Cheap Flights from Louisville, KY to Chicago, IL from $65

Return flight: Chicago – Louisville

On Cheapflightsplus.com you will find 15 direct and 481 connecting flights from Louisville to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $65, book and save on cheap plane tickets and last minute offers. Also check out SDF-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Flight Information

Below we will explain in detail what the flights cost on the destination from Louisville to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Louisville and Chicago is 443 miles. Time difference between the cities is 1h. Airplanes depart 05:03 to 20:58 from 3 Louisville airports and arrive 05:03 to 20:58 to 7 Chicago airports. Average flight time is 1h 40m.

  • The fastest flight 1h 36m
  • Average flight time 1h 40m
  • The earliest flight 05:03
  • The latest flight 20:58
  • Distance 276 ml

The cheapest months to travel to Chicago are august (from 65 $), may (from 74 $), july (from 94 $).

The most expensive months are january (from 760 $), february (from 279 $), november (from 149 $).

What is the lowest airfare Louisville to Chicago?

The cheapest plane ticket found by our users is $65. This airfare is for economy class on one-way UA3520 flight by United Airlines for August 28, 2025 which leaves Standiford Field in Louisville at 10:55 am and arrives at Chicago O'Hare International at 11:33.

Economy class
$65
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Business class
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First class
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Flight Schedule Louisville (Kentucky) to Chicago (Illinois)

07:00 — 07:37
1h 37m flight time
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from$103
Louisville — Chicago
UA3422 United Airlines
08:40 — 09:17
1h 37m flight time
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from$103
Louisville — Chicago
UA3653 United Airlines
10:55 — 11:33
1h 38m flight time
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from$65
Louisville — Chicago
UA3520 United Airlines
10:55 — 11:33
1h 38m flight time
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from$103
Louisville — Chicago
UA5573 United Airlines
11:10 — 11:47
1h 37m flight time
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from$117
Louisville — Chicago
UA3511 United Airlines
11:25 — 12:01
1h 36m flight time
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from$117
Louisville — Chicago
UA5542 United Airlines
12:32 — 14:41+1day
27h 9m flight time
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from$94
12:32 — 14:54 Louisville — Newark
NK1785 Spirit Airlines
22h 3m stop
12:57 — 14:41 Newark — Chicago
NK1183 Spirit Airlines
13:59 — 14:41
1h 42m flight time
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from$186
Louisville — Chicago
UA5644 United Airlines
14:07 — 20:08
7h 1m flight time
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from$74
14:07 — 16:10 Louisville — Tampa
NK2159 Spirit Airlines
1h 58m stop
18:08 — 20:08 Tampa — Chicago
NK2162 Spirit Airlines
14:10 — 14:50
1h 40m flight time
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from$103
Louisville — Chicago
UA4412 United Airlines
14:10 — 14:50
1h 40m flight time
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from$145
Louisville — Chicago
UA5272 United Airlines
17:52 — 18:39
1h 47m flight time
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from$155
Louisville — Chicago
UA4394 United Airlines
18:00 — 18:41
1h 41m flight time
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from$125
Louisville — Chicago
UA4502 United Airlines
18:08 — 18:50
1h 42m flight time
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from$103
Louisville — Chicago
UA5318 United Airlines
18:08 — 18:50
1h 42m flight time
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from$145
Louisville — Chicago
UA5264 United Airlines
Full flight schedule will help you in detecting at what time planes fly from Louisville to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
*Departure and arrival times - local. Updated on October 13, 2025.

Popular Airlines on the Route

The flight Louisville — Chicago is served by 5 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Sun Country Airlines - 14 departures per week at the price of from $ 144 . And the most expensive tickets are offered by United Airlines airline - from $ 881.

Direct flights

There are 15 nonstop flights on the route. The fastest direct flight is UA5542 by United Airlines takes 1h 36m and the cheapest is UA3520 by United Airlines for $65.

  • UA - United Airlines
    from $65
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Connecting Flights

There are 481 flights with layovers on the route. The fastest connecting flight is UA6358 by United Airlines takes 4h 38m and the cheapest is UA3520 by United Airlines for $74.

  • SY - Sun Country Airlines
    from $144
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  • MX - Mexicana
    from $192
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  • UA - United Airlines
    from $201
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  • NK - Spirit Airlines
    from $74
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  • G4 - Allegiant Air
    from $104
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Airports

You can fly from Louisville to Chicago from 3 airports (Standiford Field, Intercontinental, Bowman Field).

Louisville airports

  • Standiford Field-SDF
    from $65
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  • Intercontinental-LJC
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  • Bowman Field-LOU
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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