Find Romantic Hotels in Bridgeport, IL

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Check availability on Bridgeport Romantic Hotels

Our top choices for Bridgeport romantic hotels

Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
United States
lynne
The price is AED 297
AED 349 total
includes taxes & fees
4 Jan - 5 January 2026
Aloft Chicago Mag Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2742)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is AED 285
AED 442 total
includes taxes & fees
11 Jan - 12 January 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3008)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is AED 291
AED 449 total
includes taxes & fees
21 Dec - 22 Dec
Warwick Allerton - Chicago
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2258)
"This place was amazing !"
United States
Jayla Danyell
The price is AED 340
AED 525 total
includes taxes & fees
6 Jan - 7 January 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2126)
"Loved and enjoyed our stay"
United States
Luis
The price is AED 407
AED 569 total
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3391)
"I always love staying at this place when I visit"
Canada
William
The price is AED 499
AED 694 total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Regency Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2119)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
Silversmith Hotel Chicago Downtown
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3149)
"Great location "
United States
Christian
The price is AED 317
AED 372 total
includes taxes & fees
11 Jan - 12 January 2026
Eurostars Magnificent Mile
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2005)
"Great location, clean hotel"
United States
Andre
The price is AED 327
AED 470 total
includes taxes & fees
14 Dec - 15 Dec
Millennium Knickerbocker Chicago
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9646)
"Great hotel and staff. "
Canada
Dane
The price is AED 503
AED 590 total
includes taxes & fees
30 Dec - 31 Dec
Congress Plaza Hotel
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.
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Top Bridgeport Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Always dependable for a comfortable stay. "
jennifer 3-night trip
Posted 15 hours ago
Palmer House a Hilton Hotel

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Frequently asked questions

Searching for romantic hotels in Bridgeport?
If you and your partner need some romantic time away, we've got just the thing. If you want to explore the area, you might head to Bridgeport Art Center, Theatre on the Lake, or Stephen A. Douglas Tomb and Memorial. If you'd like to stay close to a particular destination, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
What is there to do in Bridgeport?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Bridgeport. Bridgeport Art Center, Theatre on the Lake, and Stephen A. Douglas Tomb and Memorial are worth a stop when you're out and about.
What's the best way to get to Bridgeport and around town during my romantic getaway?
These transportation options in Bridgeport might help your romantic trip go off without a hitch: Fly into Chicago Midway Airport (MDW), which is the closest major airport, located 5.8 mi (9.3 km) away. Head to Halsted Station (Orange Line) to catch metro.