MDW - SDF

$109 Find Cheap Flights from Chicago Midway Airport to Louisville - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Louisville departing on 9/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$217
Typical prices: $273-$295
Southwest
Sat 9/12Sat 9/19
MDW - SDF • Non-stop
Cheapest one-way
$109
Southwest
Sat 9/12
MDW - SDF • Non-stop
Top airlines
Southwest
Cheapest • from $217 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 17m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
When to travel
January
Cheapest • 100% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Louisville (MDW-SDF)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Louisville

Sat, Sep 12 - Sat, Sep 19
Southwest Logo
3:15 pm - 5:30 pm
MDW
-
SDF
1h 15mnonstop
Southwest Logo
9:00 am - 9:15 am
SDF
-
MDW
1h 15mnonstop
$217Southwest
Tue, Sep 8 - Thu, Sep 10
Southwest Logo
1:00 pm - 3:15 pm
MDW
-
SDF
1h 15mnonstop
Southwest Logo
2:15 pm - 2:30 pm
SDF
-
MDW
1h 15mnonstop
$217Southwest
Thu, Aug 20 - Mon, Aug 24
Southwest Logo
6:10 pm - 8:25 pm
MDW
-
SDF
1h 15mnonstop
Southwest Logo
2:15 pm - 2:30 pm
SDF
-
MDW
1h 15mnonstop
$217Southwest
Thu, Sep 10 - Thu, Sep 17
Southwest Logo
6:10 pm - 8:30 pm
MDW
-
SDF
1h 20mnonstop
Southwest Logo
2:15 pm - 2:30 pm
SDF
-
MDW
1h 15mnonstop
$217Southwest
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
1:00 pm - 3:15 pm
MDW
-
SDF
1h 15mnonstop
Southwest Logo
1:15 pm - 1:30 pm
SDF
-
MDW
1h 15mnonstop
$217Southwest
Tue, Sep 8 - Tue, Sep 15
Southwest Logo
1:00 pm - 3:15 pm
MDW
-
SDF
1h 15mnonstop
Southwest Logo
1:15 pm - 1:30 pm
SDF
-
MDW
1h 15mnonstop
$217Southwest
Wed, Aug 26 - Mon, Aug 31
Delta Logo
9:24 am - 1:51 pm
MDW
-
SDF
3h 27m
1 stop
Delta Logo
5:50 pm - 10:36 pm
SDF
-
MDW
5h 46m
1 stop
$237Delta
Tue, Aug 25 - Tue, Sep 1
Delta Logo
9:24 am - 1:51 pm
MDW
-
SDF
3h 27m
1 stop
Delta Logo
5:50 pm - 10:36 pm
SDF
-
MDW
5h 46m
1 stop
$237Delta
Tue, Aug 25 - Mon, Aug 31
Delta Logo
9:24 am - 1:51 pm
MDW
-
SDF
3h 27m
1 stop
Delta Logo
5:50 pm - 10:36 pm
SDF
-
MDW
5h 46m
1 stop
$237Delta
Wed, Aug 26 - Thu, Aug 27
Delta Logo
9:59 am - 3:50 pm
MDW
-
SDF
4h 51m
1 stop
Delta Logo
8:05 am - 11:51 am
SDF
-
MDW
4h 46m
1 stop
$237Delta
Booking Insights

KAYAK's insights & trends for Midway to Louisville flights

Get data-powered insights and trends into flights from Midway to Louisville to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Louisville?

The average price of all round-trip flights from Chicago Midway Airport to Louisville clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago Midway Airport to Louisville, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Louisville, Saturday is the cheapest day to fly and Sunday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Louisville, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Louisville is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are June and April, where the average cost of round-trip tickets is $757 and $745 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Louisville?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $295 on average.

Find deals

Good to know

Low season

October

Cheapest flight

$109
Best time to beat the crowds with an average 70% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago Midway Airport to Louisville

When to book flights from Midway to Louisville

Are your dates flexible? Find out the best times to travel from Midway to Louisville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Louisville flights

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

    In the last 5 days, the lowest price for a flight from Chicago Midway Airport to Louisville was $109 for a one-way ticket and $217 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Louisville?

    No

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Louisville?

    American Airlines, and JetBlue offer inflight Wi-Fi service on the Chicago Midway Airport to Louisville flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Louisville?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to Louisville flight route.

  • On which days can I fly direct from Chicago Midway Airport to Louisville?

    There are nonstop flights from Chicago Midway Airport to Louisville on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and SDF can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Louisville

  • Looking for a cheap flight? 25% of our users found flights on this route for $179 or less one-way and $281 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Louisville?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Louisville Intl.
Find which airlines fly direct from Chicago Midway Airport to Louisville Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Louisville Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Louisville Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Midway to Louisville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Louisville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4227 reviews
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

The seats were a bit cramped and worn, but otherwise okay.

Since the flight wasn’t full, we had some extra room. Crew was great

Everything you need to know for your flight from Midway to Louisville

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Louisville (SDF)