$59 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, Jan 30 - Tue, Feb 3
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$121 Roundtrip, found 3 days ago
$121
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Fri, Jan 30 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Tue, Feb 3, priced at $121 found 3 days ago
Sun, Feb 1 - Tue, Feb 3
ORD
O'Hare Intl.
SDF
Louisville Intl.
$370 Roundtrip, found 1 day ago
$370
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Feb 1 from O'Hare Intl. to Louisville Intl., returning Tue, Feb 3, priced at $370 found 1 day ago
Sat, Jan 31 - Mon, Feb 2
RFD
Greater Rockford
SDF
Louisville Intl.
$663 Roundtrip, found 1 day ago
$663
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 31 from Greater Rockford to Louisville Intl., returning Mon, Feb 2, priced at $663 found 1 day ago
Sat, Jan 31 - Mon, Feb 2
MDW
Midway Intl.
SDF
Louisville Intl.
$671 Roundtrip, found 1 day ago
$671
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Jan 31 from Midway Intl. to Louisville Intl., returning Mon, Feb 2, priced at $671 found 1 day ago

Airfares from $59 One Way, $118 Round Trip from Chicago to Santa Claus

Prices starting at $118 for return flights and $59 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.

Tue, May 5 - Sun, May 10
ORD
Chicago
OWB
Owensboro
$118 Roundtrip, found 19 hours ago
$118
Roundtrip
found 19 hours ago
Select Contour Airlines flight, departing Tue, May 5 from Chicago to Owensboro, returning Sun, May 10, priced at $118 found 19 hours ago
Wed, Apr 1 - Mon, Apr 6
ORD
Chicago
OWB
Owensboro
$119 Roundtrip, found 17 hours ago
$119
Roundtrip
found 17 hours ago
Select Contour Airlines flight, departing Wed, Apr 1 from Chicago to Owensboro, returning Mon, Apr 6, priced at $119 found 17 hours ago
Sat, Mar 21 - Tue, Mar 24
ORD
Chicago
SDF
Louisville
$187 Roundtrip, found 6 days ago
$187
Roundtrip
found 6 days ago
Select United flight, departing Sat, Mar 21 from Chicago to Louisville, returning Tue, Mar 24, priced at $187 found 6 days ago
Sat, Mar 21 - Wed, Mar 25
MDW
Chicago
SDF
Louisville
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Mar 21 from Chicago to Louisville, returning Wed, Mar 25, priced at $189 found 2 days ago
Sat, Mar 21 - Wed, Mar 25
ORD
Chicago
SDF
Louisville
$194 Roundtrip, found 2 days ago
$194
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Mar 21 from Chicago to Louisville, returning Wed, Mar 25, priced at $194 found 2 days ago

Santa Claus economy flight packages

Price found within the past 48 hours. Click for updated prices.
Best Western Premier Airport/Expo Center Hotel
3.5-star property

Best Western Premier Airport/Expo Center Hotel

8.6/10 Excellent! (959 reviews)

Mar 13 - Mar 15

2 night stay

Chicago (CHI) to Louisville (SDF)

American Airlines • Coach

Louisville (SDF) to Chicago (CHI)

Southwest Airlines • Coach
Price was $473, price is now $403 per person
$403
per person
found 1 day ago
The staff was excellent from the front desk to the housekeepers, everyone had a smile on their face and were willing to help. Parking was safe and easy. Breakfast had all the offerings. Only negative would be we didn’t see many/if any food options within walking distance. Though the hotel did have a restaurant, however we didn’t eat there.

Reviewed on Oct 14, 2024

Louisville Marriott Downtown
4.0-star property

Louisville Marriott Downtown

9/10 Wonderful! (1,003 reviews)

Mar 13 - Mar 15

2 night stay

Chicago (CHI) to Louisville (SDF)

American Airlines • Coach

Louisville (SDF) to Chicago (CHI)

Southwest Airlines • Coach
Price was $632, price is now $492 per person
$492
per person
found 1 day ago
Great location for volleyball tournament

Reviewed on Mar 9, 2025

Hilton Garden Inn Louisville Mall of St. Matthews
3.0-star property

Hilton Garden Inn Louisville Mall of St. Matthews

9.4/10 Exceptional! (835 reviews)

Mar 13 - Mar 15

2 night stay

Chicago (CHI) to Louisville (SDF)

American Airlines • Coach

Louisville (SDF) to Chicago (CHI)

Southwest Airlines • Coach
Price was $555, price is now $466 per person
$466
per person
found 1 day ago
We always stay at this location when visiting family. Love the staff, rooms, and area.

Reviewed on Nov 30, 2025

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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.