MDW - SDF

$90 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 5/30. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Cheap Flights from Midway to Louisville

 
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.

Recent round-trip flight deals from Midway to Louisville

KAYAK's recommended round-trip deals from the most popular airlines that fly from Midway to Louisville.
Discover the best prices for you by selecting your travel dates on KAYAK.
Southwest Logo
1:00 pm - 3:10 pmMDW-SDF
1h 10mnonstop
Southwest Logo
8:00 am - 8:15 amSDF-MDW
1h 15mnonstop
$179Southwest
Find Deal
Sat, May 24 - Sun, May 25
Delta Logo
1:08 pm - 6:29 pmMDW-SDF
4h 21m1 stop
Delta Logo
7:05 am - 11:53 amSDF-MDW
5h 48m1 stop
$199Delta
Find Deal
Sat, May 24 - Sun, May 25
Southwest Logo
2:05 pm - 4:15 pmMDW-SDF
1h 10mnonstop
Southwest Logo
10:45 am - 11:00 amSDF-MDW
1h 15mnonstop
$202Southwest
Find Deal
Thu, May 29 - Thu, Jun 5
Delta Logo
9:16 am - 5:10 pmMDW-SDF
6h 54m2 stops
Delta Logo
6:00 am - 9:40 amSDF-MDW
4h 40m1 stop
$204Delta
Find Deal
Sat, May 24 - Sun, May 25
Southwest Logo
9:10 am - 11:20 amMDW-SDF
1h 10mnonstop
Southwest Logo
5:25 am - 8:55 amSDF-MDW
4h 30m1 stop
$212Southwest
Find Deal
Thu, May 29 - Thu, Jun 5
Southwest Logo
8:55 pm - 11:10 pmMDW-SDF
1h 15mnonstop
Southwest Logo
2:20 pm - 2:35 pmSDF-MDW
1h 15mnonstop
$213Southwest
Find Deal
Mon, Jun 2 - Wed, Jun 4
Southwest Logo
5:45 am - 12:45 pmMDW-SDF
6h 00m1 stop
Southwest Logo
8:00 am - 8:15 amSDF-MDW
1h 15mnonstop
$215Southwest
Find Deal
Sat, May 24 - Sun, May 25
Southwest Logo
8:55 pm - 11:10 pmMDW-SDF
1h 15mnonstop
Southwest Logo
5:25 am - 1:45 pmSDF-MDW
9h 20m2 stops
$217Southwest
Find Deal
Thu, May 29 - Thu, Jun 5
Delta Logo
9:20 am - 3:44 pmMDW-SDF
5h 24m1 stop
Delta Logo
12:41 pm - 5:45 pmSDF-MDW
6h 04m1 stop
$221Delta
Find Deal
Tue, May 27 - Tue, Jun 3
Southwest Logo
2:05 pm - 4:15 pmMDW-SDF
1h 10mnonstop
Southwest Logo
4:05 pm - 9:50 pmSDF-MDW
6h 45m1 stop
$223Southwest
Find Deal
Mon, Jun 2 - Wed, Jun 4
Useful Info

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 Saturdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Louisville, Tuesday is the cheapest day to fly and Monday is the most expensive.

Find deals

Good to know

Low seasonSeptember
High seasonNovember
Cheapest flight$90
Best time to beat the crowds with an average 53% drop in price.
Most popular time to fly with an average 28% 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 $90 for a one-way ticket and $179 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 Delta 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 Embraer 170 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 $137 or less one-way and $225 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Louisville?

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
See more direct flights

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 4294 reviews
7.1Food
8.0Comfort
8.6Crew
7.6Entertainment
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

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

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

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

Information on your arrival and departure airports

Louisville (SDF)
Chicago Midway Airport (MDW)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.