Best & Cheap Romantic Getaways in Downtown Chicago, IL

Compare romantic getaways, From $18/night

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ACCOMMODATION TYPES

Best & Cheap Romantic Getaways in Downtown Chicago, IL: Top Deals

City Suites Hotel
Hotel
City Suites Hotel
This Hotel, City Suites Hotel, is located in Chicago, near the intersection of North Ashland Avenue and West Wrightwood Avenue. It offers convenient access to popular restaurants such as Lao Sze Chuan, The Bongo Room, and The Publican Anker; activities like bowling at Diversey River Bowl and sailing on Lake Michigan; and trails such as the Bloomingdale Trail and the North Branch Trail.
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$123 /night
Large, Upscale Beautiful Home Perfect for Entertaining, Near Wrigley
House
Large, Upscale Beautiful Home Perfect for Entertaining, Near Wrigley
This House is a large and upscale home located near Wrigley, perfect for entertaining. Popular restaurants nearby include The Bad Apple, Small Cheval, and Goose Island Wrigleyville. There are also plenty of activities such as the Chicago Cubs game at Wrigley Field, Chicago Architecture Boat Tour, and Skydeck Chicago. You can also explore the scenic trails in Lincoln Park or along Lake Michigan's shoreline. Pets are not allowed.
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$800 /night
Wicker Park House (3 bedrooms / 3 full baths) Year-round Hot Tub & 2-car Parking
Guest Suite · 2 Guests · 3 Bedrooms
Wicker Park House (3 bedrooms / 3 full baths) Year-round Hot Tub & 2-car Parking
4.8 (11 reviews)
This Guest Suite is located in the Wicker Park neighborhood of Chicago, IL. It offers a year-round hot tub and 2-car parking, as well as three bedrooms and three full bathrooms. Pets are allowed at this property. Popular restaurants nearby include Kie-Gol-Lanee Thai Restaurant, La Pasadita, and Lillie's Q BBQ. Other activities and attractions include the Garfield Park Conservatory, the 606 Trail, and the Chicago History Museum.
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$655 /night*
Best Western Plus Hawthorne Terrace Hotel
Hotel
Best Western Plus Hawthorne Terrace Hotel
This Best Western Plus Hawthorne Terrace Hotel is located in Chicago, IL and it allows pets. Nearby popular restaurants include The Publican, The Purple Pig, Parlor Pizza Bar, Girl & the Goat, and Avli Taverna. Popular activities nearby include taking a walk around Lincoln Park, ice skating at Maggie Daley Park, catching a show at Steppenwolf Theatre, visiting the Shedd Aquarium, or touring one of the many museums. Popular trails nearby include the 606 Bloomingdale Trail, Lakefront Trail, and the North Branch Trail.
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$182.88 /night
Level Chicago - Old Town
Hotel Suite
Level Chicago - Old Town
4.5 (239 reviews)
This Hotel Suite is located in Chicago's Old Town neighborhood, close to popular attractions such as the Lincoln Park Zoo and Navy Pier. There are plenty of nearby restaurants to enjoy, including Lou Malnati's Pizzeria, The J. Parker, and R.J. Grunts. Other nearby activities include taking a stroll along Lakefront Trail or exploring the shops and galleries at Wells Street Market.
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$265 /night
Level Chicago - River North
Apartment
Level Chicago - River North
This Apartment is located in the River North neighborhood of Chicago, near popular restaurants such as RPM Italian and Joe's Seafood Prime Steak & Stone Crab. There are also plenty of activities nearby, including The Art Institute of Chicago, Navy Pier, and Lincoln Park Zoo. For those looking to explore nature, there are scenic trails along the Chicago Riverwalk and Lakefront Trail.
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$419 /night
ACME Hotel Company
Hotel
ACME Hotel Company
4.4 (611 reviews)
The ACME Hotel Company is located in a convenient area with several popular restaurants, activities, and trails nearby. Popular restaurants include The Gage, Chicago q, and Girl & the Goat. For activities, visitors can explore Millennium Park or take a tour of Navy Pier. Additionally, there are plenty of outdoor trails to explore such as Lakefront Trail and North Branch Trail. Pets are allowed at this hotel.
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$159.2 /night
Homewood Suites By Hilton Chicago Downtown South Loop
Hotel
Homewood Suites By Hilton Chicago Downtown South Loop
4.0 (1080 reviews)
This Hotel is located in the South Loop of Chicago, near numerous popular restaurants, activities and trails. Popular nearby restaurants include The Gage, Wildberry Pancakes and Cafe, and Yolk. Local attractions include Millennium Park, Shedd Aquarium, and Navy Pier. Popular trails for biking and running include Lakefront Trail and The 606. Pets are not allowed at this hotel.
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$129 /night
The Langham Chicago
Hotel
The Langham Chicago
4.8 (584 reviews)
The Langham Chicago is a great hotel located in the heart of downtown Chicago, close to popular restaurants such as Gibson's Bar & Steakhouse and Wildberry Pancakes & Cafe, activities such as the Navy Pier Ferris Wheel and Millennium Park, and trails such as The 606 Bloomingdale Trail. Pets are not allowed at this hotel.
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$473 /night
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Which Price Range Is Considered As A Good Deal in Downtown Chicago, IL Area?
Vacation Apartment & House Rental Price Information in Downtown Chicago, IL
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The graph shows the percentages of vacation homes in each price bucket. Downtown Chicago has the largest percentage (27.59%) of homes in $100 - $150 price range.
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How Many Rental Accommodations Are Pets Friendly in Downtown Chicago, IL?
Percentage of Pet Friendly Rental Properties in Downtown Chicago, IL
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17.57% of vacation homes in Downtown Chicago are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
What are the best romantic and honeymoon restaurants in Downtown Chicago, IL?
Romantic Restaurants in Downtown Chicago, IL
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Downtown Chicago is home to some of the most romantic restaurants for couples. Whether you’re celebrating an anniversary or your honeymoon, these restaurants are sure to make your night special. Here are 3 of the top romantic restaurants in Downtown Chicago:

  • The Purple Pig: This Mediterranean-inspired restaurant features small plates that are perfect for sharing with your partner. The cozy atmosphere makes it a great spot for an intimate dinner.
  • GT Prime: This modern steakhouse serves up premium steaks and fresh seafood dishes. It also has a lively bar, making it a great place for a date night out.
  • Frontera Grill: Experience classic Mexican flavors at this popular restaurant. With its vibrant atmosphere, Frontera Grill is sure to be a hit on any romantic evening.
What are the best activities for couples in Downtown Chicago, IL?
Romantic Activities in Downtown Chicago, IL
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For couples looking for something fun to do, Downtown Chicago offers plenty of exciting activities. From sightseeing cruises to museums, here are 3 of the top romantic activities for couples in Downtown Chicago:

  • Sightseeing Cruise: Take a sightseeing cruise along the Chicago River for stunning views of the city skyline. Enjoy a glass of wine together as you admire the breathtaking scenery.
  • Museum of Contemporary Art: Explore one of the world's largest collections of contemporary art at the Museum of Contemporary Art. This unique experience is perfect for culture lovers.
  • Millennium Park: Visit Millennium Park for a romantic stroll through lush gardens and fountains. Spend the day admiring public art installations and taking pictures with your special someone.
Where Should We Visit in Downtown Chicago, IL Area?
Top Rated Places to Visit in Downtown Chicago, IL
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How Many Airports in Downtown Chicago, IL?
Airports Options in Downtown Chicago, IL
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