$39 Cheap flight deals from Chicago (CHI) to Santa Claus (SDF)

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This Weekend's Flight Deals from Chicago to Santa Claus

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.

Fri, Oct 3 - Sat, Oct 4
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Fri, Oct 3 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sat, Oct 4, priced at $120 found 2 days ago
Sat, Oct 4 - Wed, Oct 8
ORD
O'Hare Intl.
EVV
Evansville Regional
$450 Roundtrip, found 3 hours ago
$450
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Oct 4 from O'Hare Intl. to Evansville Regional, returning Wed, Oct 8, priced at $450 found 3 hours ago
Sun, Oct 5 - Tue, Oct 7
ORD
O'Hare Intl.
SDF
Louisville Intl.
$525 Roundtrip, found 21 hours ago
$525
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Sun, Oct 5 from O'Hare Intl. to Louisville Intl., returning Tue, Oct 7, priced at $525 found 21 hours ago
Fri, Oct 3 - Tue, Oct 7
MDW
Midway Intl.
SDF
Louisville Intl.
$576 Roundtrip, found 21 hours ago
$576
Roundtrip
found 21 hours ago
Select Southwest Airlines flight, departing Fri, Oct 3 from Midway Intl. to Louisville Intl., returning Tue, Oct 7, priced at $576 found 21 hours ago

Airfares from $39 One Way, $97 Round Trip from Chicago to Santa Claus

Prices starting at $97 for return flights and $39 for one-way flights to Santa Claus 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, Nov 27 - Tue, Dec 2
ORD
Chicago
SDF
Louisville
$97 Roundtrip, found 4 days ago
$97
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Nov 27 from Chicago to Louisville, returning Tue, Dec 2, priced at $97 found 4 days ago
Thu, Oct 2 - Sun, Oct 5
ORD
Chicago
OWB
Owensboro
$119 Roundtrip, found 20 hours ago
$119
Roundtrip
found 20 hours ago
Select Contour Airlines flight, departing Thu, Oct 2 from Chicago to Owensboro, returning Sun, Oct 5, priced at $119 found 20 hours ago
Fri, Oct 3 - Sat, Oct 4
ORD
Chicago
OWB
Owensboro
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Fri, Oct 3 from Chicago to Owensboro, returning Sat, Oct 4, priced at $120 found 2 days ago
Wed, Oct 22 - Thu, Oct 23
ORD
Chicago
SDF
Louisville
$169 Roundtrip, found 5 days ago
$169
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Chicago to Louisville, returning Thu, Oct 23, priced at $169 found 5 days ago
Thu, Nov 27 - Tue, Dec 2
ORD
Chicago
SDF
Louisville
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Nov 27 from Chicago to Louisville, returning Tue, Dec 2, priced at $177 found 4 days ago

Santa Claus economy flight packages

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Louisville Airport Expo Ctr by IHG
3.5-star property

Crowne Plaza Louisville Airport Expo Ctr by IHG

8.8/10 Excellent! (821 reviews)

Nov 7 - Nov 9

2 night stay

Chicago (CHI) to Louisville (SDF)

Southwest Airlines • Coach

Louisville (SDF) to Chicago (CHI)

American Airlines • Coach
Price was $472, price is now $374 per person
$374
per person
found 1 day ago
A lot of cigarette smoke near front entrance, blowing into lobby. Other than that, everything was wonderful. We ate in the dining room and had a delicious meal and lovely wait staff.

Reviewed on Sep 2, 2025

Embassy Suites Louisville Downtown
4.0-star property

Embassy Suites Louisville Downtown

9/10 Wonderful! (1,015 reviews)

Nov 7 - Nov 9

2 night stay

Chicago (CHI) to Louisville (SDF)

Southwest Airlines • Coach

Louisville (SDF) to Chicago (CHI)

American Airlines • Coach
Price was $562, price is now $429 per person
$429
per person
found 1 day ago
The hotel was clean and comfortable and walking distance from shopping and restaurants. The ladies at the front desk were so kind and helpful! Our kids loved the indoor pool!

Reviewed on Apr 24, 2025

Hilton Garden Inn Louisville Airport
3.0-star property

Hilton Garden Inn Louisville Airport

9/10 Wonderful! (1,008 reviews)

Nov 7 - Nov 9

2 night stay

Chicago (CHI) to Louisville (SDF)

Southwest Airlines • Coach

Louisville (SDF) to Chicago (CHI)

American Airlines • Coach
Price was $495, price is now $392 per person
$392
per person
found 1 day ago
This was an easy to navigate space for my short trip. The convenience to the airport was a priority and their shuttle service was on it!

Reviewed on Mar 23, 2024

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More About Flying To Santa Claus from Chicago

Route Information for Flights from Chicago to Santa Claus

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

Chicago to Santa Claus

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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.