SDF - MDW

$114 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 4/17. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$267
Southwest
Mon 4/13Tue 4/14
SDF - MDW • Non-stop
Cheapest one-way
$114
Multiple Airlines
Fri 4/17
SDF - MDW • 2 stops
Top airlines
Southwest
Cheapest • from $267 (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
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 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

Mon, Apr 13 - Tue, Apr 14
Southwest Logo
2:40 pm - 2:55 pm
SDF
-
MDW
1h 15mnonstop
Southwest Logo
6:20 pm - 8:35 pm
MDW
-
SDF
1h 15mnonstop
$267Southwest
Mon, May 18 - Thu, May 21
Multiple Airlines Logo
7:48 pm - 11:12 am
SDF
-
MDW
16h 24m
2 stops
Multiple Airlines Logo
9:14 am - 8:28 am
MDW
-
SDF
22h 14m
1 stop
$269Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Southwest Logo
7:15 pm - 7:30 pm
SDF
-
MDW
1h 15mnonstop
Southwest Logo
6:20 pm - 8:35 pm
MDW
-
SDF
1h 15mnonstop
$271Southwest
Wed, May 20 - Tue, May 26
Southwest Logo
8:55 am - 9:15 am
SDF
-
MDW
1h 20mnonstop
Southwest Logo
7:40 am - 9:50 am
MDW
-
SDF
1h 10mnonstop
$273Southwest
Sat, Apr 18 - Mon, Apr 20
Southwest Logo
4:50 pm - 5:10 pm
SDF
-
MDW
1h 20mnonstop
Southwest Logo
7:45 am - 9:55 am
MDW
-
SDF
1h 10mnonstop
$274Southwest
Tue, Jun 9 - Tue, Jun 16
Southwest Logo
4:20 pm - 4:35 pm
SDF
-
MDW
1h 15mnonstop
Southwest Logo
1:25 pm - 3:35 pm
MDW
-
SDF
1h 10mnonstop
$275Southwest
Mon, Jun 1 - Wed, Jun 3
Southwest Logo
2:40 pm - 2:55 pm
SDF
-
MDW
1h 15mnonstop
Southwest Logo
6:20 pm - 8:35 pm
MDW
-
SDF
1h 15mnonstop
$276Southwest
Mon, Apr 13 - Tue, Apr 14
Southwest Logo
2:40 pm - 2:55 pm
SDF
-
MDW
1h 15mnonstop
Southwest Logo
4:50 pm - 9:05 pm
MDW
-
SDF
3h 15m
1 stop
$277Southwest
Wed, Apr 15 - Wed, Apr 22
Southwest Logo
7:15 pm - 7:30 pm
SDF
-
MDW
1h 15mnonstop
Southwest Logo
3:00 pm - 9:05 pm
MDW
-
SDF
5h 05m
1 stop
$281Southwest
Mon, Apr 13 - Tue, Apr 14
Southwest Logo
5:25 pm - 10:45 pm
SDF
-
MDW
6h 20m
2 stops
Southwest Logo
6:20 pm - 8:35 pm
MDW
-
SDF
1h 15mnonstop
$282Southwest
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.

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 Thursday, with Monday being the most expensive.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$114
Best time to beat the crowds with an average 42% drop in price.
Most popular time to fly and prices are also 42% 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 $118 for a one-way ticket and $267 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, JetBlue, and Alaska Airlines 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 737-800 Passenger/BBJ2 (winglets) 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 $200 or less one-way and $375 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 4320 reviews
7.0Food
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

We had a 5 hour delay on the tarmac in Baltimore

2.0 MediocreDavid, Mar 2026
ALB - BWI
Read more Southwest reviews

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

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

Information on your arrival and departure airports

Louisville (SDF)
Midway (MDW)