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Cheap flights from Connecticut to Key West from $102

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Connecticut to Key West departing on 9/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Connecticut to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
Breeze Airways Logo
6:00 am - 11:06 am
BDL
-
EYW
5h 06m
1 stop
Breeze Airways Logo
11:46 am - 4:30 pm
EYW
-
BDL
4h 44m
1 stop
$160Breeze Airways
Wed, Aug 26 - Wed, Sep 2
Breeze Airways Logo
6:00 am - 11:06 am
BDL
-
EYW
5h 06m
1 stop
Breeze Airways Logo
11:46 am - 11:59 pm
EYW
-
BDL
12h 13m
2 stops
$203Breeze Airways
Wed, Aug 26 - Wed, Sep 2
Breeze Airways Logo
6:30 am - 11:27 am
PVD
-
EYW
4h 57m
1 stop
Breeze Airways Logo
11:46 am - 10:57 pm
EYW
-
PVD
11h 11m
1 stop
$215Breeze Airways
Mon, Jul 13 - Wed, Jul 22
Breeze Airways Logo
7:25 am - 12:31 pm
BDL
-
EYW
5h 06m
1 stop
Breeze Airways Logo
1:14 pm - 4:30 pm
EYW
-
BDL
27h 16m
1 stop
$233Breeze Airways
Fri, Aug 28 - Tue, Sep 1
Multiple Airlines Logo
11:30 am - 11:25 am
EWR
-
EYW
23h 55m
1 stop
Multiple Airlines Logo
10:04 am - 12:59 am
EYW
-
EWR
14h 55m
2 stops
$251Multiple Airlines
Sat, Sep 5 - Sat, Sep 12
Multiple Airlines Logo
11:30 am - 11:35 am
EWR
-
EYW
24h 05m
1 stop
Multiple Airlines Logo
10:59 am - 10:27 am
EYW
-
EWR
23h 28m
1 stop
$252Multiple Airlines
Sat, Sep 19 - Fri, Sep 25
Allegiant Air Logo
10:55 am - 10:05 am
EWR
-
EYW
23h 10m
1 stop
Allegiant Air Logo
10:31 am - 9:05 am
EYW
-
EWR
22h 34m
1 stop
$254Allegiant Air
Sat, Jul 25 - Fri, Jul 31
Allegiant Air Logo
10:55 am - 10:05 am
EWR
-
EYW
23h 10m
1 stop
Allegiant Air Logo
10:31 am - 9:05 am
EYW
-
EWR
22h 34m
1 stop
$276Allegiant Air
Sat, Jul 4 - Fri, Jul 10
American Airlines Logo
6:30 am - 11:48 am
JFK
-
EYW
5h 18m
1 stop
American Airlines Logo
7:40 pm - 12:59 am
EYW
-
JFK
5h 19m
1 stop
$328American Airlines
Mon, Jul 20 - Tue, Jul 28
American Airlines Logo
6:52 am - 12:14 pm
LGA
-
EYW
5h 22m
1 stop
American Airlines Logo
1:47 pm - 6:29 pm
EYW
-
LGA
4h 42m
1 stop
$328American Airlines
Mon, Jul 20 - Tue, Jul 28

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Allegiant Air flights from Connecticut to Key West

Our best Allegiant Air deals on Connecticut to Key West flight tickets
Allegiant Air
Jul 25
EWR10:55 amNewark
23h 10m
1 stop
EYW10:05 amKey West
Jul 31
EYW10:31 amKey West
22h 34m
1 stop
EWR9:05 amNewark
$254
Allegiant Air
Jul 25
EWR10:55 amNewark
23h 10m
1 stop
EYW10:05 amKey West
Jul 31
EYW10:31 amKey West
22h 34m
1 stop
EWR9:05 amNewark
$275
Allegiant Air
Jul 4
EWR10:55 amNewark
23h 10m
1 stop
EYW10:05 amKey West
Jul 10
EYW10:31 amKey West
22h 34m
1 stop
EWR9:05 amNewark
$276

United Airlines flights from Connecticut to Key West

Our best United Airlines deals on Connecticut to Key West flight tickets
United Airlines
Jul 28
EWR10:18 amNewark
3h 12m
EYW1:30 pmKey West
Aug 3
EYW2:26 pmKey West
3h 11m
EWR5:37 pmNewark
$336
United Airlines
Jul 14
EWR10:18 amNewark
3h 12m
EYW1:30 pmKey West
Jul 21
EYW2:26 pmKey West
3h 11m
EWR5:37 pmNewark
$339
United Airlines
Oct 28
EWR7:00 amNewark
8h 16m
1 stop
EYW3:16 pmKey West
Nov 4
EYW2:55 pmKey West
3h 11m
EWR6:06 pmNewark
$346

momondo Fare Finder

 
Customize your flight search to find flights from Connecticut 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, momondo users made 832,500 searches. Data last updated June 27, 2026.
Use the filters below to find and compare flights from Connecticut to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 8/26

6:00 am-11:06 am

1 stop5h 06m

Key West

Wed 9/2

11:46 am-4:30 pm

1 stop4h 44m

$160

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 8/26

6:00 am-11:06 am

1 stop5h 06m

Key West

Wed 9/2

11:46 am-11:59 pm

2 stops12h 13m

$203

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Mon 7/13

6:30 am-11:27 am

1 stop4h 57m

Key West

Wed 7/22

11:46 am-10:57 pm

1 stop11h 11m

$215

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Fri 8/28

7:25 am-12:31 pm

1 stop5h 06m

Key West

Tue 9/1

1:14 pm-4:30 pm

1 stop27h 16m

$233

NewarkKey West

EWR - EYW

EWREYW

Newark

Sat 9/5

11:30 am-11:25 am

1 stop23h 55m

Key West

Sat 9/12

10:04 am-12:59 am

2 stops14h 55m

$251

NewarkKey West

EWR - EYW

EWREYW

Newark

Sat 9/19

11:30 am-11:35 am

1 stop24h 05m

Key West

Fri 9/25

10:59 am-10:27 am

1 stop23h 28m

$252

NewarkKey West

EWR - EYW

EWREYW

Newark

Sat 7/25

10:55 am-10:05 am

1 stop23h 10m

Key West

Fri 7/31

10:31 am-9:05 am

1 stop22h 34m

$254

NewarkKey West

EWR - EYW

EWREYW

Newark

Sat 7/4

10:55 am-10:05 am

1 stop23h 10m

Key West

Fri 7/10

10:31 am-9:05 am

1 stop22h 34m

$276

New YorkKey West

JFK - EYW

JFKEYW

New York John F Kennedy Intl

Mon 7/20

6:30 am-11:48 am

1 stop5h 18m

Key West

Tue 7/28

7:40 pm-12:59 am

1 stop5h 19m

$328

New YorkKey West

LGA - EYW

LGAEYW

New York LaGuardia

Mon 7/20

6:52 am-12:14 pm

1 stop5h 22m

Key West

Tue 7/28

1:47 pm-6:29 pm

1 stop4h 42m

$328

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Key West from

How to get the cheapest flight ticket from Connecticut to Key West

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Key West?

In general, September is the cheapest month to fly from Connecticut to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $139. If you are unable to visit Key West during the month of September, then departing from Connecticut during the month January is also very affordable. Most momondo users find prices during this month for around $172.

What is the cheapest Connecticut to Key West flight route?

Fly from Tweed-New Haven to Key West for the best Connecticut - Key West flight prices

What cabin class options are available on Connecticut to Key West flights?

There is only 1 cabin class available to choose from on Connecticut to Key West flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Connecticut to Key West flights?

You could potentially save up to 26% on your flight if you consider stops on a Connecticut to Key West flight.

Cheap Connecticut to Key West flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Key West

Fastest flight time

3h 12m

Direct flights

Every day

Airports in Key West

1 airport
The fastest flight from Connecticut to Key West takes 3h 12m
Direct flights go from Connecticut to Key West every day.
There is 1 airport in Key West. From Connecticut there are direct flights to Key West (EYW).
Search flight deals

Frequently asked questions about flying from Connecticut to Key West

  • When did momondo last update prices for flights from Connecticut to Key West Airport?

    Prices for flights from Connecticut to Key West Airport refresh daily.

  • How many operators does momondo search for flights from Connecticut to Key West Airport?

  • How old do you have to be to fly from Connecticut to Key West Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The required travel and health documents for your Key West Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Key West Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Connecticut to Key West?

Best airlines flying from Connecticut to Key West

Compare and see reviews for airlines that fly from Connecticut to Key West with momondo
Airline
Rating
Free Cancellation
Price
Avelo AirlinesPriceFrom $153Free CancellationRating
7.6
85 reviews
Search Avelo Airlines flights
Breeze AirwaysPriceFrom $187Free CancellationRating
8.2
293 reviews
Search Breeze Airways flights
American AirlinesPriceFrom $282Free CancellationRating
7.1
11,776 reviews
Search American Airlines flights
DeltaPriceFrom $291Free CancellationRating
7.8
8,453 reviews
Search Delta flights
United AirlinesPriceFrom $333Free CancellationRating
7.4
9,896 reviews
Search United Airlines flights

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

Why should I use momondo to find a flight deal from Connecticut to Key West?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Connecticut to Key West for you.

Can I find flights from Connecticut to Key West with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Connecticut to Key West flights to just show those with flexible booking policies.

How can momondo help me find flights from Connecticut to Key West?

Once all potential Connecticut to Key West flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Connecticut to Key West right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Key West from Connecticut. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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