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Bridgeport

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Bridgeport Flights as Low as $162

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

Breeze Airways
Fri, Nov 13 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$162 Roundtrip, found 3 hours ago
$162
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Nov 13 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $162 found 3 hours ago
Breeze Airways
Fri, Nov 13 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$167 Roundtrip, found 3 hours ago
$167
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Nov 13 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $167 found 3 hours ago
Breeze Airways
Fri, Nov 13 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$172 Roundtrip, found 3 hours ago
$172
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Nov 13 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $172 found 3 hours ago
Breeze Airways
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$177 Roundtrip, found 6 hours ago
$177
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Tue, Nov 10 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $177 found 6 hours ago
Breeze Airways
Fri, Nov 13 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$178 Roundtrip, found 3 hours ago
$178
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Nov 13 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $178 found 3 hours ago
Breeze Airways
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$181 Roundtrip, found 13 hours ago
$181
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Dec 3, priced at $181 found 13 hours ago
Breeze Airways
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
ISP
MacArthur
$182 Roundtrip, found 10 hours ago
$182
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to MacArthur, returning Sat, Nov 14, priced at $182 found 10 hours ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$186 Roundtrip, found 10 hours ago
$186
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $186 found 10 hours ago
Frontier Airlines
Sat, Oct 31 - Sat, Nov 14
MCO
Orlando Intl.
ISP
MacArthur
$203 Roundtrip, found 8 hours ago
$203
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Oct 31 from Orlando Intl. to MacArthur, returning Sat, Nov 14, priced at $203 found 8 hours ago
Avelo Airlines
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$254 Roundtrip, found 10 hours ago
$254
Roundtrip
found 10 hours ago
Select Avelo Airlines flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $254 found 10 hours ago
Breeze Airways
Tue, Oct 27 - Thu, Oct 29
DJT
President Donald J. Trump Intl. Airport
HPN
Westchester County
$273 Roundtrip, found 2 days ago
$273
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Oct 27 from President Donald J. Trump Intl. Airport to Westchester County, returning Thu, Oct 29, priced at $273 found 2 days ago
Southwest Airlines
Fri, Nov 6 - Tue, Nov 10
DJT
President Donald J. Trump Intl. Airport
ISP
MacArthur
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Nov 6 from President Donald J. Trump Intl. Airport to MacArthur, returning Tue, Nov 10, priced at $277 found 1 day ago
JetBlue Airways
Tue, Nov 3 - Sun, Nov 8
DJT
President Donald J. Trump Intl. Airport
ISP
MacArthur
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Nov 3 from President Donald J. Trump Intl. Airport to MacArthur, returning Sun, Nov 8, priced at $277 found 1 day ago
Delta
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$323 Roundtrip, found 6 hours ago
$323
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Nov 10 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $323 found 6 hours ago
American Airlines
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$323 Roundtrip, found 6 hours ago
$323
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Nov 10 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $323 found 6 hours ago
Avelo Airlines
Wed, Nov 25 - Mon, Nov 30
DJT
President Donald J. Trump Intl. Airport
HVN
Tweed - New Haven Regional
$418 Roundtrip, found 3 days ago
$418
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Wed, Nov 25 from President Donald J. Trump Intl. Airport to Tweed - New Haven Regional, returning Mon, Nov 30, priced at $418 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 November, 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 $162, 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 $162 right now, why wait?

Bridgeport Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$162

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! (2,392 reviews)
"Excellent location’ large room and comfortable bed. Convenient if pricey parking across the street. But TV only worked with a chrome cast app we don’t have and “bar” offerings were expensive and undrinkable."

Reviewed on Oct 14, 2026

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New Haven Hotel
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 ...
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Amsterdam Hotel
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
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Trumbull Marriott Shelton
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
700 East Main Street Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
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The Stamford Hotel
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,483 reviews)
"I was extremely disappointed with my overall experience at this hotel, especially considering the price charged per night. I arrived at approximately 3:15 PM, only to be informed that my room was still being cleaned. The front desk staff could not provide an estimated timeframe for when the room ..."

Reviewed on Oct 14, 2026

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Ethan Allen Hotel
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 ...
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La Quinta Inn & Suites by Wyndham Stamford / New York City
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Book a stay at this beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,481 reviews)
"We didn't use much of the amenities so I cannot speak to that but the bed was the comfiest bed we've ever experienced. The front desk were friendly and the room was clean. The remote check-in/check-out was super convenient, too. We will absolutely stay again when visiting family."

Reviewed on Oct 12, 2026

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The Circle Hotel Fairfield
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 Silver Sands State Park ...
6.6/10 (1,051 reviews)
"We arrived on a pouring rainy day. Staff was great, got into our room and right away I noticed it needed some updating. No coffee maker in the room, had to ask for extra towels and wash clothes even though it was booked for 3 people. Room was clean and beds had clean sheets. Pool and gym signs were ..."

Reviewed on Oct 14, 2026

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Motel 6 Milford, CT
See all 1,399 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.