Photo by Chandan Rastogi

Find Romantic Hotels in Wicker Park, IL

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Check availability on Wicker Park Romantic Hotels

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Compare Wicker Park Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Ruby Room

2.5 star property
7.8 out of 10, Good, (605)
"First time in Chicago what a cool place to stay...thanks Ruby Room"
The price is AED 464
AED 545 total
includes taxes & fees
6 Apr - 7 Apr
Ruby Room

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (242)
"Very cute and dainty place to stay! Lovely staff! Very clean and homey! "
The price is AED 756
AED 888 total
includes taxes & fees
6 Apr - 7 Apr
Wicker Park Inn
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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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, Wood Street Gallery, or Flat Iron Building. 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.
When is the best time to visit Wicker Park?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and December
  • Rainiest months: June, May, April, and October
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, Wood Street Gallery, or Flat Iron Building 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.