$34 Cheap flight deals from Chicago (CHI) to Louisville (DEN)

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This Weekend's Flight Deals from Chicago to Louisville

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.

Sat, Nov 15 - Mon, Nov 17
MDW
Midway Intl.
DEN
Denver Intl.
$198 Roundtrip, found 3 days ago
$198
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Nov 15 from Midway Intl. to Denver Intl., returning Mon, Nov 17, priced at $198 found 3 days ago
Sun, Nov 16 - Tue, Nov 18
ORD
O'Hare Intl.
DEN
Denver Intl.
$321 Roundtrip, just found
$321
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Nov 16 from O'Hare Intl. to Denver Intl., returning Tue, Nov 18, priced at $321 just found

Airfares from $34 One Way, $68 Round Trip from Chicago to Louisville

Prices starting at $68 for return flights and $34 for one-way flights to Louisville were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Jan 12 - Fri, Jan 16
MDW
Chicago
DEN
Denver
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jan 12 from Chicago to Denver, returning Fri, Jan 16, priced at $68 found 1 day ago
Fri, Jan 16 - Mon, Jan 19
ORD
Chicago
DEN
Denver
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Jan 16 from Chicago to Denver, returning Mon, Jan 19, priced at $68 just found
Fri, Jan 9 - Sun, Jan 11
MDW
Chicago
DEN
Denver
$69 Roundtrip, found 1 day ago
$69
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jan 9 from Chicago to Denver, returning Sun, Jan 11, priced at $69 found 1 day ago
Wed, Jan 14 - Sun, Jan 18
RFD
Rockford
DEN
Denver
$155 Roundtrip, found 21 hours ago
$155
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Wed, Jan 14 from Rockford to Denver, returning Sun, Jan 18, priced at $155 found 21 hours ago
Fri, Feb 20 - Tue, Feb 24
MDW
Chicago
DEN
Denver
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Feb 20 from Chicago to Denver, returning Tue, Feb 24, priced at $155 found 1 day ago

Louisville economy flight packages

Price found within the past 48 hours. Click for updated prices.
Lady Luck Casino Black Hawk
3.0-star property

Lady Luck Casino Black Hawk

7.6/10 Good! (1,825 reviews)

Dec 17 - Dec 21

4 night stay

Chicago (ORD) to Denver (DEN)

United • Coach

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Coach
Save 100% on your flight
Price was $593, price is now $317 per person
$317
per person
found 20 hours ago
My partner and I only stayed for one night, but we both liked the room very much. Parking is attached, so it was an easy haul for suitcases. My only complaint was about the check-in process. We tried to check in about 90 minutes early, and the staff was only just arriving at the desk. We were told there was a fee. Understandable. So, we waited. We ate and came back to the desk 15 minutes early and were told to wait or pay the fee. We sat in chairs opposite the desk for 15 minutes, and then checked in. I get that rules are rules, but that was totally silly. I really liked the shampoo and conditioner. The room was updated and super clean. Best hotel shower I've ever had (great water pressure, and hot water came really quick). Bonus tip: If you walk outside and go down the street passed the train, there's a little pedestrian walkway along a crick. You hear a lot of road noise, but it's a nice little walk.

Reviewed on Oct 7, 2025

Horseshoe Black Hawk - A Caesars Rewards Destination
3.0-star property

Horseshoe Black Hawk - A Caesars Rewards Destination

8/10 Very Good! (1,021 reviews)

Dec 17 - Dec 21

4 night stay

Chicago (ORD) to Denver (DEN)

United • Coach

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Coach
Save 100% on your flight
Price was $637, price is now $343 per person
$343
per person
found 20 hours ago
The cleaning was substandard and they didn’t appear to address my concerns. Found a used bandage left on the shower bench which created questions about the rest of the cleaning

Reviewed on Aug 21, 2025

Bluegreen's StreamSide at Vail
4.5-star property

Bluegreen's StreamSide at Vail

9/10 Wonderful! (72 reviews)

Dec 25 - Dec 30

5 night stay

Chicago (ORD) to Denver (DEN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,528, price is now $1,431 per person
$1,431
per person
found 18 hours ago
Everything about this place was great, from the staff (Eli) to the spacious rooms, fully equipped kitchen, bedsand pillows, and the daily deer sightings from the balconies. The only negative was the intermittent wi-fi, but not a problem aince i had my hotspot. I believe the property is scheduled for a full renovation, but we loved it just the way it was.

Reviewed on Jun 25, 2023

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More About Flying To Louisville from Chicago

Route Information for Flights from Chicago to Louisville

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

Chicago to Louisville

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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.