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$113+ Cheap flights from Midway (MDW) to Louisville (SDF)

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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SDF
May 30 — Jun 61
Sat 5/30
Sat 6/6
1 adult, Economy
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Cheap flight deals from Midway to Louisville

Cheapest flights from Midway to Louisville
Explore the most affordable flight options available from Midway to Louisville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.

This Southwest deal was found by Cheapflights users on 4/29. 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 6/26:20 pm
MDW
-
SDF
Nonstop1h 15m
Southwest
Tue 6/94:15 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Deal found 4/29$257
This Southwest deal was found by Cheapflights users on 4/28. 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 7/87:45 am
MDW
-
SDF
Nonstop1h 20m
Southwest
Tue 7/144:20 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Deal found 4/28$275
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/111:00 pm
MDW
-
SDF
1 stop3h 41m
Delta
Tue 8/1812:53 pm
SDF
-
MDW
1 stop4h 34m
Delta
Deal found 4/29$277
This Southwest deal was found by Cheapflights users on 4/30. 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 5/286:45 pm
MDW
-
SDF
Nonstop1h 15m
Southwest
Sat 5/304:50 pm
SDF
-
MDW
Nonstop1h 20m
Southwest
Deal found 4/30$281
This Southwest deal was found by Cheapflights users on 4/28. 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 6/37:40 am
MDW
-
SDF
Nonstop1h 10m
Southwest
Fri 6/58:05 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Deal found 4/28$286

Find flight deals from Midway to Louisville

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Louisville (SDF). 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 April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$256
(Southwest)

One-way from

$118
(Kiwi.com)

Popular in

April

Cheapest in

November

Average price

$621

Good round-trip deal

$301 or less

Good one-way deal

$172 or less
Provider with most accurate pricing for Chicago Midway-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Louisville Intl flights.
Search Deals
From Chicago Midway to Louisville Intl
Search Deals
One-way flight from Chicago Midway to Louisville Intl
Search Deals
Highest demand for flights based on searches. 34% potential increase in price ($162 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Louisville Intl.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Louisville Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Louisville 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 April 30, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Louisville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 6/2

6:20 pm-8:35 pm

Nonstop1h 15m

Louisville Intl

Tue 6/9

7:25 am-1:35 pm

2 stops7h 10m

$272

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 5/28

12:45 pm-3:00 pm

Nonstop1h 15m

Louisville Intl

Sun 5/31

3:50 pm-4:05 pm

Nonstop1h 15m

$301
Quickest round-trip

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 6/4

7:45 pm-9:55 pm

Nonstop1h 10m

Louisville Intl

Sun 6/7

2:30 pm-2:45 pm

Nonstop1h 15m

$301

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 6/17

11:25 am-9:40 pm

2 stops9h 15m

Louisville Intl

Fri 6/19

8:05 pm-8:20 pm

Nonstop1h 15m

$301

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Fri 5/29

9:23 am-3:48 pm

1 stop5h 25m

Louisville Intl

Sun 5/31

6:00 am-11:56 am

1 stop6h 56m

$315

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Fri 5/22

7:45 am-9:55 am

Nonstop1h 10m

Louisville Intl

Mon 5/25

2:40 pm-2:55 pm

Nonstop1h 15m

$323

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Fri 6/19

1:00 pm-10:25 pm

2 stops8h 25m

Louisville Intl

Sun 6/21

5:30 pm-11:40 pm

1 stop7h 10m

$383
Cheapest one-way
Quickest one-way

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 6/3

7:40 am-9:50 am

Nonstop1h 10m

$129

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 9/2

8:55 am-11:15 am

Nonstop1h 20m

$129

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 5/26

6:20 pm-8:35 pm

Nonstop1h 15m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/26

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Compare providers for flights from Midway to Louisville

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 to Louisville in April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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 Chicago Midway Airport-Louisville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Louisville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Louisville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Louisville 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 Chicago Midway Airport-Louisville 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 Midway to Louisville

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

Cheapflights Insights

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

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

Find hourly flight availability from Midway to Louisville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 30, 2026.

It’s optimal to fly from Chicago Midway Airport to Louisville in the afternoon. By choosing this option you can save up to 29% on the cost of your flight, compared to a flight in the evening.

What is the cheapest day to fly from Chicago Midway Airport to Louisville?

Use this chart to determine the cheapest time to fly round-trip from Midway to Louisville. Price data was last updated on April 25, 2026.

Travelers seeking maximum savings on their Chicago Midway Airport to Louisville flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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

Reviews of airlines servicing Louisville

Get insights into the airlines that provide service to Louisville. 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 Louisville. Reviews last updated April 30, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Louisville, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,317 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,317 reviews
Southwest
8.0
Very good
4,317 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Midway to Louisville. 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 into for flights to Louisville from Chicago Midway?

    If you book a flight to Louisville from Chicago Midway, you will be flying to 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 Chicago Midway to Louisville Intl per day from 1 airline.

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

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

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

    Southwest, at $124, was found to be the cheapest airline from Chicago Midway Airport to Louisville.. You may be able to fly from Chicago Midway Airport to Louisville for 60% less than the average price by searching for this airline.

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

    The cheapest flight price from Chicago Midway Airport to Louisville is $172. On average you can expect to pay $350. The most popular route, (Chicago Midway - Louisville Intl), can usually be booked for $257.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Louisville 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 Louisville?

Book flights to Louisville if you plan to visit one of these locations
Shepherdsville
Elizabethtown
Corydon
Jeffersonville
Bardstown

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Top airline flying from Midway to Louisville

Discover the top airline that operate flights from Midway to Louisville. 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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$124Average$249FlexibilityNo cancel feeOn-time63%

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