$139 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.

Sun, May 24 - Tue, May 26
ORD
O'Hare Intl.
SDF
Louisville Intl.
$359 Roundtrip, found 4 days ago
$359
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, May 24 from O'Hare Intl. to Louisville Intl., returning Tue, May 26, priced at $359 found 4 days ago
Fri, May 22 - Sun, May 24
RFD
Greater Rockford
SDF
Louisville Intl.
$363 Roundtrip, found 6 days ago
$363
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, May 22 from Greater Rockford to Louisville Intl., returning Sun, May 24, priced at $363 found 6 days ago
Fri, May 22 - Sun, May 24
MDW
Midway Intl.
SDF
Louisville Intl.
$368 Roundtrip, found 6 days ago
$368
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Fri, May 22 from Midway Intl. to Louisville Intl., returning Sun, May 24, priced at $368 found 6 days ago

Airfares from $139 One Way, $294 Round Trip from Chicago to Brandenburg

Prices starting at $294 for return flights and $139 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.

Tue, Jun 2 - Thu, Jun 4
ORD
Chicago
SDF
Louisville
$294 Roundtrip, found 5 days ago
$294
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jun 2 from Chicago to Louisville, returning Thu, Jun 4, priced at $294 found 5 days ago
Tue, Jul 14 - Fri, Jul 17
ORD
Chicago
SDF
Louisville
$295 Roundtrip, found 6 hours ago
$295
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Jul 14 from Chicago to Louisville, returning Fri, Jul 17, priced at $295 found 6 hours ago
Sat, Sep 19 - Mon, Sep 21
MDW
Chicago
SDF
Louisville
$297 Roundtrip, found 17 hours ago
$297
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Sep 19 from Chicago to Louisville, returning Mon, Sep 21, priced at $297 found 17 hours ago
Tue, Jun 2 - Thu, Jun 4
ORD
Chicago
SDF
Louisville
$299 Roundtrip, found 5 days ago
$299
Roundtrip
found 5 days ago
Select United flight, departing Tue, Jun 2 from Chicago to Louisville, returning Thu, Jun 4, priced at $299 found 5 days ago
Thu, Jun 25 - Wed, Jul 1
ORD
Chicago
SDF
Louisville
$302 Roundtrip, found 1 day ago
$302
Roundtrip
found 1 day ago
Select United flight, departing Thu, Jun 25 from Chicago to Louisville, returning Wed, Jul 1, priced at $302 found 1 day ago

Brandenburg economy flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Louisville Airport South by IHG
3.0-star property

Holiday Inn Louisville Airport South by IHG

8.8/10 Excellent! (882 reviews)

Jun 26 - Jun 29

3 night stay

Chicago (ORD) to Louisville (SDF)

American Airlines • Roundtrip • Coach
Price was $571, price is now $470 per person
$470
per person
found 22 hours ago
Staff was nice. Room was clean and spacious but didn’t like the step in tub

Reviewed on Jan 12, 2026

Louisville Marriott Downtown
4.0-star property

Louisville Marriott Downtown

9/10 Wonderful! (1,005 reviews)

Jun 26 - Jun 29

3 night stay

Chicago (ORD) to Louisville (SDF)

American Airlines • Roundtrip • Coach
Price was $683, price is now $551 per person
$551
per person
found 22 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! (1,011 reviews)

Jun 26 - Jun 29

3 night stay

Chicago (ORD) to Louisville (SDF)

American Airlines • Roundtrip • Coach
Price was $589, price is now $477 per person
$477
per person
found 22 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

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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.