SDF - MDW

$80 Find Cheap Flights from Louisville to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Louisville to Midway departing on 3/14. 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 Chicago Midway Airport

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

Cheapest round-trip
$177
Typical prices: $496-$633
Southwest
Wed 2/18Tue 2/24
SDF - MDW • Non-stop
Cheapest one-way
$80
Southwest
Sat 3/14
SDF - MDW • Non-stop
Top airlines
Southwest
Cheapest • from $177 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 46% price drop
September
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Louisville to Midway (SDF-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Louisville to Midway 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 Louisville to Midway

Wed, Feb 18 - Tue, Feb 24
Southwest Logo
6:45 am - 7:10 am
SDF
-
MDW
1h 25mnonstop
Southwest Logo
10:00 am - 12:15 pm
MDW
-
SDF
1h 15mnonstop
$177Southwest
Wed, Feb 18 - Tue, Feb 24
Southwest Logo
6:45 am - 7:10 am
SDF
-
MDW
1h 25mnonstop
Southwest Logo
10:05 am - 4:50 pm
MDW
-
SDF
5h 45m
1 stop
$187Southwest
Sat, Mar 21 - Sat, Mar 28
Southwest Logo
7:55 pm - 8:10 pm
SDF
-
MDW
1h 15mnonstop
Southwest Logo
7:15 pm - 9:30 pm
MDW
-
SDF
1h 15mnonstop
$191Southwest
Wed, Feb 18 - Tue, Feb 24
Southwest Logo
6:45 am - 7:10 am
SDF
-
MDW
1h 25mnonstop
Southwest Logo
8:10 am - 4:50 pm
MDW
-
SDF
7h 40m
2 stops
$192Southwest
Wed, Feb 18 - Tue, Feb 24
Southwest Logo
11:50 am - 4:40 pm
SDF
-
MDW
5h 50m
2 stops
Southwest Logo
5:15 pm - 10:45 pm
MDW
-
SDF
4h 30m
1 stop
$202Southwest
Sat, Mar 14 - Mon, Mar 16
Southwest Logo
7:55 pm - 8:10 pm
SDF
-
MDW
1h 15mnonstop
Southwest Logo
7:40 am - 9:55 am
MDW
-
SDF
1h 15mnonstop
$203Southwest
Wed, Feb 18 - Tue, Feb 24
Southwest Logo
11:50 am - 4:40 pm
SDF
-
MDW
5h 50m
2 stops
Southwest Logo
8:10 am - 4:50 pm
MDW
-
SDF
7h 40m
2 stops
$207Southwest
Sat, Mar 21 - Sat, Mar 28
Delta Logo
7:45 am - 12:29 pm
SDF
-
MDW
5h 44m
1 stop
Delta Logo
1:10 pm - 5:15 pm
MDW
-
SDF
3h 05m
1 stop
$211Delta
Thu, Mar 5 - Wed, Mar 11
Southwest Logo
5:15 pm - 11:35 pm
SDF
-
MDW
7h 20m
1 stop
Southwest Logo
8:10 am - 10:30 am
MDW
-
SDF
1h 20mnonstop
$213Southwest
Thu, Apr 23 - Mon, Apr 27
Southwest Logo
8:40 am - 9:00 am
SDF
-
MDW
1h 20mnonstop
Southwest Logo
6:45 pm - 9:00 pm
MDW
-
SDF
1h 15mnonstop
$215Southwest
Booking Insights

KAYAK's insights & trends for Louisville to Midway flights

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

How much is a round-trip flight from Louisville to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Louisville to Chicago Midway Airport departing in February.

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

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

For Louisville to Chicago Midway Airport, Saturday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago Midway Airport back to Louisville, the best deals are generally found on Tuesday, with Monday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Louisville to Chicago Midway Airport, 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 Louisville to Chicago Midway Airport is September, where tickets cost $144 (return) on average. On the other hand, the most expensive months are February and May, where the average cost of round-trip tickets is $496 and $383 respectively.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$80
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly and prices are also 46% lower on average.
Flight from Louisville to Chicago Midway Airport

When to book flights from Louisville to Midway

Are your dates flexible? Find out the best times to travel from Louisville to Midway 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 Louisville to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Louisville to Chicago Midway Airport was $80 for a one-way ticket and $177 for a round-trip.

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

    No, a passport isn't needed to fly from Louisville to Chicago Midway Airport. However, local authorities might ask for an official ID.

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

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

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

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

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

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

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

    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 Louisville to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Louisville 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 Louisville to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Louisville with another airline. Booking your flights between Louisville and MDW 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 Louisville to Chicago Midway Airport?

    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 Chicago Midway Airport from Louisville 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 Louisville to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $218 or less one-way and $380 or less round-trip.

Prefer to fly direct from Louisville to Chicago Midway Airport?

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

Direct departures

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

Direct returns

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

Reviews of the top airline flying from Louisville to Midway

 
See real verified KAYAK customer reviews for airlines flying from Louisville to Chicago. 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 Louisville to Midway? 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
8.0Comfort
7.0Food
7.5Entertainment
8.6Crew
8.1Boarding
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 Louisville to Midway

Information on your arrival and departure airports

Louisville (SDF)
Midway (MDW)