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Midway

$40+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LAS
Apr 21 — Apr 281
Mon 4/21
Mon 4/28
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 April 16, 2025.

Cheapest airline

American Airlines

Good round-trip deal

$80 or less

Good one-way deal

$39 or less
On average, American Airlines currently has the cheapest one-way flight from Chicago Midway (avg. price of $1,155).
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Price to beat on a round-trip flight from Chicago Midway.
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Price to beat on a one-way flight from Chicago Midway.
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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 April 16, 2025.

Wed 5/142:12 pmMDW - ATL
Nonstop2h 06mFrontier
Sat 5/178:33 amATL - MDW
Nonstop2h 00mFrontier
Deal found 4/16$76
Thu 5/82:45 pmMDW - DFW
Nonstop2h 32mFrontier
Sun 5/116:12 pmDFW - MDW
Nonstop2h 21mFrontier
Deal found 4/15$106
Sun 5/46:15 amMDW - LAS
Nonstop4h 03mFrontier
Fri 5/99:13 amLAS - MDW
Nonstop3h 35mFrontier
Deal found 4/15$134
Sun 5/256:05 amMDW - LGA
Nonstop2h 00mSouthwest
Wed 5/286:10 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 4/16$137
Wed 5/1410:25 amMDW - ATL
Nonstop1h 55mDelta
Wed 5/2111:00 amATL - MDW
Nonstop1h 53mDelta
Deal found 4/16$164
Sun 5/118:05 amMDW - ATL
Nonstop1h 50mSouthwest
Wed 5/148:20 amATL - MDW
Nonstop2h 00mSouthwest
Deal found 4/16$166
Tue 4/2912:19 pmMDW - PHX
Nonstop3h 57mFrontier
Wed 4/307:05 amPHX - MDW
1 stop6h 08mFrontier
Deal found 4/15$172
Tue 5/139:34 amMDW - LGA
1 stop5h 55mFrontier
Wed 5/146:30 amLGA - MDW
1 stop5h 56mFrontier
Deal found 4/16$175
Wed 5/142:12 pmMDW - LAX
1 stop9h 23mFrontier
Wed 5/214:59 pmLAX - MDW
1 stop25h 18mFrontier
Deal found 4/15$176
Sat 5/106:00 amMDW - EWR
1 stop5h 11mDelta
Sun 5/255:59 amEWR - MDW
1 stop3h 41mDelta
Deal found 4/15$177
Tue 5/2010:34 amMDW - EWR
1 stop9h 26mFrontier
Sat 5/2411:00 amEWR - MDW
1 stop12h 02mFrontier
Deal found 4/15$178
Wed 4/304:28 pmMDW - JFK
1 stop7h 05mFrontier
Wed 5/76:00 amJFK - MDW
1 stop6h 26mFrontier
Deal found 4/16$178

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 April 16, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Las Vegas

Route

Depart

Return

Price

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Wed 5/14

2:12 pm-5:18 pm

Nonstop2h 06m

Atlanta Hartsfield-Jackson

Sat 5/17

8:33 am-9:33 am

Nonstop2h 00m

$76

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 5/8

2:45 pm-5:17 pm

Nonstop2h 32m

Dallas/Fort Worth

Sun 5/11

6:12 pm-8:33 pm

Nonstop2h 21m

$106

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Sun 5/4

6:15 am-8:18 am

Nonstop4h 03m

Las Vegas Harry Reid Intl

Fri 5/9

9:13 am-2:48 pm

Nonstop3h 35m

$134

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Sun 5/25

6:05 am-9:05 am

Nonstop2h 00m

New York LaGuardia

Wed 5/28

6:10 am-7:30 am

Nonstop2h 20m

$137

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Wed 5/14

10:25 am-1:20 pm

Nonstop1h 55m

Atlanta Hartsfield-Jackson

Wed 5/21

11:00 am-11:53 am

Nonstop1h 53m

$164

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Sun 5/11

8:05 am-10:55 am

Nonstop1h 50m

Atlanta Hartsfield-Jackson

Wed 5/14

8:20 am-9:20 am

Nonstop2h 00m

$166

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Tue 5/27

9:20 am-5:30 pm

1 stop7h 10m

Newark

Wed 5/28

5:59 am-8:40 am

1 stop3h 41m

$167

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Tue 4/29

12:19 pm-2:16 pm

Nonstop3h 57m

Phoenix Sky Harbor Intl

Wed 4/30

7:05 am-3:13 pm

1 stop6h 08m

$172

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 5/13

9:34 am-4:29 pm

1 stop5h 55m

New York LaGuardia

Wed 5/14

6:30 am-11:26 am

1 stop5h 56m

$175

ChicagoLos Angeles

MDW - LAX

MDWLAX

Chicago Midway

Wed 5/14

2:12 pm-9:35 pm

1 stop9h 23m

Los Angeles

Wed 5/21

4:59 pm-8:17 pm

1 stop25h 18m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

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Compare providers for flights from Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway in April
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
FlightnetworkPrice Accuracy-Trust Score*3 stars
CheapOairPrice Accuracy1 starTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
JustAirTicketPrice Accuracy-Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: Among all the travel providers offering deals on flights from Chicago Midway Airport, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub about >95% of the time. This is based on searches for flights from Chicago Midway Airport made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate eDreams the highest out of those offering flight deals from Chicago Midway Airport. eDreams has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Chicago Midway Airport. This info is gathered from Cheapflights searches over the past month.

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 April 16, 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.

When is the best time to book a flight from Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Midway to Las Vegas. Price data was last updated on April 11, 2025.

To ensure you get the cheapest price possible for a flight from Chicago Midway Airport, you should look to book at least 33 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago Midway Airport?

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport (average of $72). Flying from Chicago Midway Airport in December will prove the most costly (average of $144). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Midway to Las Vegas. Price data was last updated on March 30, 2025.

Those who are seeking the cheapest fare on flights departing from Chicago Midway Airport would be wise to consider leaving during Tuesday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday at noon when fares are usually the most expensive.

Which airlines fly from Chicago Midway Airport?

For flights departing from Chicago Midway Airport check dates and pricing for the following: Frontier, Southwest, Spirit Airlines, Delta, United Airlines. These airlines depart to the following popular destinations: Las Vegas.

Southwest

Southwest

From $103

Frontier

Frontier

From $39

Delta

Delta

From $63

Volaris

Volaris

From $227

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

Some of the most frequent flights departing from Chicago Midway Airport everyday are: Atlanta (140 flights per day), Orlando (108 flights per day), and Detroit (84 flights per day).

Atlanta Hartsfield-Jackson

Atlanta Hartsfield-Jackson

From $39

Orlando

Orlando

From $62

Denver Intl

Denver Intl

From $75

Las Vegas Harry Reid Intl

Las Vegas Harry Reid Intl

From $85

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

The cheapest city to fly to from Chicago Midway Airport is Tampa, with prices starting at $39. Explore other affordable destinations below.

Tampa

Tampa

From $39

Atlanta Hartsfield-Jackson

Atlanta Hartsfield-Jackson

From $39

Cincinnati Cinci./N. Kentucky

Cincinnati Cinci./N. Kentucky

From $39

Grand Rapids Gerald R. Ford Intl

Grand Rapids Gerald R. Ford Intl

From $39

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 April 16, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Southwest
8.0
Very good
4,282 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,282 reviews
Southwest
8.0
Very good
4,282 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,282 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,282 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,281 reviews
Southwest
8.0
Very good
4,282 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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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 April 16, 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 Las Vegas, Atlanta, Orlando Airport. Throughout the year, Las Vegas, Atlanta, Orlando Airport 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 $39 to Tampa (prices may vary depending on the airline and departure time). On average, users have booked flights for $312 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, Spirit Airlines, and Delta have the cheapest prices from Chicago Midway Airport. Frontier flights from Chicago Midway Airport to Aguascalients ($39), Spirit Airlines flights from Chicago Midway Airport to Cancun ($63), and Delta flights from Chicago Midway Airport to Anchorage ($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 Toronto Island Airport starting at $765
    Fly from Chicago Midway to Atlanta starting at $997
    Fly from Chicago Midway to Detroit Metropolitan Wayne County Airport starting at $1,187
    Fly from Chicago Midway to Minneapolis starting at $1,295

  • 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.

  • What is the cheapest month to fly from Chicago Midway Airport?

    September is currently the cheapest month to fly from Chicago Midway Airport. At this moment in time December is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • 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 Atlanta from $78 round trip
    Fly from Chicago to Savannah from $78 round trip
    Fly from Chicago to Knoxville from $78 round trip
    Fly from Chicago to Minneapolis from $97 round trip
    Fly from Chicago to Nashville 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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