$111 Cheap flight deals from Chicago (CHI) to Brandenburg (SDF)

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This Weekend's Flight Deals from Chicago to Brandenburg

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, Jul 3 - Sun, Jul 5
ORD
O'Hare Intl.
SDF
Louisville Intl.
$540 Roundtrip, found 4 days ago
$540
Roundtrip
found 4 days ago
Select United flight, departing Fri, Jul 3 from O'Hare Intl. to Louisville Intl., returning Sun, Jul 5, priced at $540 found 4 days ago
Fri, Jul 3 - Sun, Jul 5
MDW
Midway Intl.
SDF
Louisville Intl.
$540 Roundtrip, found 4 days ago
$540
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Jul 3 from Midway Intl. to Louisville Intl., returning Sun, Jul 5, priced at $540 found 4 days ago
Fri, Jul 3 - Sun, Jul 5
RFD
Greater Rockford
SDF
Louisville Intl.
$559 Roundtrip, found 4 days ago
$559
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Jul 3 from Greater Rockford to Louisville Intl., returning Sun, Jul 5, priced at $559 found 4 days ago

Airfares from $111 One Way, $221 Round Trip from Chicago to Brandenburg

Prices starting at $221 for return flights and $111 for one-way flights to Brandenburg were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 5 - Tue, Sep 8
RFD
Rockford
SDF
Louisville
$221 Roundtrip, found 18 hours ago
$221
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Sep 5 from Rockford to Louisville, returning Tue, Sep 8, priced at $221 found 18 hours ago
Sat, Sep 5 - Tue, Sep 8
MDW
Chicago
SDF
Louisville
$223 Roundtrip, found 18 hours ago
$223
Roundtrip
found 18 hours ago
Select Southwest Airlines flight, departing Sat, Sep 5 from Chicago to Louisville, returning Tue, Sep 8, priced at $223 found 18 hours ago
Sat, Sep 5 - Tue, Sep 8
ORD
Chicago
SDF
Louisville
$223 Roundtrip, found 18 hours ago
$223
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Sep 5 from Chicago to Louisville, returning Tue, Sep 8, priced at $223 found 18 hours ago
Sat, Sep 19 - Mon, Sep 21
MDW
Chicago
SDF
Louisville
$224 Roundtrip, found 13 hours ago
$224
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Sat, Sep 19 from Chicago to Louisville, returning Mon, Sep 21, priced at $224 found 13 hours ago
Sat, Sep 5 - Tue, Sep 8
ORD
Chicago
SDF
Louisville
$233 Roundtrip, found 18 hours ago
$233
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Sep 5 from Chicago to Louisville, returning Tue, Sep 8, priced at $233 found 18 hours ago

Brandenburg economy flight packages

Price found within the past 48 hours. Click for updated prices.
Louisville Marriott Downtown
4.0-star property

Louisville Marriott Downtown

9/10 Wonderful! (1,002 reviews)

Aug 7 - Aug 9

2 night stay

Chicago (CHI) to Louisville (SDF)

United • Roundtrip • Coach
Price was $568, price is now $489 per person
$489
per person
found 21 hours ago
Convenient and great view.

Reviewed on Feb 16, 2026

Cottonwood Airport & Expo Hotel Louisville
3.5-star property

Cottonwood Airport & Expo Hotel Louisville

8.6/10 Excellent! (1,020 reviews)

Aug 7 - Aug 9

2 night stay

Chicago (CHI) to Louisville (SDF)

United • Roundtrip • Coach
Price was $601, price is now $511 per person
$511
per person
found 21 hours 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

Hotel Distil, Autograph Collection
4.0-star property

Hotel Distil, Autograph Collection

9.6/10 Exceptional! (475 reviews)

Aug 7 - Aug 9

2 night stay

Chicago (CHI) to Louisville (SDF)

United • Roundtrip • Coach
Price was $693, price is now $601 per person
$601
per person
found 21 hours ago
The whole hotel was clean and very beautiful. Excellent location in town. The attached restaurant (Repeal) was outstanding too.

Reviewed on Nov 9, 2025

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More About Flying To Brandenburg from Chicago

Route Information for Flights from Chicago to Brandenburg

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

Chicago to Brandenburg

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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.