Cheap Flights from Louisville Muhammad Ali International to Chicago Midway

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

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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 to Chicago Midway? 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 October.

Direct flights from Louisville Muhammad Ali International to Chicago Midway

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 foundR 850
Cheapest month to flyOctober
Average flight time1 hr, 17 mins
Most popular airlineSouthwest Airlines
Average flights per week21

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 R 1,711. 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 2025, there are 21 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 November.
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, 8 November 2025.
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 International Airport-Standiford Field (SDF) to Chicago Midway International Airport (MDW): what you need to know

  • Jump on a direct flight from Louisville International Airport-Standiford Field to Chicago Midway International Airport and you'll be travelling for an average of 1 hour 15 minutes.

  • Chicago is one hour behind Louisville and is in the UTC-5 timezone.

  • Each week, there are 16 Louisville International Airport-Standiford Field to Chicago Midway International Airport flights. To take off early, go for the 06:15 Southwest Airlines flight. If you're eager to make the most of your day before you fly, the latest flight is at 21:00 with Southwest Airlines.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are tried-and-true travel tips. Make sure you're at the airport on time to board your SDF to MDW flight.

  • During popular months like July, you'll want to get to the airport earlier than normal. Plan to arrive two hours before domestic departures and four hours ahead of international flights when you travel during a high season in general.

  • Southwest Airlines is your gateway to discovering Chicago (and perhaps some other exciting parts of United States!). Check out the direct flights from Louisville International Airport-Standiford Field to Chicago Midway International Airport offered by this airline.

  • The airline with the highest passenger demand on this route is Southwest Airlines.

  • Southwest Airlines is a leader in on-time performance for SDF to MDW flights, with 84.56% of its services landing as scheduled.

  • Think about adding a stopover when booking your ticket from Louisville International Airport-Standiford Field to Chicago Midway International Airport. Simply deselect 'Direct flights only' to break up your trip, or even explore someplace new along the way. Check out these options between SDF and MDW:

    • Detroit Metropolitan Wayne County Airport

    • Hartsfield-Jackson Atlanta International Airport

    • Baltimore/Wash International Thurgood Marshall Airport

How to find the cheapest flights from Louisville International Airport-Standiford Field (SDF) to Chicago Midway International Airport (MDW)

  • The lowest price we've seen for a one-way Louisville International Airport-Standiford Field to Chicago Midway International Airport flight is R 850. A return plane ticket is currently R 1,711. Depending on the availability when you book, these fares can change.

  • Book seven months before your departure date. After crunching the numbers on our calendar, this is how far you should book ahead to find cheap tickets from SDF to MDW.

  • The cheapest month for flights from Louisville International Airport-Standiford Field to Chicago Midway International Airport is June. Use the 'Whole month' tool to find the lowest airfares if you have flexible dates.

  • Snapping up cheap flights from SDF to MDW is a cinch with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch when a new deal comes up.

  • Select your preferred departure and arrival times, number of stops and airlines with the filters. Alternatively, sort your results by 'Cheapest' to see the best deals on flights from Louisville International Airport-Standiford Field to Chicago Midway International Airport.

Handy information about Louisville International Airport-Standiford Field (SDF)

  • You'll find SDF at 600 Terminal Drive.

  • Of all flights leaving Louisville International Airport-Standiford Field, 77.69% arrive on time at their destination.

  • Louisville International Airport-Standiford Field is around 23 kilometres from central Louisville. If you're driving, ride-sharing or catching a cab from the centre, it'll take 25 minutes or so to arrive, depending on the traffic.

  • The journey on public transport usually takes 2 hours 40 minutes.

  • Need a handy hotel near SDF? If you're catching an early flight from Louisville International Airport-Standiford Field to Chicago Midway International Airport, these accommodation options will have you moments from your departure lounge:

Arriving at Chicago Midway International Airport (MDW)

  • If you're arriving on a late Louisville International Airport-Standiford Field to Chicago Midway International Airport flight, few things top the convenience of staying close to the terminal. Grab your luggage from the carousel and then be showered and relaxing not long after at one of these hotels near MDW:

  • Fast-track your adventure by picking up a Chicago Midway International Airport rental car. Grab your wheels from Dollar, Hertz or Budget and explore beyond Chicago's usual tourist stops.

  • Reserving your vehicle from Chicago Midway International Airport about four weeks in advance increases your chances of getting a good deal.

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • MDW is located at 5700 South Cicero.

  • Chicago Midway International Airport is approximately 19 kilometres from the centre of Chicago. The drive time takes about 20 minutes.

  • It takes around 45 minutes if you're using public transport.

When to fly to Chicago Midway International Airport (MDW)

  • It's time to pick your trip dates for your flight from Louisville International Airport-Standiford Field to Chicago Midway International Airport. July is the most popular month to head to Chicago. If you prefer a more laid-back vibe, go in May.

  • When reserving your flight from Louisville International Airport-Standiford Field to Chicago Midway International Airport, consider the kind of weather you enjoy. July is the warmest month in Chicago, with temperatures ranging from 15ºC (59ºF) to 29ºC (84ºF).

  • Search for cheap tickets from SDF to MDW in January if you like travelling in cooler conditions. Temperatures are at their lowest around then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

Explore more of United States

  • Chicago has loads to offer, but there are so many other parts of United States waiting to be explored. About 451 kilometres south-east of Chicago, a trip to Columbus will keep you on the move. Don't miss top attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another essential stop in United States and is around 257 kilometres south-east of Chicago. No journey is complete without visiting The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.