Bridgeport Vacations from NT$153,780

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    Save up to NT$5,067 when you book a flight and hotel together*
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The Latest Bridgeport Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Chicago (ORD)
8.8/10 Excellent! (2,238 reviews)
The location is ideal to see the tourist attractions downtown and near several bus and train lines for transportation. The had a great view of the river and city but I wasn't wowed by anything else.The bathroom has a separate shower and tub but they are small. There's no microwave, the fridge is small and barely functional for anything other than small items. The TV is not a smart tv and has limited channels. There's no pool, no free breakfast and the paid options are pricey and limited. Stay at a 3 star if you're a family or require any of these options. The staff was lovely and the hotel is pretty.

Reviewed on 2025/6/24

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Pablo, the manager, got our great Chicago stay even better!

Reviewed on 2025/6/24

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Amazing service!! Beautiful hotel!

Reviewed on 2025/6/22

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Chicago (ORD)
9/10 Wonderful! (320 reviews)
I had no idea how nice this property would be! I had a full one-bedroom apartment and amazing view and amenities. 10/10, would stay again!

Reviewed on 2025/6/1

Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
Downtown Chicago
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Chicago (ORD)
9.4/10 Exceptional! (678 reviews)
This was our first experience staying at a Nobu property and it far exceeded our expectations. From start to finish, every detail was top notch. We made reservations at the Rooftop for appetizers and drinks, had dinner at the restaurant later that evening and attended the James Beard brunch event the following morning. I can't say enough wonderful things about the quality and service. This was our third Nobu restaurant experience, having gone to the Bahamas and Las Vegas properties. You have customers for life and we are excitedly looking forward to our next experience, which will be in Miami in two weeks. Change nothing, keep doing amazingly, and we will definitely be seeing you soon.

Reviewed on 2025/6/24

Where to stay in Bridgeport

Find the best Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Bridgeport
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Bridgeport Hotel Deals

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
The price is NT$4,556 per night from Jul 1 to Jul 2
NT$4,556
NT$5,348 total
Jul 1 - Jul 2
includes taxes & fees
8.4/10 Very Good! (4,252 reviews)
"Enjoyed our stay"

Reviewed on 2025/6/24

Embassy Suites by Hilton Chicago Downtown River North
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is NT$4,663 per night from Jul 1 to Jul 2
NT$4,663
NT$6,425 total
Jul 1 - Jul 2
includes taxes & fees
9/10 Wonderful! (1,919 reviews)
"Our favorite Chicago hotel. The location is perfect for exploring the city, dining, and walking. My only complaint is that the condition of the pool was not nearly as clean and clear as usual."

Reviewed on 2025/6/24

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$4,020 per night from Jul 6 to Jul 7
NT$4,020
NT$4,719 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (2,328 reviews)
"I loved the view from my room. Everything was great except the parking situation. 80 to 90$ a day to park so add that into your stay if you’re on a budget like me. Nice big tv’s."

Reviewed on 2025/6/22

Hilton Chicago/Magnificent Mile Suites
See all 4,510 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.

Frequently asked questions

How much does a Bridgeport vacation package cost?
From as little as NT$153,780. Yes, you read that right. Our Bridgeport packages are an easy way to make your budget last longer. Bundle your favorite flights, hotels and rental car and get out and see this destination your way.
How do I get a cheap travel package to Bridgeport?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities --- we've got it all. Choose the combination that best fits you and watch your savings stack up. We know a package deal is never one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 properties globally, which lets you customize your Bridgeport getaway.
Where should I stay in Bridgeport?
Make sightseeing easier by staying someplace just around the corner from Bridgeport's fantastic attractions. University of Chicago and Chicago Museum of Science and Industry are two visitor favorites.
How far in advance should I book my Bridgeport vacation?
Savvy travelers will likely want to reserve their seats as early as possible. You can normally start comparing international airfares on Expedia up to 12 months before your flight. If you're booking last minute, don't despair. Cheap prices sometimes occur in the last weeks before departure dates.
What does an Expedia Bridgeport travel package include?
From hotels and flights to rental cars, Expedia can help you create a Bridgeport package that's ideal for you. Vacationing for a few weeks? Give some thought to a flight, rental car and hotel bundle. If you can only manage a quick getaway, a flight and hotel deal could be what you're after. Tours and activities can be added once you've made your booking. Our travel packages make it a breeze to save and plan.
What should I know before booking a Bridgeport travel package?
A package can be easier on the bank balance than individually booking all you need for your escape. For example, combine your hotels, flights and rental cars and score big savings. Whatever type of vacation you have in mind, you're bound to find a package to suit your budget.
Can I choose my airline with a Bridgeport Expedia vacation package?
Expedia has access to more than 550 airline partners globally, so you definitely can. Simply pick the carrier you want and craft the perfect Bridgeport trip.
If I'm not able to travel, can I cancel my Bridgeport vacation package?
It is possible to cancel your Bridgeport booking if your plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Bridgeport

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.