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

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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.

Find One-Way and Round-Trip Louisville to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $65 (one-way), $111 (round-trip).

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Best Flights from Louisville to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Louisville to Chicago with the lowest price of $65. The fastest direct flight takes 1h 36m and the fastest connecting – 4h 38m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $65 Find flight	10:55 Louisville Standiford Field	11:33 Chicago O'Hare International	1h 38m	United Airlines	UA3520
from $102 Find flight	10:55 Louisville Standiford Field	11:33 Chicago O'Hare International	1h 38m	United Airlines	UA5573
from $124 Find flight	18:00 Louisville Standiford Field	18:41 Chicago O'Hare International	1h 41m	United Airlines	UA4502
from $74 Find flight	14:07 Louisville Standiford Field	20:08 Chicago O'Hare International	7h 1m layover 1h 58m - Tampa	Spirit Airlines	NK2159 NK2162
from $94 Find flight	12:32 Louisville Standiford Field	14:41+1 день Chicago O'Hare International	27h 9m layover 22h 3m - Newark	Spirit Airlines	NK1785 NK1183

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 17, 2025

Flight Schedule Louisville (Kentucky) to Chicago (Illinois)

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	Flight Details	Flight Duration	Price
07:00 — 07:37	07:00 — 07:37 UA3422 United Airlines Louisville — Chicago	1h 37m	Find flight from$103
08:40 — 09:17	08:40 — 09:17 UA3653 United Airlines Louisville — Chicago	1h 37m	Find flight from$103
10:55 — 11:33	10:55 — 11:33 UA3520 United Airlines Louisville — Chicago	1h 38m	Find flight from$65
10:55 — 11:33	10:55 — 11:33 UA5573 United Airlines Louisville — Chicago	1h 38m	Find flight from$102
11:10 — 11:47	11:10 — 11:47 UA3511 United Airlines Louisville — Chicago	1h 37m	Find flight from$117
11:25 — 12:01	11:25 — 12:01 UA5542 United Airlines Louisville — Chicago	1h 36m	Find flight from$116
12:32 — 14:41 +1 day	12:32 — 14:54 NK1785 Spirit Airlines Louisville — Newark 22h 3m stop 12:57 — 14:41 NK1183 Spirit Airlines Newark — Chicago	27h 9m including layover	Find flight from$94
13:59 — 14:41	13:59 — 14:41 UA5644 United Airlines Louisville — Chicago	1h 42m	Find flight from$185
14:07 — 20:08	14:07 — 16:10 NK2159 Spirit Airlines Louisville — Tampa 1h 58m stop 18:08 — 20:08 NK2162 Spirit Airlines Tampa — Chicago	7h 1m including layover	Find flight from$74
14:10 — 14:50	14:10 — 14:50 UA4412 United Airlines Louisville — Chicago	1h 40m	Find flight from$103
14:10 — 14:50	14:10 — 14:50 UA5272 United Airlines Louisville — Chicago	1h 40m	Find flight from$145
17:52 — 18:39	17:52 — 18:39 UA4394 United Airlines Louisville — Chicago	1h 47m	Find flight from$154
18:00 — 18:41	18:00 — 18:41 UA4502 United Airlines Louisville — Chicago	1h 41m	Find flight from$124
18:08 — 18:50	18:08 — 18:50 UA5318 United Airlines Louisville — Chicago	1h 42m	Find flight from$103
18:08 — 18:50	18:08 — 18:50 UA5264 United Airlines Louisville — Chicago	1h 42m	Find flight from$145

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on September 17, 2025

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 756 $), february (from 278 $), november (from 148 $).

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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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 $ 876.

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 $191

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UA - United Airlines

from $199

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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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Airplanes

There are flights to Chicago from Louisville by 5 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Louisville

You may also consider searching for discounted plane tickets to some other popular places from Louisville within United States.

Louisville — Orlando

from $77

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Louisville — Chicago

from $73

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Louisville — Miami

from $56

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Louisville — Las Vegas

from $76

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Louisville — Boston

from $78

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Louisville — Atlanta

from $61

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Louisville — Tampa

from $70

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Louisville — Houston

from $56

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Louisville — Dallas

from $55

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Louisville — Denver

from $73

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Top International Destinations from Louisville

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Louisville — Cancun

from $56

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How to book a plane 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.
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