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Find Romantic Hotels in Wicker Park, IL

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Check availability on Wicker Park Romantic Hotels

Tonight
29 Oct - 30 Oct
Tomorrow
30 Oct - 31 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Wicker Park Romantic Hotels

3 bars/lounges, cocktail bar, rooftop bar, rooftop bar
The Robey, Chicago, a Member of Design Hotels
The Robey, Chicago, a Member of Design Hotels
3.5 star property
9.2 out of 10, Wonderful, (999)
"Great hotel. "
United States
LESLIE
The price is AED 531
AED 714 total
includes taxes & fees
24 Nov - 25 Nov
The Robey, Chicago, a Member of Design Hotels
Property entrance
Wicker Park Inn
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (256)
"The Wicker Park Inn is clean, beautifully decorated, and the staff is friendly and helpful!"
United States
Elizabeth R
The price is AED 1,125
AED 1,321 total
includes taxes & fees
4 Nov - 5 Nov
Wicker Park Inn
1 bedroom, premium bedding, pillowtop beds, desk
Ruby Room
Ruby Room
2.5 star property
8.0 out of 10, Very Good, (644)
"No TV and no parking was a bummer. As long as you have your own laptop w/ Netflix or Amazon Prime & you are Ubering/Lyfting everywhere - it's perfect. The bed was SO COMFORTABLE!"
United States
Jennifer
The price is AED 464
AED 545 total
includes taxes & fees
2 Nov - 3 Nov
Ruby Room
Ballroom
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
8.4 out of 10, Very Good, (2046)
"Great place to stay."
United States
Ron
The price is AED 403
AED 565 total
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
Lobby sitting area
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4.0 star property
8.4 out of 10, Very Good, (2940)
"Nice hotel close to everything Enjoyed our stay"
United States
Barbara
The price is AED 338
AED 504 total
includes taxes & fees
24 Nov - 25 Nov
Warwick Allerton - Chicago
2 bars/lounges
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
9.4 out of 10, Exceptional, (3371)
"Great location and hotel."
United States
Travis
The price is AED 529
AED 729 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Regency Chicago
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2229)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is AED 358
AED 545 total
includes taxes & fees
25 Nov - 26 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very Good, (9616)
"Area is great and walkable distance to touring areas. "
United States
Alejandro
The price is AED 625
AED 733 total
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel
Exterior
The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (3018)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
The price is AED 492
AED 695 total
includes taxes & fees
26 Nov - 27 Nov
The Royal Sonesta Chicago Downtown
Lobby
Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago
4.0 star property
8.6 out of 10, Excellent, (1975)
"Very good location, friendly staff and good breakfast "
United States
Maria
The price is AED 338
AED 483 total
includes taxes & fees
16 Nov - 17 Nov
Millennium Knickerbocker Chicago
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 Wicker Park Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Excellent place to stay. Easy access to “L” train. In the middle of all the musical theatres. Soldier Field and Navy Pier are walking distance from the hotel."
Mark Tavis 2-night trip
Posted 8 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

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Frequently asked questions

Searching for romantic hotels in Wicker Park?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also enjoy Wicker Park for its shopping, live music, and restaurants. If you'd like to explore some of the area's notable sights, you might make a stop by Milwaukee Avenue, Flat Iron Building, or Monique Meloche Gallery. If you're interested in staying close to a certain attraction, you can sort by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
What is there to do in Wicker Park?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Wicker Park has to offer. Couples looking for a little of everything will enjoy Wicker Park for its shopping, live music, and restaurants. You might think about stopping by Milwaukee Avenue, Flat Iron Building, or Monique Meloche Gallery while you're seeing the sights.
What's the best way to get to Wicker Park and around town during my romantic getaway?
These transportation options in Wicker Park might help your romantic trip get off to a smooth start: Make your way to Wicker Park with a flight to Chicago Midway Airport (MDW), which is the closest major airport located 8.9 mi (14.3 km) away. Local metro stations include Damen Station and Division Station.