
Bridgeport Holidays from £842
Book a Hotel + Flight or Car together to unlock savings
Your Bridgeport Holiday
Immerse yourself in the beauty of this riverside neighbourhood with a Bridgeport holiday package. From its cafes and dining to its history, there's lots here for every type of holiday maker. Want to get out and see the sights during your trip to Bridgeport? Don't miss nearby attractions like Willis Tower, University of Illinois Chicago and Skydeck Ledge. No matter what your dream Bridgeport holiday may look like, you can make it a reality with Expedia.

Hilton Chicago O'Hare Airport
Reviewed on 2 Jul 2025

The Langham, Chicago
Reviewed on 26 Jun 2025

The Hoxton Chicago
Reviewed on 29 Jun 2025

Hyatt Lodge Oak Brook Chicago
Reviewed on 3 Jul 2025

21c Museum Hotel Chicago
Reviewed on 2 Jul 2025
Where to stay in Bridgeport

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

Reviewed on 2 Jul 2025

Reviewed on 3 Jul 2025

Reviewed on 3 Jul 2025
Frequently asked questions
Things to do

Wendella's 90-min Chicago River Architecture Tour
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.