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Key West

$87+ 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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
— EYW
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
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Cheap 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 February 5, 2026.

This Breeze Airways deal was found by Cheapflights users on 2/2. 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.
Sun 3/13:00 pm
BDL
-
EYW
1 stop18h 09m
Breeze Airways
Thu 3/54:22 pm
EYW
-
BDL
1 stop5h 42m
Breeze Airways
Deal found 2/2$170
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/23:59 pm
BDL
-
EYW
1 stop17h 07m
Breeze Airways
Wed 5/611:46 am
EYW
-
BDL
1 stop4h 44m
Breeze Airways
Deal found 2/2$184
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Sun 3/298:08 pm
BDL
-
EYW
1 stop16h 18m
Multiple Airlines
Thu 4/29:46 am
EYW
-
BDL
1 stop10h 40m
Multiple Airlines
Deal found 2/4$205
This Breeze Airways deal was found by Cheapflights users on 2/4. 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.
Sun 2/223:00 pm
BDL
-
EYW
1 stop18h 09m
Breeze Airways
Fri 2/279:49 am
EYW
-
BDL
2 stops13h 04m
Breeze Airways
Deal found 2/4$210
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/213:59 pm
BDL
-
EYW
1 stop17h 07m
Breeze Airways
Thu 3/264:22 pm
EYW
-
BDL
1 stop5h 42m
Breeze Airways
Deal found 2/2$211
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sun 2/229:10 pm
BDL
-
EYW
1 stop15h 16m
Multiple Airlines
Fri 2/279:49 am
EYW
-
BDL
2 stops13h 04m
Multiple Airlines
Deal found 2/2$219
This Breeze Airways deal was found by Cheapflights users on 2/2. 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.
Sat 3/73:59 pm
BDL
-
EYW
1 stop16h 07m
Breeze Airways
Wed 3/1111:51 am
EYW
-
BDL
2 stops29h 05m
Breeze Airways
Deal found 2/2$223
This Breeze Airways deal was found by Cheapflights users on 2/4. 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.
Wed 3/48:05 am
BDL
-
EYW
1 stop25h 01m
Breeze Airways
Wed 3/1111:51 am
EYW
-
BDL
2 stops29h 05m
Breeze Airways
Deal found 2/4$226

Find 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 February 5, 2026.

Round-trip from

$170
(Breeze Airways)

One-way from

$87
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$489
From Springfield to Key West
Search Deals
One-way flight from Springfield to Key West
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 5, 2026.
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

Sun 3/1

3:00 pm-9:09 am

1 stop18h 09m

Key West

Thu 3/5

4:22 pm-10:04 pm

1 stop5h 42m

$170

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 2/22

3:00 pm-9:09 am

1 stop18h 09m

Key West

Fri 2/27

9:49 am-10:53 pm

2 stops13h 04m

$210

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 3/18

8:05 am-9:06 am

1 stop25h 01m

Key West

Wed 3/25

11:51 am-4:56 pm

2 stops29h 05m

$264

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 3/18

2:19 pm-7:41 pm

1 stop5h 22m

Key West

Tue 3/24

6:25 pm-11:55 pm

1 stop5h 30m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Tue 3/17

2:19 pm-7:41 pm

1 stop5h 22m

Key West

Wed 3/25

7:30 am-1:14 pm

1 stop5h 44m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 3/18

2:19 pm-7:41 pm

1 stop5h 22m

Key West

Wed 3/25

7:30 am-1:14 pm

1 stop5h 44m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Tue 4/21

11:47 am-7:40 pm

1 stop7h 53m

Key West

Tue 4/28

7:33 am-1:16 pm

1 stop5h 43m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Tue 3/17

2:19 pm-7:41 pm

1 stop5h 22m

Key West

Tue 3/24

6:25 pm-11:55 pm

1 stop5h 30m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 3/4

5:10 pm-10:22 pm

1 stop5h 12m

Key West

Wed 3/11

4:40 pm-12:28 am

1 stop7h 48m

$286

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 4/22

8:05 am-9:06 am

1 stop25h 01m

Key West

Fri 5/1

9:49 am-10:53 pm

2 stops13h 04m

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 20 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 January 30, 2026.

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 February 5, 2026.
Peruse reviews from past customers who have flown with Breeze Airways, Delta, and United 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.
Breeze Airways
8.1
Very good
265 reviews

Entertainment

6.6

Overall

8.1

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.1
Very good
265 reviews
Breeze Airways
8.1
Very good
265 reviews

Entertainment

6.6

Overall

8.1

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,154 reviews
Breeze Airways
8.1
Very good
265 reviews

Entertainment

6.6

Overall

8.1

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
United Airlines
7.4
Good
9,241 reviews
Breeze Airways
8.1
Very good
265 reviews

Entertainment

6.6

Overall

8.1

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,240 reviews
Breeze Airways
8.1
Very good
265 reviews

Entertainment

6.6

Overall

8.1

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
JetBlue
7.2
Good
2,895 reviews
Breeze Airways
8.1
Very good
265 reviews

Entertainment

6.6

Overall

8.1

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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 10 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 and Delta can get you from Springfield to Key West in just under 5h 22m. Your travel time can differ by up to 12h 47m. Springfield and Key West are separated by a distance of 1308 mi. This flight may include one or multiple stops.

  • 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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