214,720 searches and data was last updated on June 13, 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.
Sat 8/314:20 pmLGA - MDW
1 stop6h 32mFrontier
Deal found 6/11$58
Wed 8/286:00 amLGA - MDW
1 stop16h 55mFrontier
Deal found 6/12$62
Wed 9/1110:56 amLGA - MDW
1 stop10h 53mFrontier
Deal found 6/12$64
Wed 8/146:00 amLGA - MDW
1 stop16h 55mFrontier
Deal found 6/12$67
Wed 6/196:00 amLGA - MDW
1 stop17h 58mFrontier
Deal found 6/12$68
Wed 8/76:00 amLGA - MDW
1 stop17h 59mFrontier
Deal found 6/12$75
Wed 7/176:00 amLGA - MDW
1 stop17h 59mFrontier
Deal found 6/12$78
Tue 7/236:00 amLGA - MDW
2 stops16h 25mFrontier
Deal found 6/13$80
Wed 8/76:00 amLGA - MDW
1 stop17h 59mFrontier
Deal found 6/12$82

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 3,214,720 searches and data was last updated on June 13, 2024.

Fly from

Any airport

Budget

$119 - $257

Route

Depart

Return

Price

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Sat 9/7

1 stop10h 53m

Chicago Midway

Mon 9/9

1 stop11h 22m

$119

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Mon 8/5

Nonstop2h 25m

Chicago Midway

Wed 8/7

Nonstop2h 10m

$149

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Wed 7/24

1 stop17h 59m

Chicago Midway

Wed 8/7

1 stop9h 44m

$150

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Thu 7/4

1 stop14h 24m

Chicago Midway

Wed 7/10

1 stop9h 44m

$155

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Tue 9/10

1 stop5h 04m

Chicago Midway

Tue 9/17

1 stop5h 07m

$156

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Mon 8/12

Nonstop2h 25m

Chicago Midway

Thu 8/15

Nonstop2h 05m

$170

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Sun 9/1

1 stop6h 44m

Chicago Midway

Mon 9/9

1 stop6h 01m

$172

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Fri 7/12

2 stops17h 37m

Chicago Midway

Fri 7/19

1 stop10h 58m

$241

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Fri 6/28

1 stop10h 23m

Chicago Midway

Mon 7/1

1 stop11h 57m

$257

Flights are sorted by cheapest first

Deals found on 6/12

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 June 12, 2024.
Booking 77 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.
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 June 9, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Users looking for the lowest fares to Midway should consider flying on Monday evenings, when prices are typically cheapest. Budget-minded travelers will want to avoid Sunday mornings, 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 June 13, 2024.
To help decide which airline to fly to Chicago, see what other customers have to say about Frontier, Delta and Allegiant Air. 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
5,872 reviews

Entertainment

7.8

Boarding

8.3

Overall

8.2

Crew

8.7

Comfort

8.1

Food

7.3

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
5,872 reviews
Southwest
8.2
Very good
5,872 reviews

Entertainment

7.8

Boarding

8.3

Overall

8.2

Crew

8.7

Comfort

8.1

Food

7.3

Reviews

1 / 10

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

8.0
Very good
10,000 reviews
Southwest
8.2
Very good
5,872 reviews

Entertainment

7.8

Boarding

8.3

Overall

8.2

Crew

8.7

Comfort

8.1

Food

7.3

Reviews

1 / 10

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

7.7
Good
455 reviews
Southwest
8.2
Very good
5,872 reviews

Entertainment

7.8

Boarding

8.3

Overall

8.2

Crew

8.7

Comfort

8.1

Food

7.3

Reviews

1 / 10

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

7.5
Good
375 reviews
Southwest
8.2
Very good
5,872 reviews

Entertainment

7.8

Boarding

8.3

Overall

8.2

Crew

8.7

Comfort

8.1

Food

7.3

Reviews

1 / 10

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

7.5
Good
2,824 reviews
Southwest
8.2
Very good
5,872 reviews

Entertainment

7.8

Boarding

8.3

Overall

8.2

Crew

8.7

Comfort

8.1

Food

7.3

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 $23, while round-trip flights cost around $44.

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

    A round-trip flight to Midway will typically cost around $146, however they can be found for as little as $44.

  • Where does the fastest flight to Midway depart from?

    For those looking to save time traveling to Midway, Detroit 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 airports near Midway
Other Chicago travelers fly to these airports near Midway.

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