Bridgeport Vacation Packages 2025/2026 from $210

Bridgeport flight + hotel vacation packages

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

DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove

Save 100% on your flight

$210

per person

Nov 16 - Nov 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

$676

per person

Oct 31 - Nov 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.

Art Villa

West Town

Save 100% on your flight

$1,949

per person

Dec 13 - Dec 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$688

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$594

per person

Oct 31 - Nov 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.

Top Bridgeport hotels deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$179 total

Oct 26 - Oct 27

Total with 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

Freehand Chicago

19 East Ohio Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$154 total

Oct 28 - Oct 29

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$189 total

Oct 20 - Oct 21

Total with 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

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$173 nightly

$204 total

Sep 28 - Sep 29

Total with 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 Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$187 nightly

$220 total

Oct 1 - Oct 2

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Express check-out, luggage storage, and concierge services are also on offer.

Pool

Pet friendly

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$210 nightly

$246 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and WiFi in public areas. Self parking, a lobby fireplace, and luggage storage are also offered.

Pet friendly

Air conditioning

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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.

Theatre on the Lake

You can make plans for a show at Theatre on the Lake during your stay in Chicago. Stroll along the lakeside or experience the acclaimed art 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 $210. 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.