Cheap flights to Midway from $55

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 5/11. 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.
CMH — MDW
May 2 — May 91

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 3,068,117 searches and data was last updated on April 27, 2024.

Popular in

June

Cheapest in

February

Average price

$239

Round-trip from

$49

One-way from

$55
High demand for flights, 16% potential price rise
Best time to find cheap flights, 3% potential price drop
Average for round-trip flights in April 2024
From New York to Chicago
One-way flight from New York to Chicago Midway (MDW)

Cheap flights to Midway Airport in April & May 2024

Discover affordable flights and deals to Midway Airport in April and May 2024. In the last 7 days, Cheapflights users made a total of 3,068,117 searches and data was last updated on April 27, 2024.
These are some of the cheapest-priced fares users can find on flights departing to Chicago in April and May 2024. If these prices don't match your budget, be sure to check back soon for more deals.
Wed 5/226:00 amLGA - MDW
1 stop16h 53mFrontier
Wed 5/2912:09 pmMDW - LGA
1 stop10h 10mFrontier
Deal found 4/26$116
Sat 5/412:29 pmLGA - MDW
1 stop8h 50mFrontier
Wed 5/84:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$119
Sat 5/1110:00 pmLGA - MDW
1 stop11h 31mFrontier
Wed 5/154:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$123
Sat 5/410:00 pmLGA - MDW
1 stop11h 31mFrontier
Wed 5/84:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$125
Sat 5/1110:00 pmLGA - MDW
1 stop11h 31mFrontier
Tue 5/149:51 amMDW - LGA
1 stop10h 08mFrontier
Deal found 4/26$127
Wed 5/226:00 amLGA - MDW
1 stop16h 53mFrontier
Thu 5/2310:22 pmMDW - LGA
1 stop22h 38mFrontier
Deal found 4/26$132
Wed 5/810:00 pmLGA - MDW
1 stop11h 21mFrontier
Tue 5/149:51 amMDW - LGA
1 stop10h 08mFrontier
Deal found 4/26$138
Sat 5/2510:50 pmLGA - MDW
1 stop13h 19mFrontier
Wed 5/2912:09 pmMDW - LGA
1 stop10h 10mFrontier
Deal found 4/26$139
Sat 5/1110:00 pmLGA - MDW
1 stop11h 31mFrontier
Wed 5/155:30 amMDW - LGA
2 stops16h 40mFrontier
Deal found 4/26$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 3,068,117 searches and data were last updated on April 27, 2024.
These are some of the most attractive deals on flights to Chicago in 2024. Check back regularly for other flight deals.
Wed 5/226:00 amLGA - MDW
1 stop16h 53mFrontier
Wed 5/2912:09 pmMDW - LGA
1 stop10h 10mFrontier
Deal found 4/26$116
Sat 5/412:29 pmLGA - MDW
1 stop8h 50mFrontier
Wed 5/84:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$119
Sat 5/1110:00 pmLGA - MDW
1 stop11h 31mFrontier
Wed 5/154:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$123
Sat 5/410:00 pmLGA - MDW
1 stop11h 31mFrontier
Wed 5/84:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$125
Sat 5/1110:00 pmLGA - MDW
1 stop11h 31mFrontier
Tue 5/149:51 amMDW - LGA
1 stop10h 08mFrontier
Deal found 4/26$127
Wed 5/226:00 amLGA - MDW
1 stop16h 53mFrontier
Thu 5/2310:22 pmMDW - LGA
1 stop22h 38mFrontier
Deal found 4/26$132
Wed 5/810:00 pmLGA - MDW
1 stop11h 21mFrontier
Tue 5/149:51 amMDW - LGA
1 stop10h 08mFrontier
Deal found 4/26$138
Sat 5/2510:50 pmLGA - MDW
1 stop13h 19mFrontier
Wed 5/2912:09 pmMDW - LGA
1 stop10h 10mFrontier
Deal found 4/26$139
Sat 5/1110:00 pmLGA - MDW
1 stop11h 31mFrontier
Wed 5/155:30 amMDW - LGA
2 stops16h 40mFrontier
Deal found 4/26$143

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 3,068,117 searches and data was last updated on April 27, 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 5/412:29 pmLGA - MDW
1 stop8h 50mFrontier
Wed 5/84:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$119
Sat 5/410:00 pmLGA - MDW
1 stop11h 31mFrontier
Wed 5/84:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$125
Tue 5/710:50 amLGA - MDW
1 stop9h 25mFrontier
Wed 5/810:12 amMDW - LGA
1 stop9h 47mFrontier
Deal found 4/27$147
Tue 5/710:00 pmLGA - MDW
1 stop12h 22mFrontier
Wed 5/84:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$148
Tue 5/76:00 amLGA - MDW
2 stops17h 05mFrontier
Wed 5/84:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$153
Tue 5/76:00 amLGA - MDW
2 stops17h 05mFrontier
Wed 5/84:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$155
Sat 5/412:29 pmLGA - MDW
1 stop8h 50mFrontier
Wed 5/810:12 amMDW - LGA
1 stop9h 47mFrontier
Deal found 4/26$157
Mon 5/64:00 pmLGA - MDW
1 stop6h 43mMultiple Airlines
Tue 5/78:16 pmMDW - LGA
1 stop10h 44mMultiple Airlines
Deal found 4/26$160
Tue 5/710:50 amLGA - MDW
1 stop9h 25mFrontier
Wed 5/154:56 pmMDW - LGA
1 stop5h 14mFrontier
Deal found 4/26$164

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 3,068,117 searches and data was last updated on April 27, 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 5/1110:00 pmLGA - MDW
1 stop11h 31mFrontier
Deal found 4/26$55
Wed 5/84:00 pmLGA - MDW
1 stop6h 43mFrontier
Deal found 4/26$60
Sat 5/1110:00 pmLGA - MDW
1 stop11h 31mFrontier
Deal found 4/26$66
Sat 5/410:00 pmLGA - MDW
1 stop11h 31mFrontier
Deal found 4/26$70
Sat 5/2510:50 pmLGA - MDW
1 stop24h 04mFrontier
Deal found 4/26$71
Sat 5/117:00 amLGA - MDW
2 stops14h 19mMultiple Airlines
Deal found 4/26$73
Sat 5/1110:00 pmLGA - MDW
1 stop11h 31mFrontier
Deal found 4/26$74
Mon 5/279:36 amEWR - MDW
1 stop4h 04mDelta
Deal found 4/26$79
Wed 6/126:00 amLGA - MDW
1 stop17h 59mFrontier
Deal found 4/26$79

Direct flights to Midway Airport

Wed 7/106:10 amLGA - MDW
Nonstop2h 20mSouthwest
Fri 7/127:55 amMDW - LGA
Nonstop2h 10mSouthwest
Deal found 4/26$149
Mon 5/135:25 pmLGA - MDW
Nonstop2h 30mSouthwest
Tue 5/145:50 pmMDW - LGA
Nonstop2h 10mSouthwest
Deal found 4/26$246
Mon 5/69:40 pmLGA - MDW
Nonstop2h 25mSouthwest
Thu 5/97:55 amMDW - LGA
Nonstop2h 05mSouthwest
Deal found 4/26$262
Tue 5/73:30 pmLGA - MDW
Nonstop2h 30mSouthwest
Thu 5/95:55 amMDW - LGA
Nonstop2h 05mSouthwest
Deal found 4/26$270
Sat 5/118:15 amLGA - MDW
Nonstop2h 20mSouthwest
Tue 5/145:50 pmMDW - LGA
Nonstop2h 10mSouthwest
Deal found 4/26$278
Wed 5/83:30 pmLGA - MDW
Nonstop2h 30mSouthwest
Thu 5/97:55 amMDW - LGA
Nonstop2h 05mSouthwest
Deal found 4/26$299
Mon 4/296:50 pmLGA - MDW
Nonstop2h 30mSouthwest
Thu 5/25:55 amMDW - LGA
Nonstop2h 05mSouthwest
Deal found 4/25$321
Thu 5/236:30 amLGA - MDW
Nonstop2h 25mSouthwest
Mon 5/275:55 amMDW - LGA
Nonstop2h 05mSouthwest
Deal found 4/26$330
Mon 4/299:00 amLGA - MDW
Nonstop2h 35mSouthwest
Wed 5/18:25 amMDW - LGA
Nonstop2h 10mSouthwest
Deal found 4/25$416

Average price of flights to Midway Airport by month

Plan your trip to Midway by taking into account the cheapest months to travel. The average price of a one-way flight to Midway is currently $70 while a round-trip flight costs $149. Price data was last updated on April 21, 2024.

Currently, December is the cheapest month in which you can book a flight to Midway (average of $140). Flying to Midway in July will prove the most costly (average of $254). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

January

$194

February

$190

March

$219

April

$159

May

$185

June

$235

July

$254

August

$196

September

$157

October

$143

November

$165

December

$140

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 January 28, 2024.
Booking 78 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 April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Users looking for the lowest fares to Midway should consider flying on Wednesday afternoons, 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 April 27, 2024.
To help decide which airline to fly to Chicago, see what other customers have to say about Frontier, Delta and Southwest. 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
6,165 reviews

Crew

8.7

Overall

8.2

Boarding

8.3

Entertainment

7.8

Food

7.4

Comfort

8.1

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

Southwest
8.2
Very good
6,165 reviews
Southwest
8.2
Very good
6,165 reviews

Crew

8.7

Overall

8.2

Boarding

8.3

Entertainment

7.8

Food

7.4

Comfort

8.1

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

8.1
Very good
10,966 reviews
Southwest
8.2
Very good
6,165 reviews

Crew

8.7

Overall

8.2

Boarding

8.3

Entertainment

7.8

Food

7.4

Comfort

8.1

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

7.4
Good
438 reviews
Southwest
8.2
Very good
6,165 reviews

Crew

8.7

Overall

8.2

Boarding

8.3

Entertainment

7.8

Food

7.4

Comfort

8.1

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

6.4
Okay
8,746 reviews
Southwest
8.2
Very good
6,165 reviews

Crew

8.7

Overall

8.2

Boarding

8.3

Entertainment

7.8

Food

7.4

Comfort

8.1

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

6.3
Okay
4,132 reviews
Southwest
8.2
Very good
6,165 reviews

Crew

8.7

Overall

8.2

Boarding

8.3

Entertainment

7.8

Food

7.4

Comfort

8.1

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

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, Frontier is rated the highest out of the airlines that fly to Midway.

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

    Chicago Midway Airport is currently the cheapest airport to fly to in Midway. One-way flights to Chicago Midway Airport typically cost $24, while round-trip flights cost around $38.

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

    A round-trip flight to Midway will typically cost around $118, however they can be found for as little as $38.

  • Where does the fastest flight to Midway depart from?

    For those looking to save time traveling to Midway, St. Louis offers the quickest one-way flight (1 hour 5 minutes).

  • Which airport is closest to Allstate Arena?

    If being close to Midway is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

  • Does Chicago Midway Airport have rental cars?

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

  • Are there hotels close to Chicago Midway Airport?

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

See more FAQs

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Other airports near Midway
Other Chicago travelers fly to these airports near Midway.

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Prem Econ Classfrom $217/person
Economy Classfrom $24/person
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