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$89+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SDF
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Southwest deal was found by Cheapflights users on 1/27. 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.
Tue 2/2410:00 am
MDW
-
SDF
Nonstop1h 15m
Southwest
Tue 3/36:45 am
SDF
-
MDW
Nonstop1h 25m
Southwest
Deal found 1/27$177
This Southwest deal was found by Cheapflights users on 1/27. 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.
Sat 3/217:15 pm
MDW
-
SDF
Nonstop1h 15m
Southwest
Sat 3/287:20 am
SDF
-
MDW
Nonstop1h 20m
Southwest
Deal found 1/27$191
This Southwest deal was found by Cheapflights users on 1/28. 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.
Tue 4/75:00 pm
MDW
-
SDF
1 stop4h 55m
Southwest
Tue 4/143:30 pm
SDF
-
MDW
Nonstop1h 15m
Southwest
Deal found 1/28$194
This Southwest deal was found by Cheapflights users on 1/26. 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 2/269:55 pm
MDW
-
SDF
Nonstop1h 10m
Southwest
Sat 2/286:40 am
SDF
-
MDW
Nonstop1h 25m
Southwest
Deal found 1/26$215
This Southwest deal was found by Cheapflights users on 1/29. 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.
Sat 3/145:25 am
MDW
-
SDF
1 stop8h 15m
Southwest
Mon 3/165:15 pm
SDF
-
MDW
1 stop7h 20m
Southwest
Deal found 1/29$223

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Southwest)

One-way from

$89
(Southwest)

Popular in

January

Cheapest in

September

Average price

$633

Good round-trip deal

$329 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. 31% potential increase in price ($153 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Louisville that are best for you.

Fly from

Midway

Fly to

Louisville

Route

Depart

Return

Price

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 3/21

7:15 pm-9:30 pm

Nonstop1h 15m

Louisville Intl

Sat 3/28

7:20 am-7:40 am

Nonstop1h 20m

$191

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 4/7

4:50 pm-9:05 pm

1 stop3h 15m

Louisville Intl

Tue 4/14

1:35 pm-8:10 pm

2 stops7h 35m

$202

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 2/24

8:10 am-4:50 pm

2 stops7h 40m

Louisville Intl

Tue 3/3

11:50 am-6:50 pm

2 stops8h 00m

$207

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 2/26

9:55 pm-12:05 am

Nonstop1h 10m

Louisville Intl

Sat 2/28

6:40 am-7:05 am

Nonstop1h 25m

$215

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 4/18

7:50 am-10:05 am

Nonstop1h 15m

Louisville Intl

Sat 5/9

8:40 am-9:00 am

Nonstop1h 20m

$215

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 4/18

6:00 am-12:11 pm

1 stop5h 11m

Louisville Intl

Sat 5/9

11:00 am-3:25 pm

1 stop5h 25m

$223

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 3/14

5:25 am-2:40 pm

1 stop8h 15m

Louisville Intl

Mon 3/16

5:15 pm-11:35 pm

1 stop7h 20m

$223

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 3/14

1:10 pm-5:15 pm

1 stop3h 05m

Louisville Intl

Mon 3/16

5:35 pm-10:31 pm

1 stop5h 56m

$225

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 5/13

6:20 pm-8:35 pm

Nonstop1h 15m

$89

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 3/10

6:15 pm-8:30 pm

Nonstop1h 15m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 17 results
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 January.
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 month to book a flight from Chicago Midway Airport to Louisville?

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Louisville (average of $124). Flying from Chicago Midway Airport to Louisville in March is currently the most expensive (average of $404). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 January 29, 2026.

It’s optimal to fly from Chicago Midway Airport to Louisville in the afternoon. By choosing this option you can save up to 11% 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 January 24, 2026.

Travelers seeking maximum savings on their Chicago Midway Airport to Louisville flight should consider departing on Monday evenings 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.

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 January 29, 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
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 is 1 flight 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 63% 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 $127. On average you can expect to pay $298. The most popular route, (Chicago Midway - Louisville Intl), can usually be booked for $191.

  • 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.

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

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Louisville (average of $124). Flying from Chicago Midway Airport to Louisville in March is currently the most expensive (average of $404). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Louisville?

Book flights to Louisville if you plan to visit one of these locations
Shepherdsville
Jeffersonville
Elizabethtown
Corydon
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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$124Average$404FlexibilityNo cancel feeOn-time63%

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