Cheap Flights from Louisville Muhammad Ali International to Chicago Midway

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      Southwest Airlines

      Compare Louisville Muhammad Ali International to Chicago Midway flight deals

      Find the cheapest month or even day of the year to fly to Chicago Midway

      Book the best Chicago Midway fare with no extra fees

      Flight deals from Louisville Muhammad Ali International to Chicago Midway

      Looking for a cheap last-minute deal or the best return flight from Louisville Muhammad Ali International Airport to Chicago Midway Airport? If you want to travel next month, return fares start from Rs54,557. Find the lowest prices on one-way and return tickets right here.

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

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Louisville Muhammad Ali International to Chicago Midway flights are currently cheapest in September.

      Direct flights from Louisville Muhammad Ali International to Chicago Midway

      Southwest Airlines

      Louisville Muhammad Ali International to Chicago Midway: Alternative routes

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

      Louisville to Chicago: Flight information

      The things to know before you go.
      Cheapest flight foundRs27,280
      Cheapest month to flySeptember
      Average flight time1 hr, 17 mins
      Most popular airlineSouthwest Airlines
      Average flights per week23

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

      The best price we found for a return flight from Louisville Muhammad Ali International to Chicago Midway is Rs54,557. 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 Louisville Muhammad Ali International to Chicago Midway.
      Southwest Airlines flies direct from Louisville Muhammad Ali International to Chicago Midway.
      As of September 2026, there are 23 flights per week flying from Louisville Muhammad Ali International to Chicago Midway.
      The cheapest month to fly from Louisville Muhammad Ali International to Chicago Midway is usually October.
      After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Louisville Muhammad Ali International Airport to Chicago Midway Airport on Saturday, 3 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 Chicago Midway 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 Chicago 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 Chicago Midway.

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

      • The average length of a direct flight from Louisville Muhammad Ali International Airport to Chicago Midway Airport is 1 hour 15 minutes.

      • Chicago's timezone is UTC-6, which makes Chicago one hour behind Louisville.

      • Every week, there are 12 Louisville Muhammad Ali International Airport to Chicago Midway Airport flights. If you'd like to get going early, take the 06:15 Southwest Airlines flight. If you'd rather make the most of your day before you fly, the last departure is at 21:25 with Southwest Airlines.

      • Leave enough time to make your SDF to MDW flight. As a general rule, turn up two hours before international departures and an hour ahead for domestic flights.

      • During popular months like July, it's best to get to the airport earlier than usual. Plan to arrive two hours before domestic departures and four hours ahead for an international flight whenever you're flying during a peak period in general.

      • Southwest Airlines has direct flights from Louisville Muhammad Ali International Airport to Chicago Midway Airport. Book with this popular carrier, then get ready to tick off the sights in Chicago — and maybe even more of the United States if time allows.

      • Southwest Airlines is the top choice for travellers on this route.

      • Southwest Airlines is the most punctual carrier offering SDF to MDW flights. A dependable 81.88% of its departures on this route arrive as planned.

      • Think about adding a stopover when booking your ticket from Louisville Muhammad Ali International Airport to Chicago Midway Airport. Just deselect 'Direct flights only' to break up your trip, or visit a new city along the way. Check out these options between SDF and MDW:

        • Atlanta Hartsfield-Jackson Airport

        • Detroit Wayne County Airport

        • Baltimore Washington International Airport

      Handy information about Louisville Muhammad Ali International Airport (SDF)

      • SDF is located at 600 Terminal Drive.

      • Of the departures from Louisville Muhammad Ali International Airport, 77% touch down on time at their destination.

      • Louisville Muhammad Ali International Airport is around 16 kilometres from central Louisville. If you're catching a taxi, ride-sharing or driving from the centre, it'll take you 20 minutes or so to arrive, depending on the traffic.

      • The journey when using public transport usually takes 55 minutes.

      • Taking an early flight from Louisville Muhammad Ali International Airport to Chicago Midway Airport? Avoid the stress of rushing to the airport (and catch some extra z's) by picking one of these stays near SDF:

      Arriving at Chicago Midway Airport (MDW)

      • If you're getting in on a late Louisville Muhammad Ali International Airport to Chicago Midway Airport flight, few things beat the convenience of staying close to the terminal. Grab your luggage from the carousel and then be showered and sleeping shortly after at one of these hotels near MDW:

      • Get on the fast track to adventure by picking up a Chicago Midway Airport rental car. Grab your wheels from Dollar, Hertz or Budget and experience the lesser-explored corners of Chicago and beyond.

      • For the best deal, book your ride from Chicago Midway Airport about four weeks before your trip.

      When to fly to Chicago Midway Airport (MDW)

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

      • Lock in your flight from Louisville Muhammad Ali International Airport to Chicago Midway Airport for July if you'd like to go to Chicago during its warmest month. You can expect temperatures of between 16ºC and 28ºC.

      • January has average temperatures of between -12ºC and 3ºC. Look for cheap tickets from SDF to MDW sometime around then if you want to travel in cooler conditions.

      Explore more of the United States

      • You've done Chicago, now it's time to discover more of the United States. Travel about 451 kilometres south-east to Columbus to check off its leading sights. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, you'll have a full itinerary ahead.

      • Indianapolis is another sought-after destination in the United States and is around 257 kilometres south-east of Chicago. No journey is complete without experiencing Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

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