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Midway

$57+ Cheap flights from Chicago Midway Airport

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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — EWR
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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What to know about flights from Midway

Discover essential information about flights departing from Midway, including flight schedules, destinations, airlines operating at the Midway airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated June 12, 2025.

Cheapest airline

American Airlines

Good round-trip deal

$65 or less

Good one-way deal

$49 or less
On average, American Airlines currently has the cheapest one-way flight from Chicago Midway (avg. price of $1,151).
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Find flights from Midway

Cheapest flights from Midway
Explore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on June 12, 2025.

Wed 7/911:39 amMDW - ATL
Nonstop2h 06mFrontier
Tue 7/229:37 amATL - MDW
Nonstop2h 03mFrontier
Deal found 6/11$96
Tue 7/82:20 pmMDW - LGA
Nonstop2h 05mSouthwest
Wed 7/99:35 pmLGA - MDW
Nonstop2h 20mSouthwest
Deal found 6/10$117
Thu 10/212:48 pmMDW - DFW
Nonstop2h 32mFrontier
Tue 10/79:52 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 6/11$125
Sat 7/199:12 pmMDW - MCO
Nonstop2h 51mFrontier
Sat 7/266:23 pmMCO - MDW
Nonstop2h 59mFrontier
Deal found 6/10$126
Fri 6/276:25 amMDW - LAS
Nonstop3h 59mFrontier
Mon 6/309:19 amLAS - MDW
Nonstop3h 37mFrontier
Deal found 6/11$145
Wed 7/29:24 amMDW - EWR
1 stop5h 35mDelta
Tue 7/86:00 amEWR - MDW
1 stop3h 44mDelta
Deal found 6/11$157
Wed 8/67:55 pmMDW - MCO
Nonstop2h 35mSouthwest
Wed 8/137:10 amMCO - MDW
Nonstop2h 45mSouthwest
Deal found 6/10$158
Tue 7/2911:05 amMDW - LAS
Nonstop3h 55mSouthwest
Tue 8/56:10 amLAS - MDW
Nonstop3h 35mSouthwest
Deal found 6/12$159
Fri 7/112:50 pmMDW - ATL
Nonstop1h 55mSouthwest
Tue 7/157:35 amATL - MDW
Nonstop1h 55mSouthwest
Deal found 6/10$159
Wed 8/1311:39 amMDW - JFK
1 stop12h 03mFrontier
Wed 8/206:00 amJFK - MDW
1 stop9h 01mFrontier
Deal found 6/10$174
Tue 6/1711:39 amMDW - EWR
1 stop12h 05mFrontier
Wed 6/185:59 amEWR - MDW
1 stop5h 42mFrontier
Deal found 6/9$176
Tue 7/86:00 amMDW - ATL
Nonstop1h 57mDelta
Tue 7/158:46 pmATL - MDW
Nonstop1h 56mDelta
Deal found 6/10$179

Find flights from Midway within your budget

Find flights departing from Midway that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on June 12, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Newark

Route

Depart

Return

Price

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Wed 7/9

11:39 am-2:45 pm

Nonstop2h 06m

Atlanta Hartsfield-Jackson

Tue 7/22

9:37 am-10:40 am

Nonstop2h 03m

$96

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 7/8

2:20 pm-5:25 pm

Nonstop2h 05m

New York LaGuardia

Tue 7/15

9:35 pm-10:55 pm

Nonstop2h 20m

$117

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Thu 10/9

8:39 am-12:20 pm

Nonstop2h 41m

Orlando

Mon 10/13

5:50 am-7:44 am

Nonstop2h 54m

$126

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 8/9

8:05 am-10:32 am

Nonstop2h 27m

Dallas/Fort Worth

Wed 8/13

2:40 pm-5:03 pm

Nonstop2h 23m

$141

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Fri 6/27

6:25 am-8:24 am

Nonstop3h 59m

Las Vegas Harry Reid Intl

Mon 6/30

9:19 am-2:56 pm

Nonstop3h 37m

$145

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 7/2

9:24 am-3:59 pm

1 stop5h 35m

Newark

Tue 7/8

6:00 am-8:44 am

1 stop3h 44m

$157

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Wed 8/6

7:55 pm-11:30 pm

Nonstop2h 35m

Orlando

Wed 8/13

7:10 am-8:55 am

Nonstop2h 45m

$158

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Tue 7/29

11:05 am-1:00 pm

Nonstop3h 55m

Las Vegas Harry Reid Intl

Thu 7/31

12:35 pm-6:10 pm

Nonstop3h 35m

$159

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Fri 7/11

2:50 pm-5:45 pm

Nonstop1h 55m

Atlanta Hartsfield-Jackson

Tue 7/15

7:35 am-8:30 am

Nonstop1h 55m

$159

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Wed 8/13

11:39 am-12:42 am

1 stop12h 03m

New York John F Kennedy Intl

Wed 8/20

6:00 am-2:01 pm

1 stop9h 01m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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Midway travel tips

Get helpful tips and advice for traveling to or from Midway. Find recommendations for transportation, accommodations, local attractions, dining options, and other practical tips to enhance your travel experience. Please note that the travel tips are based on general knowledge and recommendations. Data last updated June 12, 2025.
  • When traveling through the Chicago Midway International Airport (MDW), note that the security checkpoint offers three different lanes for your convenience: a business/experienced traveler lane, a lane for casual travelers, and a family lane for travelers with children who may need additional time to go at their own pace.
  • Travelers to Chicago Midway International Airport (MDW) in need of translation services are encouraged to seek out the information book in the baggage claim area of the terminal. There they will find I-Speak language cards and a Limited English Proficiency phone, which offers a quick, convenient connection to quality interpreters who speak over 200 different languages.
  • If traveling internationally from the Chicago Midway International Airport (MDW), note that the airport’s on-site Seaway National Bank offers exchange services for converting your money into foreign currency. More than 200 currencies may be bought and sold at this location. For even faster service, you may call in your exchange ahead of your arrival.

Best time to book a flight from Midway

Have a flexible travel schedule? Discover the best time to fly from 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.

Travel insights for flights from Midway

Get recent, data-driven insights about flights from Midway including ideal travel times, pricing trends, and more.

Which airlines fly from Chicago Midway Airport?

For flights departing from Chicago Midway Airport check dates and pricing for the following: Delta. This airline departs to the following popular destinations: New York.

Southwest
Southwest
From $104
Frontier
Frontier
From $39
Delta
Delta
From $88
Volaris
Volaris
From $194

What are popular destinations to fly to from Chicago Midway Airport?

Some of the most frequent flights departing from Chicago Midway Airport everyday are: Detroit (216 flights per day), Atlanta (179 flights per day), and Minneapolis (110 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $70
Orlando
Orlando
From $47
Washington, D.C.
Washington, D.C.
From $43
Denver Intl
Denver Intl
From $65

What is the cheapest place to fly to from Chicago Midway Airport?

The cheapest city to fly to from Chicago Midway Airport is Louisville Intl, with prices starting at $38. Explore other affordable destinations below.

Louisville Intl
Louisville Intl
From $38
Columbus
Columbus
From $38
Minneapolis St Paul
Minneapolis St Paul
From $38
Washington, D.C.
Washington, D.C.
From $43

Airline reviews for flights from Midway

Read reviews and ratings of airlines operating flights from Midway. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Midway travel. Please note that the reviews are sourced from user searches and were last updated on June 12, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Allegiant Air
7.3
Good
725 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Frontier
5.9
Fair
3,295 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

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Related info for your journey

Access useful and relevant information related to your journey from Midway. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated June 12, 2025.

  • What are the most popular destinations to fly to from Chicago Midway Airport?

    This month, the top selected destinations from Chicago Midway Airport are Cancún, Las Vegas, Orlando Airport. Throughout the year, Atlanta, Las Vegas, Cancún are some of the top choices made by users flying from Chicago Midway Airport.

  • What is the cheapest flight from Chicago Midway Airport to anywhere?

    Users have flown out of Chicago Midway Airport for as low as $38 to Louisville (prices may vary depending on the airline and departure time). On average, users have booked flights for $309 to fly from Chicago Midway Airport.

  • What are the cheapest airlines flying from Chicago Midway Airport to anywhere?

    Over the past few days, we've found that Frontier, Allegiant Air, and Spirit Airlines have the cheapest prices from Chicago Midway Airport. Frontier flights from Chicago Midway Airport to Aguascalients ($39), Allegiant Air flights from Chicago Midway Airport to Asheville Regional ($51), and Spirit Airlines flights from Chicago Midway Airport to Cancun ($63).

  • What is the cheapest premium economy flight from Chicago Midway Airport?

    Options for some of the cheapest premium economy flights from Chicago Midway Airport we have found on Cheapflights are as follows:
    Fly from Chicago Midway to Minneapolis starting at $363
    Fly from Chicago Midway to Toronto Island Airport starting at $765
    Fly from Chicago Midway to Detroit Metropolitan Wayne County Airport starting at $1,858
    Fly from Chicago Midway to Atlanta starting at $1,914

  • What is the cheapest first class flight from Chicago Midway Airport?

    If you’re looking for a cheap first-class flight from Chicago Midway Airport, consider Philadelphia. Prices start at $280 so you can fly first-class even on a budget.

  • Where are the cheapest places to fly to from Chicago Midway Airport?

    Check out the cheapest flights from Chicago Midway Airport to embark to:
    Fly from Chicago to Asheville from $62 round trip
    Fly from Chicago to Savannah from $79 round trip
    Fly from Chicago to Knoxville from $79 round trip
    Fly from Chicago to New York from $97 round trip
    Fly from Chicago to Minneapolis from $97 round trip

  • Does the Chicago Midway International Airport (MDW) offer on-site accommodations?

    While the Chicago Midway International Airport (MDW) does not offer an on-site hotel at this time, there are ample accommodations available within a handful of miles to choose from, including The Courtyard by Marriot, which is only 9 minutes away.

  • What amenities are available at the Chicago Midway International Airport (MDW) for nursing mothers?

    The Chicago Midway International Airport (MDW) offers a Mother’s Room, which features a comfortable seating area, sink and wash area, and wall-mounted TV in a private setting. Additionally, lactation pods throughout the airport provide safe and private spaces for mothers to nurse or pump while traveling.

  • Does the Chicago Midway International Airport (MDW) offer quiet spaces for those looking to escape the excitement of a travel hub??

    Yes, in Concourse C of the Chicago Midway International Airport (MDW) you will find a Yoga Room, which offers passengers a place to retreat and meditate between the hours of 6 am and 10 pm.

  • Are there shopping opportunities available at the Chicago Midway International Airport (MDW)?

    Yes, the Chicago Midway International Airport (MDW) offers a wide variety of shopping options, from convenience stores and kiosks to popular companies like Build-A-Bear Workshop to smaller retailers offering unique, local souvenirs and gifts.

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