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Key West

$306+ Cheap flights from Colorado Springs to Key West (COS - EYW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
COS — EYW
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Colorado Springs to Key West

Cheapest flights from Colorado Springs to Key West
Explore the most affordable flight options available from Colorado Springs to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:00 am
COS
-
EYW
2 stops14h 37m
American Airlines
Wed 4/86:45 am
EYW
-
COS
2 stops11h 30m
American Airlines
Deal found 1/26$306
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:00 am
COS
-
EYW
1 stop8h 24m
American Airlines
Fri 3/63:51 pm
EYW
-
COS
2 stops10h 08m
American Airlines
Deal found 1/26$326
This American Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:45 am
COS
-
EYW
2 stops8h 54m
American Airlines
Tue 11/104:26 pm
EYW
-
COS
2 stops9h 22m
American Airlines
Deal found 1/25$346
This American Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:02 am
COS
-
EYW
1 stop8h 06m
American Airlines
Wed 8/122:31 pm
EYW
-
COS
1 stop7h 59m
American Airlines
Deal found 1/25$357
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:58 am
COS
-
EYW
2 stops10h 59m
American Airlines
Wed 4/222:01 pm
EYW
-
COS
2 stops11h 29m
American Airlines
Deal found 1/26$379
This American Airlines deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:12 am
COS
-
EYW
1 stop6h 06m
American Airlines
Tue 2/176:54 pm
EYW
-
COS
2 stops16h 56m
American Airlines
Deal found 1/24$427

Find flight deals from Colorado Springs to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Colorado Springs (COS) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$306
(American Airlines)

Popular in

May

Cheapest in

August

Average price

$426
Provider with most accurate pricing for Colorado Springs-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Colorado Springs-Key West flights.
Search Deals
From Colorado Springs to Key West
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($138 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Colorado Springs to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
Use the filters below to find and compare flights from Colorado Springs to Key West that are best for you.

Fly from

Colorado Springs

Fly to

Key West

Route

Depart

Return

Price

Colorado SpringsKey West

COS - EYW

COSEYW

Colorado Springs

Fri 4/3

6:00 am-10:37 pm

2 stops14h 37m

Key West

Wed 4/8

6:45 am-4:15 pm

2 stops11h 30m

$306

Colorado SpringsKey West

COS - EYW

COSEYW

Colorado Springs

Sat 4/18

9:58 am-10:57 pm

2 stops10h 59m

Key West

Wed 4/22

2:01 pm-11:30 pm

2 stops11h 29m

$379

Colorado SpringsKey West

COS - EYW

COSEYW

Colorado Springs

Tue 2/10

6:12 am-2:18 pm

1 stop6h 06m

Key West

Tue 2/17

6:54 pm-9:50 am

2 stops16h 56m

$427

Colorado SpringsKey West

COS - EYW

COSEYW

Colorado Springs

Tue 2/3

8:16 am-7:10 pm

2 stops8h 54m

Key West

Tue 2/10

6:06 am-2:12 pm

2 stops10h 06m

$442

Colorado SpringsKey West

COS - EYW

COSEYW

Colorado Springs

Sat 4/11

7:35 am-3:57 pm

1 stop6h 22m

Key West

Wed 4/15

3:47 pm-9:50 pm

1 stop8h 03m

$461

Colorado SpringsKey West

COS - EYW

COSEYW

Colorado Springs

Fri 4/17

5:41 am-4:30 pm

2 stops8h 49m

Key West

Wed 4/22

6:45 am-4:15 pm

2 stops11h 30m

$473

Colorado SpringsKey West

COS - EYW

COSEYW

Colorado Springs

Tue 2/10

6:12 am-2:18 pm

1 stop6h 06m

Key West

Sat 2/14

3:51 pm-10:10 pm

2 stops8h 19m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Compare providers for flights from Colorado Springs to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Colorado Springs to Key West in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Colorado Springs-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Colorado Springs-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Colorado Springs-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Colorado Springs-Key West flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Colorado Springs-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Colorado Springs to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Colorado Springs with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Colorado Springs to Key West

What is the cheapest month to book a flight from Colorado Springs to Key West?

Currently, April is the cheapest month in which you can book a flight from Colorado Springs to Key West (average of $198). Flying from Colorado Springs to Key West in June is currently the most expensive (average of $283). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Colorado Springs to Key West?

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated January 26, 2026.
See what other customers who have flown with American Airlines from Colorado Springs to Key West have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,189 reviews

Food

6.4

Entertainment

6.9

Overall

7.2

Crew

8.0

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,189 reviews
American Airlines
7.2
Good
11,189 reviews

Food

6.4

Entertainment

6.9

Overall

7.2

Crew

8.0

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Colorado Springs to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Colorado Springs to Key West?

    For as low as $306, American Airlines can have you in Key West from Colorado Springs in 14h 37m. Airlines will cover a distance of 1661 mi.

  • What is the cheapest airline to fly from Colorado Springs to Key West round-trip?

    According to our current data, American Airlines ($288), offers the cheapest pricing from Colorado Springs to Key West. This flight start at 42% lower than the current average price 3 months from now.

  • Can I find deals for flights from Colorado Springs to Key West that include hotel bookings?

    Yes. In addition to deals on Colorado Springs to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Colorado Springs to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Colorado Springs to Key West.

  • Can I find deals for business class flights from Colorado Springs to Key West?

    Yes. Cheapflights offers flight deals from Colorado Springs to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Colorado Springs to Key West?

    Currently, April is the cheapest month in which you can book a flight from Colorado Springs to Key West (average of $198). Flying from Colorado Springs to Key West in June is currently the most expensive (average of $283). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top airline flying from Colorado Springs to Key West

Discover the top airline that operate flights from Colorado Springs to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$288Average$437FlexibilityNo cancel feeOn-time71%

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