Search Cheap Flights to
Bridgeport

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Bridgeport Flights as Low as $142

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Fri, Jun 12 - Fri, Jun 19
MCO
Orlando Intl.
ISP
MacArthur
$142 Roundtrip, found 4 days ago
$142
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Jun 12 from Orlando Intl. to MacArthur, returning Fri, Jun 19, priced at $142 found 4 days ago
Breeze Airways
Thu, May 28 - Sat, Jun 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$156 Roundtrip, just found
$156
Roundtrip
just found
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Jun 13, priced at $156 just found
Avelo Airlines
Fri, Jun 12 - Tue, Jun 16
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Fri, Jun 12 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Tue, Jun 16, priced at $159 found 4 days ago
Breeze Airways
Thu, May 28 - Sat, Jun 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$160 Roundtrip, just found
$160
Roundtrip
just found
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Jun 13, priced at $160 just found
Breeze Airways
Thu, May 28 - Sat, Jun 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$161 Roundtrip, just found
$161
Roundtrip
just found
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Jun 13, priced at $161 just found
Breeze Airways
Thu, May 28 - Thu, Jun 11
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$164 Roundtrip, found 14 hours ago
$164
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Jun 11, priced at $164 found 14 hours ago
Breeze Airways
Thu, May 28 - Sat, Jun 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$166 Roundtrip, just found
$166
Roundtrip
just found
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Jun 13, priced at $166 just found
Breeze Airways
Thu, May 28 - Thu, Jun 11
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 14 hours ago
$168
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Jun 11, priced at $168 found 14 hours ago
Frontier Airlines
Sat, Jun 13 - Sat, Jun 20
MCO
Orlando Intl.
ISP
MacArthur
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jun 13 from Orlando Intl. to MacArthur, returning Sat, Jun 20, priced at $168 found 2 days ago
Avelo Airlines
Sat, Jun 13 - Tue, Jun 16
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 5 days ago
$170
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Sat, Jun 13 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Tue, Jun 16, priced at $170 found 5 days ago
Frontier Airlines
Wed, Jun 17 - Sat, Jun 20
MCO
Orlando Intl.
ISP
MacArthur
$172 Roundtrip, found 3 hours ago
$172
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Jun 17 from Orlando Intl. to MacArthur, returning Sat, Jun 20, priced at $172 found 3 hours ago
Breeze Airways
Tue, Jun 30 - Sat, Jul 4
MCO
Orlando Intl.
HPN
Westchester County
$175 Roundtrip, found 3 days ago
$175
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Jun 30 from Orlando Intl. to Westchester County, returning Sat, Jul 4, priced at $175 found 3 days ago
JetBlue Airways
Tue, Jun 9 - Wed, Jun 10
FLL
Fort Lauderdale - Hollywood Intl.
ISP
MacArthur
$202 Roundtrip, found 6 days ago
$202
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Jun 9 from Fort Lauderdale - Hollywood Intl. to MacArthur, returning Wed, Jun 10, priced at $202 found 6 days ago
JetBlue Airways
Sat, Jun 13 - Sat, Jun 20
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$222 Roundtrip, found 6 hours ago
$222
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sat, Jun 13 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sat, Jun 20, priced at $222 found 6 hours ago
Delta
Tue, Jun 30 - Sat, Jul 4
MCO
Orlando Intl.
HPN
Westchester County
$232 Roundtrip, found 3 days ago
$232
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jun 30 from Orlando Intl. to Westchester County, returning Sat, Jul 4, priced at $232 found 3 days ago
American Airlines
Tue, Jun 30 - Sat, Jul 4
MCO
Orlando Intl.
HPN
Westchester County
$283 Roundtrip, found 3 days ago
$283
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jun 30 from Orlando Intl. to Westchester County, returning Sat, Jul 4, priced at $283 found 3 days ago

Cheap Flights to Bridgeport

Fall in love at first flight with your vacation to Bridgeport by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Bridgeport on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Bridgeport, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Bridgeport

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Bridgeport with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the HPN airport.

What is the cheapest month to fly to Bridgeport?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Bridgeport are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Bridgeport?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Bridgeport.

What airport is best to fly into Bridgeport?

When you’re planning your trip to Bridgeport, convenience is the name of the game. Luckily, Bridgeport Igor I. Sikorsky Memorial Airport is nearby so you can deplane and get going on checking off everything on your Bridgeport must-do list.

How much are flights to Bridgeport?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Bridgeport on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $142, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Bridgeport?

The trick to saving a stack of cash on your flight to Bridgeport? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $142 right now, why wait?

Bridgeport Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$116

Last Minute Hotel Deals in Bridgeport

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (2,136 reviews)
"The complimentary coffee was much appreciated. The staff were so great and helpful, and genuinely want your stay to be as perfect as possible. One thing that was repeatedly bothersome, even at 7:00 a.m., was the overly loud music in the back of the lobby area, and it was not calming music, it was ..."

Reviewed on May 22, 2026

Get rates
New Haven Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,006 reviews)
"Great!"

Reviewed on May 22, 2026

Get rates
Omni New Haven Hotel at Yale
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,122 reviews)
"Parking was easy and secure. The staff was super nice and helpful."

Reviewed on May 20, 2026

Get rates
EVEN Hotel Norwalk by IHG
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
6.8/10 (1,365 reviews)
"Property was very run down, elevator broken, bathroom sink leaking. Homeless people eating breakfast with us, absolutely disgraceful"

Reviewed on May 24, 2026

Get rates
La Quinta Inn & Suites by Wyndham Stamford / New York City
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,751 reviews)
"Nice stay. A solid hotel that was about 30 minutes outside of New York City."

Reviewed on May 23, 2026

Get rates
Amsterdam Hotel
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hartford HealthCare Amphitheater ...
6.4/10 (1,007 reviews)
"For a two star motel, it’s not too bad. The rooms are clean and the rooms have a refrigerator and microwave. There is no continental breakfast but they do have fresh coffee in the lobby and laundry services"

Reviewed on May 23, 2026

Get rates
Motel 6 Milford, CT
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr New Haven CT
Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
6/10 (1,265 reviews)
"Checkin was very easy, room air conditioning was great. One of the elevators was out of order and from what someone said, it has been for a week. No water in the lobby. Breakfast was good, but coffee took a long time to refill, as was milk for cereal. Tables in lobby were never cleaned. Right now, ..."

Reviewed on May 23, 2026

Get rates
La Quinta Inn & Suites by Wyndham New Haven
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,310 reviews)
"This was a much better than average stay in all respects. Far better than expected for the price. Not luxurious, by any standard, but quite nice. The staff was super friendly and helpful. Room was great with tons of room. A microwave would have been nice, but staff was accommodating to that need. ..."

Reviewed on May 24, 2026

Get rates
Hyatt Place Milford / New Haven
See all 1,391 properties in Bridgeport
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.