Find Hotels with Connecting Rooms in Near West Side, IL

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Near West Side Hotels with Connecting Rooms

Next weekend
In two weeks

Top Near West Side Hotels with Connecting Rooms

Nobu Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (754)
"Great location, amenities and staff. "
United States
Nicholas
$300 nightly
The price is $352
Jan 4 - Jan 5, 2026
Total with taxes and fees
Nobu Hotel Chicago

Hampton Inn & Suites Chicago Medical District UIC

2.5 star property
Near West Side
9.6 out of 10, Exceptional, (355)
"Would stay there again...loved it!"
United States
Deborah
$87 nightly
The price is $102
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn & Suites Chicago Medical District UIC

Hyatt House Chicago Medical/University District

3.5 star property
Near West Side
9.0 out of 10, Wonderful, (1229)
"Good place to stay "
United States
Matthew
$93 nightly
The price is $109
Dec 10 - Dec 11
Total with taxes and fees
Hyatt House Chicago Medical/University District

Courtyard by Marriott Chicago at Medical District/UIC

3.5 star property
Near West Side
8.8 out of 10, Excellent, (1001)
"Room was clean , staff was great, enjoyed my stay ."
United States
Michael Keith
$80 nightly
The price is $94
Dec 17 - Dec 18
Total with taxes and fees
Courtyard by Marriott Chicago at Medical District/UIC

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3114)
"nice room, great bfast at the bar"
United States
Jon Scott
$141 nightly
The price is $166
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Royal Sonesta Chicago Downtown

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3438)
"Great hotel"
United States
Clara
$116 nightly
The price is $136
Dec 21 - Dec 22
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2104)
"Would stay again. "
United States
Montroy
$127 nightly
The price is $149
Jan 4 - Jan 5, 2026
Total with taxes and fees
Silversmith Hotel Chicago Downtown

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2257)
"Smooth check in and beautiful hotel"
United States
Monique
$125 nightly
The price is $147
Jan 6 - Jan 7, 2026
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3438)
"Great hotel located in nice area."
United States
Robert
$105 nightly
The price is $123
Dec 14 - Dec 15
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2996)
"Great stay"
Canada
Lorrington Ashford
$139 nightly
The price is $163
Jan 2 - Jan 3, 2026
Total with taxes and fees
Swissotel - 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.

Find out more about Near West Side

Discover top Near West Side attractions

In the vibrant Near West Side neighborhood of Chicago, travelers can immerse themselves in a variety of activities. Start your day at the iconic United Center, home to both the Chicago Bulls and Chicago Blackhawks, where you can catch an exciting game or take a behind-the-scenes tour of this premier sports venue. Next, explore the expansive and beautifully designed Skinner Park, perfect for families, featuring playgrounds, sports fields, and picnic areas, making it a wonderful spot for relaxation after a day of sightseeing. Art enthusiasts will love the nearby National Museum of Mexican Art, which showcases a diverse collection of traditional and contemporary art, offering a unique cultural experience that reflects the neighborhood’s rich heritage. For a taste of local flavors, head to the bustling restaurant scene along 18th Street, where you can indulge in authentic Mexican cuisine, from street tacos to gourmet dining options. Finally, don’t miss the chance to visit the historic Pilsen neighborhood, known for its vibrant street murals, boutique shops, and friendly atmosphere. Staying in the Near West Side offers a blend of modern comfort and unique local charm. Hotels in this area often feature spacious rooms, contemporary decor, and amenities that cater to families, such as pools and on-site dining. Many accommodations provide easy access to key attractions, making it convenient for travelers who want to explore without the hassle of long commutes. With attentive service, you can expect personalized recommendations from hotel staff that enhance your stay, ensuring you feel pampered and well taken care of during your adventure in this dynamic neighborhood.

Find the best hotels with connecting rooms in Near West Side

For travelers seeking convenience and comfort in Chicago's Near West Side, these hotels offer fantastic options with connecting room amenities, perfect for families or groups.

Hampton Inn & Suites Chicago Medical District UIC

  • Why it's great for extra space: Hampton Inn & Suites Chicago Medical District UIC stands out as a budget-friendly choice with a remarkable review rating of 9.6, ideal for travelers seeking connecting rooms. This hotel caters to guests with spacious rooms and a complimentary breakfast that makes mornings easy for families or groups. The indoor pool and accessible fitness center ensure there are fun activities for everyone during their stay.
  • Other amenities: Guests will also appreciate the thoughtful amenities including free toiletries, a microwave in every room, and easy self-parking options. The hotel offers daily housekeeping for a tidy environment, as well as travel cribs and sofa beds for added flexibility. Situated near museums and local attractions, it’s a convenient base for exploring Chicago's rich culture.
  • Neighborhood: Near West Side
  • Nearby attractions: University of Illinois Chicago - 1.09 miles, United Center - 0.79 miles, Merchandise Mart - 2.89 miles

Hyatt House Chicago Medical/University District

  • Why it's great for extra space: The Hyatt House Chicago Medical/University District is an excellent choice for travelers needing connecting rooms, a stellar review rating of 9.0. This hotel provides spacious rooms and modern amenities that cater to guests' needs, ensuring comfort and convenience for everyone in your party. Enjoy complimentary buffet breakfast and a well-equipped kitchen in your suite, perfect for family gatherings or longer stays.
  • Other amenities: In addition to its family-friendly layout, guests can take advantage of a 24-hour fitness facility, a billiards table for some friendly competition, and a snack bar for quick bites. Other features include free designer toiletries, deep soaking bathtubs for relaxation, and both self-parking and nearby parking options to make your stay straightforward. With a location close to the medical district, it's ideal for visitors to the nearby hospitals and universities.
  • Neighborhood: Near West Side
  • Nearby attractions: State Street - 2.41 miles, University of Illinois Chicago - 0.73 miles, United Center - 0.65 miles

Courtyard by Marriott Chicago at Medical District/UIC

  • Why it's great for extra space: The Courtyard by Marriott Chicago at Medical District/UIC is a welcoming option for travelers who value connecting rooms, earning an excellent review rating of 8.8. With modern accommodations and a focus on family comfort, this hotel ensures that guests can stay together while enjoying their personal space. The hotel offers a variety of amenities including free breakfast and daily housekeeping for added convenience.
  • Other amenities: Beyond the essential connecting room features, guests can enjoy access to an accessible fitness center, an area shuttle service, and a lovely garden for relaxing strolls. Additional amenities include valet parking, grocery and convenience store options nearby, and premium bedding for a restful night's sleep. The hotel is well-positioned for exploring the vibrant local area with shopping and golf nearby.
  • Neighborhood: Near West Side
  • Nearby attractions: State Street - 2.22 miles, University of Illinois Chicago - 0.46 miles, United Center - 0.89 miles

Top Near West Side Hotel Reviews

Frequently asked questions

Why book your hotel with connecting rooms in Near West Side with Expedia?
Use Expedia to find your dream hotel with connecting rooms in Near West Side. Taking the kids on a break? Find your way to the filters to search for stays with perks like a swimming pool. If you have a budget in mind, select how much you want to spend and the preferred star rating of your hotel. We'll help you find the perfect place whatever your plans or style of travel.
How can I find cheap hotels with connecting rooms in Near West Side?
Expedia is here to help you track down cheap hotels with connecting rooms in Near West Side. To discover your dream stay in a few quick keystrokes, try out our convenient filter tool to tailor your search results by budget, amenities and star rating.

Explore a world of travel with Expedia