MDW - SDF

$80 Find Cheap Flights from Chicago Midway Airport to Louisville

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 4/4. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Louisville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Louisville, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Louisville, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$187
Overall average: $404
Southwest
Sat 3/14Mon 3/16
MDW - SDF • Non-stop
Cheapest one-way
$80
Southwest
Sat 4/4
MDW - SDF • Non-stop
Top airlines
Southwest
Cheapest • from $187 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 59% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Louisville!
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, Mar 14 - Mon, Mar 16
Southwest Logo
7:15 pm - 9:30 pm
MDW
-
SDF
1h 15mnonstop
Southwest Logo
11:50 am - 12:05 pm
SDF
-
MDW
1h 15mnonstop
$187Southwest
Sat, Mar 14 - Mon, Mar 16
Southwest Logo
7:45 am - 10:00 am
MDW
-
SDF
1h 15mnonstop
Southwest Logo
5:15 pm - 11:35 pm
SDF
-
MDW
7h 20m
1 stop
$197Southwest
Sat, Mar 14 - Mon, Mar 16
Southwest Logo
7:15 pm - 9:30 pm
MDW
-
SDF
1h 15mnonstop
Southwest Logo
6:15 pm - 11:00 pm
SDF
-
MDW
5h 45m
2 stops
$202Southwest
Sat, Feb 21 - Mon, Feb 23
Southwest Logo
5:15 am - 12:20 pm
MDW
-
SDF
6h 05m
1 stop
Southwest Logo
6:25 am - 6:55 am
SDF
-
MDW
1h 30mnonstop
$207Southwest
Wed, Mar 11 - Wed, Mar 18
Delta Logo
9:35 am - 1:37 pm
MDW
-
SDF
3h 02m
1 stop
Delta Logo
2:17 pm - 5:54 pm
SDF
-
MDW
4h 37m
1 stop
$211Delta
Sat, Feb 21 - Mon, Feb 23
Southwest Logo
2:10 pm - 9:35 pm
MDW
-
SDF
6h 25m
2 stops
Southwest Logo
6:25 am - 6:55 am
SDF
-
MDW
1h 30mnonstop
$212Southwest
Thu, Mar 5 - Mon, Mar 9
Southwest Logo
7:40 pm - 9:55 pm
MDW
-
SDF
1h 15mnonstop
Southwest Logo
8:05 pm - 8:20 pm
SDF
-
MDW
1h 15mnonstop
$215Southwest
Sat, Mar 14 - Mon, Mar 16
Southwest Logo
6:25 pm - 12:50 am
MDW
-
SDF
5h 25m
1 stop
Southwest Logo
8:35 am - 8:55 am
SDF
-
MDW
1h 20mnonstop
$217Southwest
Sat, Feb 21 - Mon, Feb 23
Southwest Logo
2:10 pm - 9:35 pm
MDW
-
SDF
6h 25m
2 stops
Southwest Logo
6:55 am - 12:50 pm
SDF
-
MDW
6h 55m
1 stop
$222Southwest
Thu, Mar 5 - Mon, Mar 9
Southwest Logo
11:35 am - 3:50 pm
MDW
-
SDF
3h 15m
1 stop
Southwest Logo
8:05 pm - 8:20 pm
SDF
-
MDW
1h 15mnonstop
$225Southwest
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 Tuesdays 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 Monday 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 September, where tickets cost $139 (return) on average. On the other hand, the most expensive months are January and April, where the average cost of round-trip tickets is $633 and $601 respectively.

Find deals

Good to know

Low seasonMarch
Cheapest flight$80
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly with an average 71% 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 3 days, the lowest price for a flight from Chicago Midway Airport to Louisville was $80 for a one-way ticket and $187 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, Delta, 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 $172 or less one-way and $329 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 4268 reviews
7.5Entertainment
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

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

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

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)