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Key West

$124+ Cheap flights from Springfield, MA, MA to Key West (EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
— EYW
Nov 12 — Nov 191
Wed 11/12
Wed 11/19
1 adult, Economy
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Cheapflights Tip: The best prices from Springfield to Key West are usually found in May or September, booked 79 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Springfield to Key West

Keep the following information in mind while searching for Springfield to Key West flight deals. Data was last updated October 13, 2025.

Round-trip from

$231
(Breeze Airways)

One-way from

$124
(Kiwi.com)

Popular in

April

Cheapest in

May

Average price

$390
From Springfield to Key West
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One-way flight from Springfield to Key West
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Highest demand for flights based on searches. 6% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Springfield to Key West

Cheapest flights from Springfield to Key West
Explore the most affordable flight options available from Springfield to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 13, 2025.

This Breeze Airways deal was found by Cheapflights users on 10/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:00 amBDL - EYW
1 stop28h 07mBreeze Airways
Mon 12/811:11 amEYW - BDL
1 stop6h 15mBreeze Airways
Deal found 10/11$231
This Breeze Airways deal was found by Cheapflights users on 10/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:33 pmBDL - EYW
1 stop20h 58mBreeze Airways
Thu 11/2010:59 amEYW - BDL
1 stop25h 46mBreeze Airways
Deal found 10/11$287
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Thu 11/1310:07 amBDL - EYW
2 stops9h 16mAmerican Airlines
Tue 11/185:31 pmEYW - BDL
1 stop6h 13mAmerican Airlines
Deal found 10/13$299
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Thu 11/1310:07 amBDL - EYW
2 stops9h 16mAmerican Airlines
Wed 11/197:31 amEYW - BDL
2 stops8h 09mAmerican Airlines
Deal found 10/13$304
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/128:05 amBDL - EYW
1 stop24h 10mBreeze Airways
Mon 11/178:55 amEYW - BDL
2 stops13h 48mBreeze Airways
Deal found 10/12$306
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/298:27 pmBDL - EYW
1 stop11h 48mMultiple Airlines
Sat 12/610:47 amEYW - BDL
2 stops36h 19mMultiple Airlines
Deal found 10/11$316

Cheapflights Fare Finder

 
Customize your flight search to find flights from Springfield 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 October 13, 2025.
Use the filters below to find and compare flights from Springfield to Key West that are best for you.

Fly from

Springfield

Fly to

Key West

Route

Depart

Return

Price

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Fri 12/5

6:00 am-10:07 am

1 stop28h 07m

Key West

Mon 12/8

11:11 am-5:26 pm

1 stop6h 15m

$231

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Thu 1/22

3:00 pm-9:09 am

1 stop18h 09m

Key West

Sun 1/25

11:01 am-10:04 pm

1 stop11h 03m

$250

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Thu 1/8

3:00 pm-9:09 am

1 stop18h 09m

Key West

Mon 1/12

11:04 am-5:48 pm

1 stop6h 44m

$253

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 1/25

3:00 pm-9:09 am

1 stop18h 09m

Key West

Sun 2/1

9:46 am-11:56 pm

2 stops14h 10m

$262

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Thu 3/12

3:00 pm-9:09 am

1 stop18h 09m

Key West

Mon 3/16

1:06 pm-4:20 pm

1 stop27h 14m

$271

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Fri 1/30

7:01 am-2:54 pm

1 stop7h 53m

Key West

Sat 2/7

6:53 pm-11:52 pm

1 stop4h 59m

$276

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Thu 11/13

1:33 pm-10:31 am

1 stop20h 58m

Key West

Thu 11/20

10:59 am-12:45 pm

1 stop25h 46m

$287

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 12/14

1:33 pm-10:31 am

1 stop20h 58m

$124

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 1/4

2:06 pm-12:30 pm

2 stops22h 24m

$158

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 11/29

6:00 am-8:15 am

1 stop26h 15m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 13 results
1
2

Best time to book a flight from Springfield to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Springfield 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 Springfield to Key West

How far ahead should I book a flight from Springfield to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Springfield to Key West. Price data was last updated on October 10, 2025.

The best time to book flights from Springfield to Key West is 79 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 October 13, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Springfield to Key West to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,971 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,971 reviews
Delta
8.0
Very good
7,971 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,970 reviews
Delta
8.0
Very good
7,971 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,046 reviews
Delta
8.0
Very good
7,971 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
JetBlue
7.2
Good
2,907 reviews
Delta
8.0
Very good
7,971 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

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

  • What airport do you fly into for flights to Key West from Springfield?

    Most people fly into Key West (EYW) if they book a flight to Key West from Springfield. On average, Key West has 0 inbound flights from Springfield per day from 8 airlines. Key West is conveniently located just 2.6 mi from Key West’s city center.

  • How long is the flight from Springfield to Key West?

    Breeze Airways can get you from Springfield to Key West in just under 28h 07m. Your travel time can differ by up to . Springfield and Key West are separated by a distance of 1308 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Springfield 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.

See more FAQs

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