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Group-friendly hotels in Chicago for May 2025 under $225

In Chicago, you can expect a variety of hotels that cater to groups, offering spacious suites and amenities like free Wi-Fi, breakfast options, and fitness centers. The city is known for its vibrant culinary scene, iconic landmarks like the Willis Tower, and a range of activities including city tours and dinner cruises on Lake Michigan.
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70% Match
LondonHouse Chicago, Curio Collection by Hilton
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85 East Wacker Drive , Chicago IL 60601
layla
Storied Collection:
group-friendly
meeting spaces
rooftop bar
This hotel is perfect for groups with its **flexible meeting spaces** and a grand ballroom that offers stunning views, making it ideal for events. Additionally, the tri-level rooftop bar and on-site dining options provide a great atmosphere for group gatherings.... Read more
8.9
Very Good
(881 reviews)
Matched amenities:
RestaurantRestaurant
Meeting/banquet facilitiesMeeting/banquet facilities
24-hour front desk24-hour front desk
Family roomsFamily rooms
Express check-in/check-outExpress check-in/check-out
Lowest price
Booking
/night
Available from:May 7-11
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70% Match
Hyatt Regency Chicago
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151 East Wacker, Chicago IL 60601
layla
Storied Collection:
group-friendly
dining options
central location
This hotel is perfect for groups with its **numerous on-site dining options** and spacious accommodations. Located just a short walk from the Magnificent Mile, it offers easy access to Chicago's attractions, making it a great choice for group activities.... Read more
8.7
Very Good
(2044 reviews)
Matched amenities:
RestaurantRestaurant
Meeting/banquet facilitiesMeeting/banquet facilities
BarBar
24-hour front desk24-hour front desk
Fitness centreFitness centre
Lowest price
Booking
/night
Available from:May 7-11
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60% Match
The Drake Hotel
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pin
140 East Walton Place, Chicago IL 60611
layla
Storied Collection:
group-friendly
spacious rooms
prime location
This hotel offers spacious rooms and a chance to enjoy **afternoon tea** or cocktails, making it a great choice for groups looking to relax together. Its prime location near **Oak Street Beach** and the John Hancock Center adds to the appeal for group outings.... Read more
8.3
Very Good
(618 reviews)
Matched amenities:
RestaurantRestaurant
Meeting/banquet facilitiesMeeting/banquet facilities
BarBar
24-hour front desk24-hour front desk
Fitness centreFitness centre
Lowest price
Booking
/night
Available from:May 7-11
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60% Match
The Palmer House Hilton
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17 East Monroe Street, Chicago IL 60603
layla
Storied Collection:
group-friendly
dining options
central location
This hotel is perfect for groups with its **on-site dining** options and spacious guest rooms, making it a great choice for gatherings. Its prime location just a block from Millennium Park ensures easy access to Chicago's top attractions, ideal for group outings.... Read more
7.8
Good
(962 reviews)
Matched amenities:
RestaurantRestaurant
Meeting/banquet facilitiesMeeting/banquet facilities
24-hour front desk24-hour front desk
Fitness centreFitness centre
Business centreBusiness centre
Lowest price
Booking
/night
Available from:May 7-11
View Hotel
75% Match
River Hotel
starstarstarstar
pin
75A East Wacker Drive, Chicago IL 60601
layla
Storied Collection:
group-friendly
meeting rooms
downtown location
This hotel is perfect for groups with its **state-of-the-art meeting rooms** and 24-hour concierge services, ensuring all your needs are met during your stay. Its prime location along the Chicago River makes it easy to explore the city together, with attractions like Millennium Park just a short walk away.... Read more
8.3
Very Good
(5519 reviews)
Matched amenities:
Meeting/banquet facilitiesMeeting/banquet facilities
24-hour front desk24-hour front desk
Business centreBusiness centre
LaundryLaundry
Express check-in/check-outExpress check-in/check-out
Lowest price
Booking
/night
Available from:May 7-11
View Hotel