Title: CA $252 Cheap Flights from Chicago (MDW) to Louisville (SDF) - Expedia.ca ![The Louisville, Kentucky skyline with pedestrian walkway in front](https://images.trvl-media.com/place/603002/bb7aa867-4a7a-49ff-b758-10a472246889.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/603002/bb7aa867-4a7a-49ff-b758-10a472246889.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $252 Cheap Flights from Chicago (MDW) to Louisville (SDF) [View CA $252 flight on Mon, Dec 29, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:MDW,to:SDF,departure:29/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:251.20&airProductToken=AQpxCjcIxJgBEgQ1MTc2GOywASDjtAEoqIaBAzD4hoEDOEVAAFgBaglNQUlOQkFTSUNyCFRBVk5BMEJDCjYIxJgBEgQ1ODMyGOO0ASDyKCixh4EDMI6IgQM4RUABWAFqCU1BSU5CQVNJQ3IIVEFWTkEwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Chicago Midway Airport (MDW) to Louisville International Airport (SDF) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:MDW,to:SDF,departure:20/12/2025TANYT&leg2=from:SDF,to:MDW,departure:27/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:MDW,to:SDF,departure:20/12/2025TANYT&leg2=from:SDF,to:MDW,departure:27/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheap flights from Chicago (MDW) to Louisville (SDF) Prices were available within the past 7 days and start at CA $252 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ## Find the cheapest month to fly from Chicago (MDW) to Louisville (SDF) ### September is typically the cheapest month to fly From CA $108 - CA $887 per traveller. __Flight from Chicago to Louisville (MDW - SDF) route information__ | Origin airport | Midway Intl. | | ------------------- | ---------------- | | Destination airport | Louisville Intl. | | Distance | 432 km | | Average flight time | 2 hours 14 mins | ## Chicago to Louisville Flights **The easy way to book your flights from Chicago to Louisville** With Expedia, it’s simple to find and book flights to Louisville from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 8 airlines that cover this route. There are nonstop flights to Louisville Intl., too. Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Louisville today, tomorrow, or this week. **Save dollars with cheap flights from Midway Intl., MDW to Louisville Intl., SDF** Sort your search results by price to find great deals on your flight from Chicago to Louisville—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Louisville from Chicago currently is just rising to . Here are more money-saving tips: - Fly in when flight prices are normally at their lowest - Book about a month to 6 weeks before you travel for the best prices to Louisville - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! **Reasons to choose Expedia for your flight to Louisville from Chicago** Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Louisville with Expedia today. ## Frequently asked questions ### How much is a flight from Midway Airport to Louisville Intl. Airport (SDF)? ### Do I need to pay a cancellation fee if I cancel my flight from Midway Intl. Airport (MDW) to Louisville Intl. Airport (SDF)? ### How do I find cheap flights from Midway Intl. Airport (MDW) to Louisville Muhammad Ali Intl. Airport that have flexible change policies? ### How many hours is the flight from MDW to Louisville Intl. Airport (SDF)? ### How far is the flight from Midway Intl. Airport (MDW) to SDF? ### Which airlines fly direct from Chicago Airport to SDF? ### Are Midway Intl. Airport (MDW) to Louisville Muhammad Ali Intl. 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