HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Louisville

$49+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SDF
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Louisville 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 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 September 16, 2025.

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

January

Cheapest in

August

Average price

$273

Good round-trip deal

$196 or less

Good one-way deal

$75 or less
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. 14% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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

Find 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 September 16, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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.
Mon 11/1710:00 amMDW - SDF
Nonstop1h 25mSouthwest
Mon 11/177:05 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/15$97
This Southwest deal was found by Cheapflights users on 9/14. 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 10/145:45 amMDW - SDF
2 stops9h 35mSouthwest
Tue 10/216:25 amSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/14$112
This Southwest deal was found by Cheapflights users on 9/16. 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 11/135:15 pmMDW - SDF
1 stop6h 00mSouthwest
Thu 11/203:20 pmSDF - MDW
1 stop6h 45mSouthwest
Deal found 9/16$117
This Southwest deal was found by Cheapflights users on 9/14. 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 10/239:55 amMDW - SDF
Nonstop1h 10mSouthwest
Thu 10/231:20 pmSDF - MDW
2 stops11h 35mSouthwest
Deal found 9/14$118
This Southwest deal was found by Cheapflights users on 9/16. 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 10/179:25 pmMDW - SDF
Nonstop1h 15mSouthwest
Sat 10/184:25 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/16$134
This Southwest deal was found by Cheapflights users on 9/14. 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 11/69:30 amMDW - SDF
Nonstop1h 15mSouthwest
Tue 11/1111:45 amSDF - MDW
2 stops6h 05mSouthwest
Deal found 9/14$149
This Southwest deal was found by Cheapflights users on 9/15. 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 10/2112:30 pmMDW - SDF
1 stop8h 10mSouthwest
Fri 10/248:15 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/15$150
This Southwest deal was found by Cheapflights users on 9/15. 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 11/145:15 pmMDW - SDF
1 stop6h 00mSouthwest
Mon 11/175:30 amSDF - MDW
1 stop5h 40mSouthwest
Deal found 9/15$154

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 September 16, 2025.
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

Wed 11/5

10:00 am-12:25 pm

Nonstop1h 25m

Louisville Intl

Sat 11/8

4:25 pm-4:40 pm

Nonstop1h 15m

$97

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 11/19

10:00 am-12:25 pm

Nonstop1h 25m

Louisville Intl

Sat 11/22

7:05 pm-7:20 pm

Nonstop1h 15m

$97

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 10/14

8:35 pm-10:45 pm

Nonstop1h 10m

Louisville Intl

Tue 10/21

1:00 pm-3:55 pm

1 stop3h 55m

$107

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Fri 10/17

9:25 pm-11:40 pm

Nonstop1h 15m

Louisville Intl

Sat 10/18

4:25 pm-4:40 pm

Nonstop1h 15m

$134

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 11/6

9:30 am-11:45 am

Nonstop1h 15m

Louisville Intl

Tue 11/11

6:45 am-7:00 am

Nonstop1h 15m

$134

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Fri 12/5

5:32 pm-12:05 am

1 stop5h 33m

Louisville Intl

Mon 12/8

6:16 pm-11:32 pm

1 stop6h 16m

$184

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 12/4

8:50 pm-11:05 pm

Nonstop1h 15m

Louisville Intl

Sun 12/7

1:55 pm-2:10 pm

Nonstop1h 15m

$196

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Mon 12/15

8:50 pm-11:05 pm

Nonstop1h 15m

$49

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 12/9

2:25 pm-4:35 pm

Nonstop1h 10m

$49

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 12/4

2:25 pm-4:35 pm

Nonstop1h 10m

$49

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 14 results
1
2

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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Louisville (average of $299). Flying from Chicago Midway Airport to Louisville in April is currently the most expensive (average of $369). 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 September 16, 2025.

It’s optimal to fly from Chicago Midway Airport to Louisville in the afternoon. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight in the morning.

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 September 14, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to Louisville flight should consider departing on Thursday evenings when fares are most often at their lowest. Friday afternoons 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 September 16, 2025.
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
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 25m. 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 70% 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 $75. On average you can expect to pay $186. The most popular route, (Chicago Midway - Louisville Intl), can usually be booked for $97.

  • 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Louisville (average of $299). Flying from Chicago Midway Airport to Louisville in April is currently the most expensive (average of $369). 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

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 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$124Average$564FlexibilityNo 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.