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Cheap flights from Chicago Midway Airport to Louisville from $109

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Louisville departing on 8/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Louisville

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
8:00 am - 10:25 am
MDW
-
SDF
1h 25mnonstop
Southwest Logo
9:00 am - 9:15 am
SDF
-
MDW
1h 15mnonstop
$217Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
7:50 am - 10:10 am
MDW
-
SDF
1h 20mnonstop
Southwest Logo
10:00 am - 10:10 am
SDF
-
MDW
1h 10mnonstop
$222Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
6:10 pm - 8:25 pm
MDW
-
SDF
1h 15mnonstop
Southwest Logo
11:50 am - 4:15 pm
SDF
-
MDW
5h 25m
1 stop
$227Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
1:00 pm - 3:15 pm
MDW
-
SDF
1h 15mnonstop
Southwest Logo
7:05 am - 3:25 pm
SDF
-
MDW
9h 20m
2 stops
$232Southwest
Tue, Sep 8 - Tue, Sep 15
Southwest Logo
5:25 pm - 10:35 pm
MDW
-
SDF
4h 10m
1 stop
Southwest Logo
11:50 am - 4:15 pm
SDF
-
MDW
5h 25m
1 stop
$237Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
8:00 am - 10:25 am
MDW
-
SDF
1h 25mnonstop
Southwest Logo
3:20 pm - 10:00 pm
SDF
-
MDW
7h 40m
2 stops
$241Southwest
Mon, Sep 7 - Mon, Sep 14
Southwest Logo
12:45 pm - 9:35 pm
MDW
-
SDF
7h 50m
2 stops
Southwest Logo
5:30 am - 9:00 am
SDF
-
MDW
4h 30m
1 stop
$242Southwest
Tue, Sep 8 - Tue, Sep 15
Southwest Logo
5:55 am - 12:40 pm
MDW
-
SDF
5h 45m
1 stop
Southwest Logo
3:20 pm - 8:10 pm
SDF
-
MDW
5h 50m
1 stop
$246Southwest
Sat, Aug 15 - Mon, Aug 17
Southwest Logo
12:45 pm - 9:35 pm
MDW
-
SDF
7h 50m
2 stops
Southwest Logo
7:05 am - 3:25 pm
SDF
-
MDW
9h 20m
2 stops
$247Southwest
Tue, Sep 8 - Tue, Sep 15
Southwest Logo
5:55 am - 1:05 pm
MDW
-
SDF
6h 10m
1 stop
Southwest Logo
7:05 am - 3:25 pm
SDF
-
MDW
9h 20m
2 stops
$252Southwest
Fri, Aug 14 - Tue, Aug 18

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Delta flights from Chicago Midway Airport to Louisville

Our best Delta deals on Chicago Midway Airport to Louisville flight tickets
Delta
Aug 13
MDW9:24 amChicago Midway
3h 27m
1 stop
SDF1:51 pmLouisville Intl
Aug 17
SDF7:55 amLouisville Intl
5h 44m
1 stop
MDW12:39 pmChicago Midway
$242
Delta
Aug 13
MDW9:24 amChicago Midway
3h 27m
1 stop
SDF1:51 pmLouisville Intl
Aug 15
SDF7:55 amLouisville Intl
5h 44m
1 stop
MDW12:39 pmChicago Midway
$267
Delta
Oct 15
MDW9:29 amChicago Midway
3h 22m
1 stop
SDF1:51 pmLouisville Intl
Oct 18
SDF7:55 amLouisville Intl
5h 53m
1 stop
MDW12:48 pmChicago Midway
$273

Southwest flights from Chicago Midway Airport to Louisville

Our best Southwest deals on Chicago Midway Airport to Louisville flight tickets
Southwest
Aug 13
MDW8:00 amChicago Midway
1h 25m
SDF10:25 amLouisville Intl
Aug 17
SDF9:00 amLouisville Intl
1h 15m
MDW9:15 amChicago Midway
$217
Southwest
Sep 5
MDW7:50 amChicago Midway
1h 20m
SDF10:10 amLouisville Intl
Sep 6
SDF10:00 amLouisville Intl
1h 10m
MDW10:10 amChicago Midway
$222
Southwest
Aug 13
MDW6:10 pmChicago Midway
1h 15m
SDF8:25 pmLouisville Intl
Aug 18
SDF10:50 amLouisville Intl
5h 30m
1 stop
MDW3:20 pmChicago Midway
$227

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated July 25, 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

Thu 8/13

8:00 am-10:25 am

Nonstop1h 25m

Louisville Intl

Mon 8/17

9:00 am-9:15 am

Nonstop1h 15m

$217
Quickest round-trip

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 9/5

7:50 am-10:10 am

Nonstop1h 20m

Louisville Intl

Sun 9/6

10:00 am-10:10 am

Nonstop1h 10m

$222

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 8/13

6:10 pm-8:25 pm

Nonstop1h 15m

Louisville Intl

Mon 8/17

11:50 am-4:15 pm

1 stop5h 25m

$227

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 9/8

1:00 pm-3:15 pm

Nonstop1h 15m

Louisville Intl

Tue 9/15

7:05 am-3:25 pm

2 stops9h 20m

$232

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 8/13

5:25 pm-10:35 pm

1 stop4h 10m

Louisville Intl

Mon 8/17

11:50 am-4:15 pm

1 stop5h 25m

$237

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Mon 9/7

8:00 am-10:25 am

Nonstop1h 25m

Louisville Intl

Mon 9/14

3:20 pm-10:00 pm

2 stops7h 40m

$241

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 9/8

12:45 pm-9:35 pm

2 stops7h 50m

Louisville Intl

Tue 9/15

5:30 am-9:00 am

1 stop4h 30m

$242

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 8/15

5:55 am-12:40 pm

1 stop5h 45m

Louisville Intl

Mon 8/17

3:20 pm-8:10 pm

1 stop5h 50m

$246

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 9/8

12:45 pm-9:35 pm

2 stops7h 50m

Louisville Intl

Tue 9/15

7:05 am-3:25 pm

2 stops9h 20m

$247

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Fri 8/14

5:55 am-1:05 pm

1 stop6h 10m

Louisville Intl

Tue 8/18

7:05 am-3:25 pm

2 stops9h 20m

$252

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Louisville from

How to get the cheapest flight ticket from Chicago Midway Airport to Louisville

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Louisville?

If you are unable to visit Louisville during the month of August, then departing from Chicago Midway Airport during the month January is also very affordable. Most momondo users find prices during this month for around $0.

What is the cheapest day to depart on your flight to Louisville?

On average, the least expensive day to fly to Louisville from Chicago Midway Airport is on a Thursday. momondo users have found tickets for Thursday departures for as low as $294. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago Midway Airport to Louisville on a Monday will generally be more expensive and average around $514. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Louisville?

Our data shows that the cheapest Chicago Midway Airport to Louisville flights are usually those with departure times in the morning. Our users have found flights to Louisville in the morning for as low as $343. In the afternoon is when there is more demand to fly to Louisville, so prices are often more expensive at around $474 per ticket.

What is the cheapest Chicago Midway to Louisville Intl flight route?

Fly from Chicago Midway to Louisville Intl for the best Chicago Midway - Louisville Intl flight prices

What cabin class options are available on Chicago Midway Airport to Louisville flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport to Louisville flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago Midway Airport to Louisville

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Louisville according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Louisville (MDW to SDF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Louisville

Best Price Found

$158

Fastest flight time

1h 10m

Direct flights

Every day

Airports in Louisville

1 airport
The best one-way flight to Louisville from Chicago Midway Airport in the past 72 hours is $158. The best round-trip flight deal from Chicago Midway Airport to Louisville found on momondo in the last 72 hours is $286.
The fastest flight from Chicago Midway Airport to Louisville takes 1h 10m
Direct flights go from Chicago Midway Airport to Louisville every day.
There is 1 airport in Louisville. From Chicago Midway Airport there are direct flights to Louisville Intl (SDF).
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Louisville

  • How far is Chicago Midway to Louisville Intl by plane?

    The distance between Chicago Midway and Louisville Intl is about 266.0 mi. By plane, this route typically takes 1h 10m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Louisville Intl Airport?

    Prices for flights from Chicago Midway Airport to Louisville Intl Airport refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Louisville Intl Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Louisville Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Louisville Intl Airport.

  • What documentation or ID do you need to fly to Louisville Intl Airport?

    The necessary travel and health documents for your Louisville Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Louisville?

  • What is the most popular airline from Chicago Midway Airport to Louisville?

Best airlines flying from Chicago Midway Airport to Louisville

Compare and see reviews for airlines that fly from Chicago Midway Airport to Louisville with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $129Free CancellationRating
8.0
4,234 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Louisville

    Southwest flies from Chicago Midway Airport to Louisville around 12 times per week, with 4,234 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago Midway Airport to Louisville in the last 72 hours was $129 (round-trip), much lower than the average airfare cost of $360 for Southwest flights on this route.

Traveling to a place near Louisville?

Book flights to Louisville if you plan to visit one of these locations
French Lick
Elizabethtown
Jeffersonville
West Baden Springs
Bardstown
New Albany
Shepherdsville
Elizabeth
Corydon
Charlestown
Brandenburg
Georgetown
Springfield

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Louisville?

Finding the right flight to Louisville from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Louisville quick and easy, saving you time and money.

Can I find flights from Chicago to Louisville with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Louisville flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Louisville?

momondo provides multiple filters to help you find the best flight to Louisville from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Louisville right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Louisville from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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