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Not ready to book? to track prices.Southwest flights from Chicago Midway Airport to Louisville
Our best Southwest deals on Chicago Midway Airport to Louisville flight tickets
Delta flights from Chicago Midway Airport to Louisville
Our best Delta deals on Chicago Midway Airport to Louisville flight tickets
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Use the filters below to find and compare flights from Chicago Midway Airport to Louisville that are best for you.
Fly from
Fly to
Route
Depart
Return
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Thu 12/3
8:15 am-10:30 am
Nonstop1h 15m
Louisville Intl
Sat 12/5
5:00 pm-5:20 pm
Nonstop1h 20m
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Sat 11/7
3:35 pm-5:55 pm
Nonstop1h 20m
Louisville Intl
Sat 11/14
9:10 am-9:25 am
Nonstop1h 15m
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Thu 11/12
7:45 am-10:05 am
Nonstop1h 20m
Louisville Intl
Thu 11/12
4:40 pm-5:00 pm
Nonstop1h 20m
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Fri 11/6
6:40 pm-9:05 pm
Nonstop1h 25m
Louisville Intl
Fri 11/13
8:45 am-9:00 am
Nonstop1h 15m
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Thu 11/5
7:45 am-10:05 am
Nonstop1h 20m
Louisville Intl
Mon 11/9
7:55 pm-8:10 pm
Nonstop1h 15m
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Thu 10/29
7:55 am-10:10 am
Nonstop1h 15m
Louisville Intl
Fri 10/30
3:35 pm-3:50 pm
Nonstop1h 15m
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Thu 12/3
8:15 am-10:30 am
Nonstop1h 15m
Louisville Intl
Sat 12/5
3:25 pm-7:40 pm
1 stop5h 15m
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Wed 11/4
8:15 am-10:30 am
Nonstop1h 15m
Louisville Intl
Thu 11/5
7:55 pm-8:10 pm
Nonstop1h 15m
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Sat 10/31
10:12 am-5:59 pm
1 stop6h 47m
Louisville Intl
Sat 11/7
7:55 am-12:47 pm
1 stop5h 52m
ChicagoLouisville
MDW Chicago Midway - SDF Louisville Intl
MDWSDF
Chicago Midway
Thu 10/29
9:29 am-1:53 pm
1 stop3h 24m
Louisville Intl
Mon 11/2
5:57 pm-10:33 pm
1 stop5h 36m
See travel insights to Louisville from
How to get the cheapest flight ticket from Chicago Midway Airport to Louisville
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Louisville?
If you are unable to visit Louisville during the month of November, then departing from Chicago Midway Airport during the month January is also very affordable. Most momondo users find prices during this month for around $0.
What is the cheapest day to depart on your flight to Louisville?
On average, the least expensive day to fly to Louisville from Chicago Midway Airport is on a Thursday. momondo users have found tickets for Thursday departures for as low as $320. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago Midway Airport to Louisville on a Monday will generally be more expensive and average around $506. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Louisville?
Our data shows that the cheapest Chicago Midway Airport to Louisville flights are usually those with departure times in the morning. Our users have found flights to Louisville in the morning for as low as $362. In the afternoon is when there is more demand to fly to Louisville, so prices are often more expensive at around $492 per ticket.
What is the cheapest Chicago Midway to Louisville Intl flight route?
Fly from Chicago Midway to Louisville Intl for the best Chicago Midway - Louisville Intl flight prices
How many flights depart from Chicago Midway Airport to Louisville on average per day?
1 flights are operational daily from Chicago Midway Airport to Louisville as of October 2026. The most popular departure time for this route is 7:00AM, with 44% of flights per day taking off at noon.
How many flights depart from Chicago Midway Airport to Louisville on average per week?
As of October 2026, there are 9 flights per week flying from Chicago Midway Airport to Louisville. The most common day of the week flights depart is Mon, with 33% of flights taking off on this day.
When to book flights from Chicago Midway Airport to Louisville
Cheap Chicago Midway Airport to Louisville (MDW to SDF) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Louisville
Frequently asked questions about flying from Chicago Midway Airport to Louisville
How far is Chicago Midway to Louisville Intl by plane?
The distance between Chicago Midway and Louisville Intl is about 266.0 mi. By plane, this route typically takes 1h 15m.
When did momondo last update prices for flights from Chicago Midway Airport to Louisville Intl Airport?
Prices for flights from Chicago Midway Airport to Louisville Intl Airport refresh daily.
How many operators does momondo search for flights from Chicago Midway Airport to Louisville Intl Airport?
As of October 2026, there is 1 operator available to choose from for flights from Chicago Midway Airport to Louisville Intl Airport.
How old do you have to be to fly from Chicago Midway Airport to Louisville Intl Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Louisville Intl Airport.
What documentation or ID do you need to fly to Louisville Intl Airport?
The necessary travel and health documents for your Louisville Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago Midway Airport to Louisville?
Based on momondo bookings for flights between Chicago Midway Airport and Louisville, the leading plane model is Boeing 737 MAX 8, making up 16.22% of the total bookings. Other popular models include Embraer 175 with 12.61%, Embraer 175 (Enhanced Winglets) with 12.16%, and Canadair (Bombardier) Regional Jet CRJ-550 with 12.16%.
What is the most popular airline from Chicago Midway Airport to Louisville?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago Midway Airport to Louisville is Southwest (100% of total bookings).
Best airlines flying from Chicago Midway Airport to Louisville
Compare and see reviews for airlines that fly from Chicago Midway Airport to Louisville with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $206 | Free Cancellation | Rating 7.9 4,228 reviews |
Southwest Flights From Chicago Midway Airport to Louisville
Southwest flies from Chicago Midway Airport to Louisville around 9 times per week, with 4,228 momondo users rating the airline 7.9/10. The cheapest Southwest deal from Chicago Midway Airport to Louisville in the last 72 hours was $206 (round-trip), much lower than the average airfare cost of $411 for Southwest flights on this route.
Traveling to a place near Louisville?
Book flights to Louisville if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Louisville?
Finding the right flight to Louisville from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Louisville quick and easy, saving you time and money.
Can I find flights from Chicago to Louisville with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to Louisville flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to Louisville?
momondo provides multiple filters to help you find the best flight to Louisville from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Chicago to Louisville right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Louisville from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.