
Near East Side Holidays
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Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
6 Sept - 11 Sept
found 21 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip.
The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.
Reviewed on 21 Jul 2025


LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
per person
6 Sept - 11 Sept
found 21 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9.4/10 Exceptional! (3,357 reviews)
The room was luxurious and pleasant. Location perfect for reaching any activity whether on business or personal visit. Love it!! ❤️💃
Reviewed on 28 Jul 2025


Level Chicago - River North
Downtown Chicago
Save 100% on your flight
per person
6 Sept - 11 Sept
found 21 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).
Reviewed on 27 Jul 2025
Where to stay in Near East Side
Find the best Near East Side areas and neighborhoods for the activities you enjoy most. Learn more about Near East Side

Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Top hotels in Near East Side

Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €188 per night from 25 Aug to 26 Aug
€188
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (2,509 reviews)
"Best location to stay"
Reviewed on 26 Jul 2025

Radisson Blu Aqua Hotel Chicago
221 N Columbus Dr, Chicago, IL
Fully refundable
The price is €213 per night from 17 Aug to 18 Aug
€213
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (1,563 reviews)
"Aqua is a great place to stay and centrally located to walk wherever you want to go. We stayed there 5 years ago and again this weekend. The hotel shows a lot more wear. It may be time to update the furniture."
Reviewed on 27 Jul 2025

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €180 per night from 4 Aug to 5 Aug
€180
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (9,025 reviews)
"There are areas of the property outside that need some tlc. The hallways are outdated in decor but the room was clean and comfortable. The reception area was very pretty. The staff was courteous and friendly. The hotel itself has a good location walkable to the Soldier Field which we were in town ..."
Reviewed on 29 Jul 2025
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.
Frequently asked questions
Popular places to visit

Wrigley Field
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue
4.5/5(14 reviews)
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier
4/5(125 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do

Chicago Skyline Tiki Chic Party Cruise on Lake Michigan
€30
per adult

Walking Tour: Underground Chicago via the Pedway
€56
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.