
Bridgeport Vacations from ₩1,240,666
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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The Latest Bridgeport Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ₩1,611,162, price is now ₩1,240,666 per person
₩1,240,666
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Cedar Rapids (CID) to Chicago (ORD)
9.4/10 Exceptional! (2,229 reviews)
The view really makes this hotel worth it! The bench in my room was a bit worn but other than that nice hotel and great stay
Reviewed on Dec 31, 2025

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ₩1,925,886, price is now ₩1,291,332 per person
₩1,291,332
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Cedar Rapids (CID) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Jasmine was courteous and friendly, made our check in process smooth. Clean rooms and the breakfast was amazing. I definitely recommend staying here.
Reviewed on Dec 31, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩2,479,682, price is now ₩1,699,954 per person
₩1,699,954
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Cedar Rapids (CID) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It was like a Ritz Carlton like experience without the Ritz Carlton price tag.
Reviewed on Dec 31, 2025

Level Chicago – Old Town
Downtown Chicago
Price was ₩1,888,250, price is now ₩1,387,130 per person
₩1,387,130
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Cedar Rapids (CID) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in
Reviewed on Dec 25, 2025

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ₩1,900,232, price is now ₩1,447,446 per person
₩1,447,446
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Cedar Rapids (CID) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Location, location, location... and if you ad a great breakfast dinner you're all set to enjoy Chicago.
Reviewed on Dec 31, 2025
Where to stay in Bridgeport
Find the best Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Bridgeport

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.
Bridgeport Hotel Deals

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩198,125 per night from Jan 22 to Jan 23
₩198,125
₩274,540 total
Jan 22 - Jan 23, 2026
includes taxes & fees
8.4/10 Very Good! (2,445 reviews)
Best option for us while attending an event at McCormick place, with ability to park in public parking that is cheaper than the hotel parking!
Reviewed on Dec 30, 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩128,674 per night from Jan 6 to Jan 7
₩128,674
₩151,049 total
Jan 6 - Jan 7, 2026
includes taxes & fees
8.8/10 Excellent! (3,613 reviews)
Clean room , great location.
Reviewed on Dec 30, 2025

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩203,987 per night from Jan 29 to Jan 30
₩203,987
₩275,203 total
Jan 29 - Jan 30, 2026
includes taxes & fees
8.4/10 Very Good! (2,195 reviews)
Our stay was absolutely perfect. The room was clean. The staff was amazing! The decorations were festive and the pool was spotless warm and very very family friendly!!
Reviewed on Dec 29, 2025
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
Discover the most popular places to visit in Bridgeport

Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Millennium Park
4.5/5(7,198 reviews)
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Grant Park
4.5/5(3,318 reviews)
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



