Bridgeport Vacation Packages 2025 from $292

Bridgeport flight + hotel vacation packages

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

Palmer House a Hilton Hotel

Downtown Chicago

Save 100% on your flight

per person

Aug 14 - Aug 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Save 100% on your flight

per person

Aug 14 - Aug 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Kimpton Gray Hotel by IHG

Downtown Chicago

Save 100% on your flight

per person

Aug 14 - Aug 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. A hair salon, WiFi in public areas, and luggage storage are also on offer.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

per person

Jul 16 - Jul 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

per person

Jul 31 - Aug 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A restaurant is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas. There's a 24-hour gym on site, and a coffee shop and a snack bar/deli are also provided.

Top Bridgeport hotels deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$157 total

Jul 1 - Jul 2

Total includes taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Free WiFi

Restaurant

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$164 total

Jul 1 - Jul 2

Total includes taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, a communal living room, and express check-in are also on offer.

Free WiFi

Restaurant

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$169 total

Jul 7 - Jul 8

Total includes taxes and fees

A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Pet friendly

Free WiFi

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$177 nightly

$207 total

Jun 30 - Jul 1

Total includes taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

Spa

Pet friendly

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$213 nightly

$250 total

Jun 22 - Jun 23

Total includes taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A lobby fireplace, express check-out, and luggage storage are also on offer.

Pet friendly

Free WiFi

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$231 nightly

$271 total

Jun 28 - Jun 29

Total includes taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Spa

Pet friendly

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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.

Popular places to visit

Bridgeport Art Center

You can spend time studying the exhibits at Bridgeport Art Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Zhou B Art Center

You can spend time studying the exhibits at Zhou B Art Center during your trip to Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Palmisano Park

Palmisano Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the entertainment choices and acclaimed theater scene in this vibrant area.

Frequently asked questions

How much are vacation packages to Bridgeport?

Exciting adventures await in Bridgeport, with Travelocity vacation packages starting at just $292. In addition to flights and hotels, these amazing deals make it easy to see more of our beautiful planet.

Where can I get the best vacation package deals for Bridgeport?

Travelocity has countless ways to score an amazing Bridgeport package deal. Choose from 400 airlines and 1,000,000 hotels worldwide and put together a vacation package that’s right for you. With so many options at hand, now’s the time to book your next big getaway.

Why should I purchase my Bridgeport vacation package with Travelocity?

You’ll not only save lots, but you can also access our 24/7 support, top-notch service and a Price Match Guarantee. Wander across the world, discover hidden treasures and forge long-lasting memories — we’ll take care of the little details.

Can I save on my Bridgeport car rental if I combine it with a hotel or flight?

Booking a Bridgeport vacation package with Travelocity is one of the best ways to save cold, hard cash. Combine a hotel, car and flight, or any combination of them, and land awesome discounts. You might also want to throw in experiences. Once you’ve collected the keys to the rental car, head out of the neighborhood and discover what the surrounding area has to offer. About 40 mi from Bridgeport, Six Flags Great America is well worth a road trip.

What is there to do in Bridgeport?

Bridgeport Art Center and Zhou B Art Center are much loved by so many travelers. Check these places off your Bridgeport itinerary and discover what the hype is about.