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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — EWR
jul. 16 — jul. 231
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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 julio 11, 2025.

Cheapest airline

American Airlines

Good round-trip deal

$69 or less

Good one-way deal

$54 or less
On average, American Airlines currently has the cheapest one-way flight from Chicago Midway (avg. price of $1,152).
Price to beat on a round-trip flight from Chicago Midway.
Price to beat on a one-way flight from Chicago Midway.

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 julio 11, 2025.

sáb. 10/411:23 amMDW - DFW
Nonstop2h 36mFrontier
dom. 10/57:00 amDFW - MDW
Nonstop2h 24mFrontier
Deal found 7/10$119
vie. 7/258:35 amMDW - MCO
Nonstop2h 45mFrontier
vie. 8/11:10 pmMCO - MDW
Nonstop2h 56mFrontier
Deal found 7/9$121
mié. 8/65:40 pmMDW - LGA
1 stop4h 20mSouthwest
mar. 8/129:35 pmLGA - MDW
Nonstop2h 20mSouthwest
Deal found 7/10$123
sáb. 8/28:05 amMDW - LAS
1 stop10h 14mFrontier
vie. 8/812:59 amLAS - MDW
1 stop10h 51mFrontier
Deal found 7/9$129
lun. 8/256:35 amMDW - MCO
Nonstop2h 30mSouthwest
sáb. 8/307:15 amMCO - MDW
Nonstop2h 45mSouthwest
Deal found 7/8$131
lun. 9/85:15 amMDW - LAS
Nonstop3h 45mSouthwest
mié. 9/106:10 amLAS - MDW
Nonstop3h 35mSouthwest
Deal found 7/9$133
jue. 9/45:04 pmMDW - LGA
1 stop5h 27mFrontier
mié. 9/106:30 amLGA - MDW
1 stop10h 28mFrontier
Deal found 7/10$157
mié. 9/36:00 amMDW - EWR
1 stop5h 11mDelta
sáb. 9/138:15 amEWR - MDW
1 stop8h 11mDelta
Deal found 7/9$157
vie. 9/195:04 pmMDW - JFK
1 stop6h 38mFrontier
dom. 9/216:15 amJFK - MDW
1 stop10h 43mFrontier
Deal found 7/10$163
mar. 9/162:32 pmMDW - EWR
1 stop9h 02mFrontier
vie. 9/1911:15 amEWR - MDW
1 stop5h 43mFrontier
Deal found 7/9$170
lun. 9/86:40 amMDW - SEA
2 stops9h 30mSouthwest
jue. 9/1811:10 pmSEA - MDW
Nonstop4h 05mSouthwest
Deal found 7/10$172
vie. 9/54:48 pmMDW - SEA
1 stop9h 42mFrontier
vie. 9/126:12 amSEA - MDW
1 stop7h 41mFrontier
Deal found 7/10$175

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 julio 11, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Newark

Route

Depart

Return

Price

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

vie. 9/19

9:48 am-1:28 pm

Nonstop2h 40m

Orlando

lun. 9/22

5:45 am-7:33 am

Nonstop2h 48m

$118

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

sáb. 10/4

11:23 am-1:59 pm

Nonstop2h 36m

Dallas/Fort Worth

dom. 10/5

7:00 am-9:24 am

Nonstop2h 24m

$119

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mié. 8/6

5:40 pm-11:00 pm

1 stop4h 20m

New York LaGuardia

mar. 8/12

9:35 pm-10:55 pm

Nonstop2h 20m

$123

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

sáb. 8/2

8:05 am-4:19 pm

1 stop10h 14m

Las Vegas Harry Reid Intl

vie. 8/8

12:59 am-1:50 pm

1 stop10h 51m

$129

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

jue. 8/14

6:45 pm-10:20 pm

Nonstop2h 35m

Orlando

mar. 8/19

7:10 am-8:55 am

Nonstop2h 45m

$131

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

lun. 8/25

6:15 pm-8:10 pm

Nonstop3h 55m

Las Vegas Harry Reid Intl

sáb. 8/30

11:40 pm-5:10 am

Nonstop3h 30m

$133

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

mié. 9/3

6:00 am-12:11 pm

1 stop5h 11m

Newark

sáb. 9/13

8:15 am-3:26 pm

1 stop8h 11m

$157

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

jue. 9/4

5:04 pm-11:31 pm

1 stop5h 27m

New York LaGuardia

mié. 9/10

6:30 am-3:58 pm

1 stop10h 28m

$157

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

vie. 9/19

5:04 pm-12:42 am

1 stop6h 38m

New York John F Kennedy Intl

dom. 9/21

6:15 am-3:58 pm

1 stop10h 43m

$163

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

mar. 9/16

2:32 pm-12:34 am

1 stop9h 02m

Newark

vie. 9/19

11:15 am-3:58 pm

1 stop5h 43m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

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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 julio 11, 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.

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 julio 11, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Read through reviews of airlines servicing Chicago Midway Airport, such as Delta, Allegiant Air, and Frontier. 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

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good
8.0
Very good

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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 julio 11, 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 Punta Cana, Las Vegas, Atlanta. 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 $304 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 Philadelphia starting at $118
    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 Atlanta starting at $1,308

  • 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 $58 round trip
    Fly from Chicago to St. Louis from $61 round trip
    Fly from Chicago to Pittsburgh from $61 round trip
    Fly from Chicago to Dallas from $75 round trip
    Fly from Chicago to Detroit from $76 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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