Cheap flights from CHA to EYW (Chattanooga Metropolitan to Key West Intl.)

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Cheap Flights from CHA to EYW starting at $234 One Way, $357 Round Trip

Prices starting at $357 for return flights and $234 for one-way flights to Key West Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jan 21 - Tue, Jan 27
CHA
Chattanooga
EYW
Key West
$357 Roundtrip, found 2 days ago
$357
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jan 21 from Chattanooga to Key West, returning Tue, Jan 27, priced at $357 found 2 days ago
Mon, Jan 19 - Tue, Jan 27
CHA
Chattanooga
EYW
Key West
$444 Roundtrip, found 2 days ago
$444
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Jan 19 from Chattanooga to Key West, returning Tue, Jan 27, priced at $444 found 2 days ago
Wed, Jan 21 - Sat, Jan 24
CHA
Chattanooga
EYW
Key West
$465 Roundtrip, found 2 days ago
$465
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jan 21 from Chattanooga to Key West, returning Sat, Jan 24, priced at $465 found 2 days ago
Wed, Jan 21 - Sat, Jan 24
CHA
Chattanooga
EYW
Key West
$470 Roundtrip, found 2 days ago
$470
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jan 21 from Chattanooga to Key West, returning Sat, Jan 24, priced at $470 found 2 days ago
Wed, Jan 21 - Sat, Jan 24
CHA
Chattanooga
EYW
Key West
$489 Roundtrip, found 1 day ago
$489
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jan 21 from Chattanooga to Key West, returning Sat, Jan 24, priced at $489 found 1 day ago

Hotel Ideas near Key West Intl.

Airport Hotels near Key West Intl.

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
$532 nightly
The price is $599 total per night from Feb 5 to Feb 6
$599 total
Feb 5 - Feb 6
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,001 reviews)
Great view, clean property. Beds were very comfortable. Having a telescope to view the stars is a nice touch

Reviewed on Jan 16, 2026

Hyatt Vacation Club at Windward Pointe, Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
$345 nightly
The price is $388 total per night from Jan 25 to Jan 26
$388 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,001 reviews)
Very clean. The pool area is fantastic. Good food and bar. Just a heads up though, the planes are extremely loud!

Reviewed on Jan 14, 2026

DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
$422 nightly
The price is $475 total per night from Jan 27 to Jan 28
$475 total
Jan 27 - Jan 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,301 reviews)
The staff is excellent especially Sam who always helps me when I stay there.

Reviewed on Jan 16, 2026

Hampton Inn Key West FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$409 nightly
The price is $460 total per night from Jan 19 to Jan 20
$460 total
Jan 19 - Jan 20
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,859 reviews)
Everything was excellent

Reviewed on Jan 15, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$530 nightly
The price is $596 total per night from Jan 26 to Jan 27
$596 total
Jan 26 - Jan 27
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,000 reviews)
Small room at first, but they gave us a different one that was nice

Reviewed on Jan 17, 2026

Southernmost Beach Resort and Guesthouses
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$358 nightly
The price is $402 total per night from Jan 19 to Jan 20
$402 total
Jan 19 - Jan 20
Total with taxes and fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,776 reviews)
The entire resort was absolutely beautiful. It was also very welcoming. Not just in appearance but the staff were all so friendly and wonderful to work with!

Reviewed on Jan 16, 2026

Oceans Edge Key West Resort, Hotel & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Key West Hotels With Airport Transportation

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
$345 nightly
The price is $388 total per night from Jan 25 to Jan 26
$388 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,001 reviews)
Very clean. The pool area is fantastic. Good food and bar. Just a heads up though, the planes are extremely loud!

Reviewed on Jan 14, 2026

DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
$422 nightly
The price is $475 total per night from Jan 27 to Jan 28
$475 total
Jan 27 - Jan 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,301 reviews)
The staff is excellent especially Sam who always helps me when I stay there.

Reviewed on Jan 16, 2026

Hampton Inn Key West FL
Eden House

Eden House

3.5 out of 5
1015 Fleming St Key West FL
$329 nightly
The price is $370 total per night from Jan 19 to Jan 20
$370 total
Jan 19 - Jan 20
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,000 reviews)
Very nice, clean and great location.

Reviewed on Jan 13, 2026

Eden House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Key West Hotels

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$301 nightly
The price is $338 total per night from Jan 21 to Jan 22
$338 total
Jan 21 - Jan 22
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,272 reviews)
Location was great, close to 2 beaches. Property was nice and clean. Rooms were small but fine. Was there 4 days and basically had bad oranges and no other fruit for the time spent. Had plenty of bagged muffins, yogurt, and cereals. One beaches supplier you with towels and chair you just have to ...

Reviewed on Jan 13, 2026

Southwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
$296 nightly
The price is $333 total per night from Jan 19 to Jan 20
$333 total
Jan 19 - Jan 20
Total with taxes and fees
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.8/10 Good! (1,001 reviews)
They are renovation so be aware of that but everything else is as listed. Very clean extremely polite. I highly recommend for people looking for a place to rest their head at night

Reviewed on Jan 13, 2026

Seashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$321 nightly
The price is $358 total per night from Jan 19 to Jan 20
$358 total
Jan 19 - Jan 20
Total with taxes and fees
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (1,001 reviews)
Yes

Reviewed on Jan 17, 2026

Duval House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$530 nightly
The price is $596 total per night from Jan 26 to Jan 27
$596 total
Jan 26 - Jan 27
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,000 reviews)
Small room at first, but they gave us a different one that was nice

Reviewed on Jan 17, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.2/10 Very Good! (999 reviews)

Families like: Outdoor pool, babysitting, close to beach, bicycle rentals

Travelers say...
Room was clean and comfortable but after first day towels were shorted. Had to ask for more twice Desk staff were very nice and helpful. Concierge was helpful with rentals Restaurant was not as good as past stays when Sheraton. Food even pancakes were tough and overcooked. Shuttle drivers were very ...

Reviewed on Dec 4, 2025

Get rates
Margaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$409 nightly
The price is $460 total per night from Jan 19 to Jan 20
$460 total
Jan 19 - Jan 20
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,859 reviews)

Families like: Outdoor pools, miniature golf, game room, bicycle rentals

Travelers say...
Everything was excellent

Reviewed on Jan 15, 2026

Blue Flamingo Resort Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

CHA to EYW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
CHA Address & GPS
Address:
Chattanooga TN, 37422
United States
IATA Code:
CHA
Longitude:
-85.197784
Latitude:
35.036925
Time Zone:
America/New_York
EYW Address & GPS
Address:
3491 South Roosevelt Boulevard
Key West FL, 33040-5260
United States
IATA Code:
EYW
Longitude:
-81.75501
Latitude:
24.553574
Time Zone:
America/New_York

Frequently asked questions

Are there non-stop flights from Chattanooga Metropolitan Airport (CHA) to Key West Intl. Airport (EYW)?
Flying from CHA to EYW? Breaking up the trip is your one and only option as there are no airlines that fly nonstop on this route. However, American Airlines, Delta Air Lines and WestJet offer the closest thing — a flight with just one stopover.
What is the shortest flight from Chattanooga Airport to EYW?
From Chattanooga, the distinctive sights and sounds of Key West are around 4 hours and 39 minutes away. Lock in your favorite seat, or maybe even upgrade to one with a bit more legroom, and fly to your destination in comfort.
How many hours flight from Chattanooga Metropolitan Airport (CHA) to Key West Intl. Airport?
It usually takes around 4 hours and 45 minutes to journey from CHA to EYW. You'll be in the air for a good amount of time, so contemplate bringing your own entertainment, like an audiobook or a few podcasts.
What airlines have the most flights from CHA to EYW?
You'll need to make at least one stopover if you're flying from CHA to EYW. Right now, there are no airlines that offer direct flights on this route.

Map To Nearby Hotels

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.

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