$108 Cheap flight deals from Chicago (CHI) to Elizabethtown (SDF)

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This Weekend's Flight Deals from Chicago to Elizabethtown

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Sep 13 - Tue, Sep 15
ORD
O'Hare Intl.
SDF
Louisville Intl.
$528 Roundtrip, found 6 days ago
$528
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Sep 13 from O'Hare Intl. to Louisville Intl., returning Tue, Sep 15, priced at $528 found 6 days ago

Airfares from $108 One Way, $217 Round Trip from Chicago to Elizabethtown

Prices starting at $217 for return flights and $108 for one-way flights to Elizabethtown were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Oct 22 - Mon, Oct 26
MDW
Chicago
SDF
Louisville
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Oct 22 from Chicago to Louisville, returning Mon, Oct 26, priced at $217 found 4 days ago
Thu, Oct 22 - Mon, Oct 26
MDW
Chicago
SDF
Louisville
$220 Roundtrip, found 4 days ago
$220
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Oct 22 from Chicago to Louisville, returning Mon, Oct 26, priced at $220 found 4 days ago
Fri, Oct 2 - Tue, Oct 6
ORD
Chicago
SDF
Louisville
$226 Roundtrip, found 3 days ago
$226
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Oct 2 from Chicago to Louisville, returning Tue, Oct 6, priced at $226 found 3 days ago
Thu, Oct 22 - Mon, Oct 26
MDW
Chicago
SDF
Louisville
$230 Roundtrip, found 4 days ago
$230
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Oct 22 from Chicago to Louisville, returning Mon, Oct 26, priced at $230 found 4 days ago
Thu, Oct 22 - Mon, Oct 26
MDW
Chicago
SDF
Louisville
$232 Roundtrip, found 4 days ago
$232
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Oct 22 from Chicago to Louisville, returning Mon, Oct 26, priced at $232 found 4 days ago

Elizabethtown economy flight packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Shelbyville
3.0-star property

Comfort Inn & Suites Shelbyville

8.2/10 Very Good! (427 reviews)

Oct 9 - Oct 12

3 night stay

Chicago (ORD) to Louisville (SDF)

United • Roundtrip • Coach
Price was $452, price is now $439 per person
$439
per person
found 6 hours ago
Beds were pretty good, Tub was dirty, however the reason we picked this Hotel was it advertised a working pool only to find out the pool has been down over a month, I feel this is false adverstisement, we checked out a day early an was told we could not get a fefund for saturday night. Totally unexceptable, very disappointed!

Reviewed on Sep 6, 2026

Regina's Country Livin'
3.0-star property

Regina's Country Livin'

10/10 Exceptional! (10 reviews)

Oct 9 - Oct 12

3 night stay

Chicago (ORD) to Louisville (SDF)

United • Roundtrip • Coach
Price was $582, price is now $507 per person
$507
per person
found 6 hours ago
For my first time visiting in Kentucky, I’m glad I picked to stay at Regina’s Country Living. Hostess : Top notch hospitality; Regina looked out for everyone who stayed for the Kentucky Derby event like a mother. Our breakfast was homemade each morning, and it definitely brought back memories with of my grandma for Sunday and Christmas breakfast specials. Room/Home : Regina’s home had so much old southern world charm that had it not been so cool outside, that drinking a Mint Julep on the porch would have been a pleasant experience. I stayed in the “ King’s Room “, my bed was huge and the covers were soft and inviting. I slept good everyday I was there and I slept really good after the Derby. Each room had a story to tell and I’d especially liked the sky light in the family room. The park adjacent to the house is such a nice addition for anyone who just wants to take a walk or run. It’s perfect if you bring a dog with you on your stay as well. Thank you, Regina for opening up your home and being an amazing woman. Thank you for sharing an amazing friendly dinner with me at the Mexican restaurant and making sure a solo traveler felt like family even if it was for a few days. Looking forward to next year’s Kentucky Derby at your Bed and Breakfast.

Reviewed on May 4, 2026

Holiday Inn Express & Suites Shelbyville by IHG
2.5-star property

Holiday Inn Express & Suites Shelbyville by IHG

8.6/10 Excellent! (842 reviews)

Oct 9 - Oct 12

3 night stay

Chicago (ORD) to Louisville (SDF)

United • Roundtrip • Coach
Price was $490, price is now $469 per person
$469
per person
found 6 hours ago

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More About Flying To Elizabethtown from Chicago

Route Information for Flights from Chicago to Elizabethtown

Origin Airport IATA Code
CHI
Destination Airport IATA Code
SDF
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Elizabethtown

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.