HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$71+ Cheap flights from Chicago Midway Airport

MDW — LGA
Oct 20 — Oct 271
Tue 10/20
Tue 10/27
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find flights from Midway within your budget

 

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Tue 10/27

7:55 am-11:50 am

Nonstop2h 55m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$71

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Wed 12/2

12:05 pm-6:35 pm

1 stop5h 30m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$81

ChicagoMiami

MDW Chicago Midway - MIA Miami

MDWMIA

Chicago Midway

Wed 12/16

3:50 pm-9:55 pm

1 stop5h 05m

Miami

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$87

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Thu 11/12

4:30 pm-11:30 pm

1 stop6h 00m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$91

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Sat 10/24

4:15 pm-8:20 pm

Nonstop3h 05m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$92

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Wed 10/14

5:40 am-2:15 pm

1 stop7h 35m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$102

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Fri 11/13

4:30 pm-11:30 pm

1 stop6h 00m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$102

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Sat 10/17

2:40 pm-8:50 pm

1 stop5h 10m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$102

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Tue 12/1

1:02 pm-7:30 pm

1 stop5h 28m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$109

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Wed 11/18

5:13 pm-12:45 am

1 stop6h 32m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Compare providers for flights from Midway

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway in September
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust 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 FlightHub the highest out of those offering flight deals from Chicago Midway Airport. FlightHub 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

  • 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

Travel insights for flights from Midway

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport (average of $252). Flying from Chicago Midway Airport in November will prove the most costly (average of $501). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Chicago Midway Airport?

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

Southwest
Southwest
From $97
Frontier
Frontier
From $56
Volaris
Volaris
From $206
Delta
Delta
From $88

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 (178 flights per day), Atlanta (121 flights per day), and Minneapolis (107 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $87
Dallas/Fort Worth
Dallas/Fort Worth
From $74
Washington, D.C.
Washington, D.C.
From $88
New York
New York
From $133

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

The cheapest city to fly to from Chicago Midway Airport is Minneapolis St Paul, with prices starting at $58. Explore other affordable destinations below.

Minneapolis St Paul
Minneapolis St Paul
From $58
Cleveland Hopkins Intl
Cleveland Hopkins Intl
From $58
Houston Hobby
Houston Hobby
From $63
Dallas/Fort Worth
Dallas/Fort Worth
From $74

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

To ensure you get the cheapest price possible for a flight from Chicago Midway Airport, you should look to book at least 46 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.

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

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

Airline reviews for flights from Midway

Read through reviews of airlines servicing Chicago Midway Airport, such as Southwest. 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.
Southwest
8.0
Very good
4,196 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,196 reviews
Southwest
8.0
Very good
4,196 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Browse thousands of different options on Cheapflights for your next trip

Related info for your journey

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

    This month, the top selected destinations from Chicago Midway Airport are Atlanta, Las Vegas, Dallas/Fort Worth Airport. Throughout the year, Atlanta, Orlando Airport, Las Vegas 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 $58 to Minneapolis (prices may vary depending on the airline and departure time). On average, users have booked flights for $347 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, Porter Airlines, and Allegiant Air have the cheapest prices from Chicago Midway Airport. Frontier flights from Chicago Midway Airport to Atlanta Hartsfield-Jackson ($56), Porter Airlines flights from Chicago Midway Airport to Montreal ($69), and Allegiant Air flights from Chicago Midway Airport to Asheville Regional ($81).

  • 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 Newark Airport starting at $54
    Fly from Chicago Midway to Orlando Airport starting at $187
    Fly from Chicago Midway to Dallas/Fort Worth Airport starting at $386
    Fly from Chicago Midway to Cancún starting at $404

  • 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 Minneapolis. Prices start at $546 so you can fly first-class even on a budget.

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

    January is currently the cheapest month to fly from Chicago Midway Airport. At this moment in time November 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 Dallas from $66 round trip
    Fly from Chicago to Knoxville from $85 round trip
    Fly from Chicago to Minneapolis from $117 round trip
    Fly from Chicago to Cleveland from $117 round trip
    Fly from Chicago to St. Louis from $117 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.

See more FAQs

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.