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Cheap Flights from Chicago (MDW) to Louisville (SDF)

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      Travellers and cabin class, 1 Adult, Economy
      Southwest Airlines

      Compare Chicago Midway to Louisville Muhammad Ali International flight deals

      Find the cheapest month or even day of the year to fly to Louisville Muhammad Ali International

      Book the best Louisville Muhammad Ali International fare with no extra fees

      Flight deals from Chicago Midway to Louisville Muhammad Ali International

      Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Louisville Muhammad Ali International Airport? If you want to travel next month, return fares start from $273. Find the lowest prices on one-way and return tickets right here.
      Louisville.$273 per passenger.Departing Tue, 13 Oct, returning Thu, 15 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 13 Oct, arriving in Louisville Muhammad Ali International.Inbound direct flight with Southwest Airlines departs from Louisville Muhammad Ali International on Thu, 15 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $273, select.
      Louisville.$274 per passenger.Departing Thu, 29 Oct, returning Mon, 2 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 29 Oct, arriving in Louisville Muhammad Ali International.Inbound direct flight with Southwest Airlines departs from Louisville Muhammad Ali International on Mon, 2 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $274, select.
      Louisville.$298 per passenger.Departing Fri, 6 Nov, returning Sat, 14 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 6 Nov, arriving in Louisville Muhammad Ali International.Inbound direct flight with Southwest Airlines departs from Louisville Muhammad Ali International on Sat, 14 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $298, select.
      Louisville.$377 per passenger.Departing Sat, 20 Feb, returning Sun, 21 Feb.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 20 Feb, arriving in Louisville Muhammad Ali International.Inbound direct flight with Southwest Airlines departs from Louisville Muhammad Ali International on Sun, 21 Feb, arriving in Chicago Midway.Price includes taxes and charges.From $377, select.
      Louisville.$402 per passenger.Departing Tue, 29 Sep, returning Thu, 1 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 29 Sep, arriving in Louisville Muhammad Ali International.Inbound direct flight with Southwest Airlines departs from Louisville Muhammad Ali International on Thu, 1 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $402, select.
      Louisville.$418 per passenger.Departing Fri, 18 Dec, returning Tue, 22 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 18 Dec, arriving in Louisville Muhammad Ali International.Inbound direct flight with Southwest Airlines departs from Louisville Muhammad Ali International on Tue, 22 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $418, select.
      Louisville.$441 per passenger.Departing Sat, 21 Nov, returning Sat, 5 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 21 Nov, arriving in Louisville Muhammad Ali International.Inbound direct flight with Southwest Airlines departs from Louisville Muhammad Ali International on Sat, 5 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $441, select.
      Louisville.$495 per passenger.Departing Tue, 16 Mar, returning Sat, 20 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 16 Mar, arriving in Louisville Muhammad Ali International.Inbound direct flight with Southwest Airlines departs from Louisville Muhammad Ali International on Sat, 20 Mar, arriving in Chicago Midway.Price includes taxes and charges.From $495, select.
      Louisville.$507 per passenger.Departing Tue, 6 Jul, returning Sat, 17 Jul.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 6 Jul, arriving in Louisville Muhammad Ali International.Inbound indirect flight with Delta, departs from Louisville Muhammad Ali International on Sat, 17 Jul, arriving in Chicago Midway.Price includes taxes and charges.From $507, select.
      Louisville.$522 per passenger.Departing Fri, 16 Apr, returning Mon, 19 Apr.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Fri, 16 Apr, arriving in Louisville Muhammad Ali International.Inbound indirect flight with Southwest Airlines, departs from Louisville Muhammad Ali International on Mon, 19 Apr, arriving in Chicago Midway.Price includes taxes and charges.From $522, select.
      Louisville.$523 per passenger.Departing Sat, 19 Dec, returning Mon, 4 Jan.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 19 Dec, arriving in Louisville Muhammad Ali International.Inbound direct flight with Southwest Airlines departs from Louisville Muhammad Ali International on Mon, 4 Jan, arriving in Chicago Midway.Price includes taxes and charges.From $523, select.
      Louisville.$530 per passenger.Departing Thu, 29 Apr, returning Mon, 3 May.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Thu, 29 Apr, arriving in Louisville Muhammad Ali International.Inbound indirect flight with Southwest Airlines, departs from Louisville Muhammad Ali International on Mon, 3 May, arriving in Chicago Midway.Price includes taxes and charges.From $530, select.
      Louisville.$537 per passenger.Departing Thu, 24 Jun, returning Sun, 27 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 24 Jun, arriving in Louisville Muhammad Ali International.Inbound indirect flight with Delta, departs from Louisville Muhammad Ali International on Sun, 27 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $537, select.
      Louisville.$616 per passenger.Departing Sat, 22 May, returning Mon, 7 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 22 May, arriving in Louisville Muhammad Ali International.Inbound indirect flight with Delta, departs from Louisville Muhammad Ali International on Mon, 7 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $616, select.
      Louisville.$658 per passenger.Departing Fri, 25 Sep, returning Tue, 29 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 25 Sep, arriving in Louisville Muhammad Ali International.Inbound direct flight with Southwest Airlines departs from Louisville Muhammad Ali International on Tue, 29 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $658, select.
      How did we find these deals? The deals you see here are the lowest prices for flight tickets from Chicago Midway to Louisville Muhammad Ali International found in the last 4 days, and are subject to change and availability.

      Find the cheapest month to fly from Chicago Midway to Louisville Muhammad Ali International

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Louisville Muhammad Ali International flights are currently cheapest in October.
      Sep
      from $658
      Oct
      from $273
      Nov
      from $298
      Dec
      from $418
      Jan
      Find prices
      Feb
      from $377
      Mar
      from $495
      Apr
      from $522
      May
      Find prices
      Jun
      from $537
      Jul
      from $507
      Aug
      Find prices

      Direct flights from Chicago Midway to Louisville Muhammad Ali International

      Southwest Airlines

      Chicago Midway to Louisville Muhammad Ali International: Alternative routes

      Compare routes from Chicago Midway to Louisville below. You may find an airport to fly into that's cheaper, faster, or easier than Louisville Muhammad Ali International.

      Louisville Muhammad Ali International

      9km from central Louisville
      ClosestCheapest
      from $273
      Search flights

      Chicago to Louisville: Flight information

      The things to know before you go.
      Cheapest flight found$273
      Cheapest month to flyOctober
      Average flight time1 hr, 17 mins
      Most popular airlineSouthwest Airlines
      Average flights per week18

      Finding cheap flights from Chicago Midway to Louisville Muhammad Ali International: Frequently asked questions

      The best price we found for a return flight from Chicago Midway to Louisville Muhammad Ali International is $273. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      1 hour and 17 minutes is the average flight time from Chicago Midway to Louisville Muhammad Ali International.
      Southwest Airlines flies direct from Chicago Midway to Louisville Muhammad Ali International.
      As of September 2026, there are 23 flights per week flying from Chicago Midway to Louisville Muhammad Ali International.
      The cheapest month to fly from Chicago Midway to Louisville Muhammad Ali International is usually October.
      After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Louisville Muhammad Ali International Airport on Tuesday, 13 October 2026.
      Yes – the average flight time is 1 hour and 17 minutes.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Louisville Muhammad Ali International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Louisville is around 40 days in advance, so don’t leave your flight to the last minute.

      Currently, Southwest Airlines offers the cheapest flight tickets to Louisville Muhammad Ali International.

      Travelling from Chicago Midway Airport (MDW) to Louisville Muhammad Ali International Airport (SDF): what you need to know

      • Around 1 hour 15 minutes is how long you can expect to be travelling on a direct flight from Chicago Midway Airport to Louisville Muhammad Ali International Airport.

      • Flights from MDW to SDF start from 06:45 — the earliest with Southwest Airlines. The latest departure is at 22:20 with Southwest Airlines. In total, you can choose from 12 weekly Chicago Midway Airport to Louisville Muhammad Ali International Airport flights.

      • Your MDW to SDF flight won't wait if you're late, so don't forget to check in on time. Arrive up to one hour in advance for domestic flights and two hours ahead for international travel.

      • Travelling during a peak time like July? Public holidays and other high seasons can mean longer queues and delays at check-in and security. Play it safe and get there up to four hours before an international flight and two hours before a domestic departure.

      • Southwest Airlines is your gateway to discovering Louisville (and perhaps some other exciting corners of the United States!). Check out the direct flights from Chicago Midway Airport to Louisville Muhammad Ali International Airport offered by this carrier.

      • Most passengers choose to travel with Southwest Airlines on this route.

      • With 79.42% of services landing as planned, Southwest Airlines is the most punctual carrier offering MDW to SDF flights.

      • If you'd like to break up your flight, just uncheck 'Direct flights only' when searching for your ticket from Chicago Midway Airport to Louisville Muhammad Ali International Airport. Here are the most popular stopovers between MDW and SDF:

        • Atlanta Hartsfield-Jackson Airport

        • Detroit Wayne County Airport

        • Washington Ronald Reagan Airport

      How to find the cheapest flights from Chicago Midway Airport (MDW) to Louisville Muhammad Ali International Airport (SDF)

      • At the moment, $137 is the cheapest price we've found for a one-way Chicago Midway Airport to Louisville Muhammad Ali International Airport flight. The best price for a return plane ticket is $273. Keep in mind that fares could change due to availability when booking.

      • Score cheap tickets from MDW to SDF by booking two months ahead. According to our research, that's the sweet spot for finding the biggest deals.

      • The cheapest month for flights from Chicago Midway Airport to Louisville Muhammad Ali International Airport is July. Use the 'Whole month' tool to see the lowest prices if you have a flexible travel schedule.

      • Getting your hands on cheap flights from MDW to SDF is easy with Price Alerts. Simply create one of these automatic alerts and we'll let you know as soon as a lower fare pops up.

      • Tailor your flights with filters. Choose your preferred departure and arrival times, airlines and total journey duration. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest' flights from Chicago Midway Airport to Louisville Muhammad Ali International Airport.

      Handy information about Chicago Midway Airport (MDW)

      • MDW is located at 5700 South Cicero.

      • 76% of flights leaving from Chicago Midway Airport land at their destination on time.

      • To get to Chicago Midway Airport from central Chicago, it takes about 25 minutes by car. Of course, this depends on traffic. It's approximately 16 kilometres from the airport to the city centre.

      • Planning to catch public transport? You can expect a journey time of around 30 minutes.

      • Booked an early flight from Chicago Midway Airport to Louisville Muhammad Ali International Airport? Avoid the hassle of rushing to the airport (and catch some extra z's) by choosing one of these hotels close to MDW:

      Arriving at Louisville Muhammad Ali International Airport (SDF)

      Getting from Louisville Muhammad Ali International Airport (SDF) to central Louisville

      • You'll find SDF at 600 Terminal Drive.

      • Louisville Muhammad Ali International Airport is roughly 16 kilometres from the centre of Louisville. The drive time takes about 20 minutes.

      • If you're travelling on public transport, expect a journey time of about 55 minutes.

      When to fly to Louisville Muhammad Ali International Airport (SDF)

      • It's time to choose your trip dates for your flight from Chicago Midway Airport to Louisville Muhammad Ali International Airport. July is the most popular month to visit Louisville. If you want a quieter vibe, go in March.

      • Lock in your flight from Chicago Midway Airport to Louisville Muhammad Ali International Airport for July if you'd like to go to Louisville during its warmest month. You can expect temperatures of between 17ºC (63ºF) and 33ºC (91ºF).

      • Search for cheap tickets from MDW to SDF in January if you'd rather travel during cooler conditions. Temperatures are at their lowest around then, ranging between -8ºC (18ºF) and 9ºC (48ºF) on average.

      Explore more of the United States

      • Chicago is just one of the many cities in the United States waiting to be explored once you've seen the sights of Louisville. Around 434 kilometres away to the north-west, its best attractions include Millennium Park, Art Institute of Chicago and Willis Tower.

      • Around 290 kilometres north-east of Louisville, Columbus is another favourite stop in the United States. Start your sightseeing at Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

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      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.