HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$109+ Cheap flights from Louisville (SDF) to Midway (MDW)

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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MDW
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Louisville to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Louisville to Midway

Cheapest flights from Louisville to Midway
Explore the most affordable flight options available from Louisville to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.

This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:15 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Mon 8/246:10 pm
MDW
-
SDF
Nonstop1h 15m
Southwest
Deal found 7/27$217
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:45 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Fri 9/118:00 am
MDW
-
SDF
Nonstop1h 25m
Southwest
Deal found 7/23$222
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:10 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Tue 8/182:40 pm
MDW
-
SDF
1 stop4h 55m
Southwest
Deal found 7/24$237
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/154:55 pm
SDF
-
MDW
Nonstop1h 20m
Southwest
Mon 8/179:20 am
MDW
-
SDF
2 stops10h 10m
Southwest
Deal found 7/24$238
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:20 am
SDF
-
MDW
2 stops5h 45m
Southwest
Tue 8/1812:45 pm
MDW
-
SDF
2 stops7h 45m
Southwest
Deal found 7/22$247
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:10 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Mon 8/179:20 am
MDW
-
SDF
2 stops10h 10m
Southwest
Deal found 7/23$248
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:45 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Mon 9/146:10 pm
MDW
-
SDF
Nonstop1h 20m
Southwest
Deal found 7/24$249
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1010:55 am
SDF
-
MDW
2 stops7h 55m
Southwest
Sun 10/118:20 am
MDW
-
SDF
Nonstop1h 15m
Southwest
Deal found 7/24$251
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:15 am
SDF
-
MDW
2 stops8h 40m
Southwest
Tue 10/66:00 am
MDW
-
SDF
1 stop8h 15m
Southwest
Deal found 7/23$252

Find flight deals from Louisville to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Louisville (SDF) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(Southwest)

One-way from

$109
(Southwest)

Popular in

June

Cheapest in

January

Average price

$365

Good round-trip deal

$356 or less

Good one-way deal

$214 or less
Provider with most accurate pricing for Louisville Intl-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Chicago Midway flights.
Search Deals
From Louisville Intl to Chicago Midway
Search Deals
One-way flight from Louisville Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Louisville Intl to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Louisville Intl to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Louisville to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 28, 2026.
Use the filters below to find and compare flights from Louisville to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 8/15

9:00 am-9:15 am

Nonstop1h 15m

Chicago Midway

Mon 8/17

8:00 am-10:25 am

Nonstop1h 25m

$217
Quickest round-trip

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 8/20

2:15 pm-2:30 pm

Nonstop1h 15m

Chicago Midway

Mon 8/24

6:10 pm-8:25 pm

Nonstop1h 15m

$217

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 9/10

9:00 am-9:15 am

Nonstop1h 15m

Chicago Midway

Sat 9/12

3:15 pm-5:30 pm

Nonstop1h 15m

$217

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Mon 8/17

7:10 pm-7:25 pm

Nonstop1h 15m

Chicago Midway

Thu 8/20

5:55 am-1:05 pm

1 stop6h 10m

$227

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 8/20

3:20 pm-8:10 pm

1 stop5h 50m

Chicago Midway

Sun 8/23

5:55 pm-8:10 pm

Nonstop1h 15m

$237

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sun 10/11

8:00 pm-11:35 pm

1 stop4h 35m

Chicago Midway

Mon 10/12

7:55 am-10:10 am

Nonstop1h 15m

$237

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Fri 9/11

3:20 pm-10:00 pm

2 stops7h 40m

Chicago Midway

Sun 9/13

8:00 am-10:25 am

Nonstop1h 25m

$247

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 8/15

8:20 am-1:05 pm

2 stops5h 45m

Chicago Midway

Tue 8/18

12:45 pm-9:30 pm

2 stops7h 45m

$247
Cheapest one-way

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Mon 10/26

3:35 pm-3:50 pm

Nonstop1h 15m

$109

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 9/24

9:00 am-9:15 am

Nonstop1h 15m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Louisville to 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 Louisville to Midway in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 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: When it comes to deals on Louisville-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Louisville-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Louisville-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Louisville-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Louisville-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Louisville to Midway

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

Cheapflights Insights

Everything you need to know about your flight from Louisville to Chicago Midway Airport

What is the cheapest time of day to fly from SDF to MDW?

Find hourly flight availability from Louisville to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 28, 2026.

When flying from Louisville to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 12% versus a flight in the morning.

How much does it cost to fly round-trip from Louisville to Chicago Midway Airport?

Airfare is below average for this route at the moment.

Louisville to Chicago Midway Airport flights typically cost between $269 and $337 in August.
The cheapest round-trip price found within the last 5 days was $217 on Southwest (Aug 20-Aug 24).

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 July 28, 2026.
Peruse reviews from past customers who have flown with Southwest from Louisville to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,228 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
8.0
Very good
4,228 reviews
Southwest
8.0
Very good
4,228 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

Find useful and relevant information for your journey from Louisville to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Louisville to Chicago Midway?

    If you book a flight to Chicago Midway from Louisville, you will be flying from Louisville Intl, which is the city’s only airport. Louisville Intl (SDF) is located 5.3 mi from the center of Louisville. There are 2 flights from Louisville Intl to Chicago Midway per day from 1 airline.

  • How long is the flight from Louisville to Chicago Midway Airport?

    Airlines like Southwest fly from Louisville to Chicago Midway Airport in about 1h 15m. The time it takes to get you to your destination is usually consistent. Louisville and Chicago Midway Airport are separated by a distance of 271 mi. All flights are typically nonstop.

  • What is the cheapest airline to fly from Louisville to Chicago Midway Airport round-trip?

    According to our current data, Southwest ($77), offers the cheapest pricing from Louisville to Chicago Midway Airport. Southwest is currently priced 72% below the average price you’ll pay for this route.

  • What are the cheapest flights from Louisville to Chicago Midway Airport?

    While on average a flight from Louisville to Chicago Midway Airport is generally $369, our data shows the cheapest flight currently is $129. When looking at the most popular route, (Louisville Intl - Chicago Midway), you can expect to pay $217 for that flight.

  • Can I find deals for flights from Louisville to Midway that include hotel bookings?

    Yes. In addition to deals on Louisville to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Louisville to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Louisville to Midway.

  • Can I find deals for business class flights from Louisville to Midway?

    Yes. Cheapflights offers flight deals from Louisville to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from Louisville to Midway

Discover the top airline that operate flights from Louisville to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$77Average$272FlexibilityNo cancel feeOn-time63%

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.
Site
©2026 Cheapflights