Uptown Hotels: Cheap Accommodation in Uptown

Beautiful Chicago skyline aerial drone view from above the frozen ice and snow covering Lake Michigan with a curved hooked pier near Montrose beach with colorful orange and pink sunset clouds above.

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Our guide on where to stay in Uptown

Find the best Uptown areas for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

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Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

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River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

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Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

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Top Uptown Hotel Reviews

Hotel Riu Plaza Chicago

6/10 Okay

"The hotel is good, I can see this is a preference for many people that go to Chicago. Location is great, next to Michigan street (Harry Potter store), many restaurants, shopping options and near the Museum of Contemporary Art. The room is good, staff are really nice, I ate food from the main floor bar and it was decent (not great quality). The room was good, decorations are modern and cost/benefict is good for spending the day out and coming back to sleep."

Eurostars Magnificent Mile

10/10 Excellent

"I purchased four rooms and I was there for four to five days with different family members. I have to say the best part about this hotel is the staff; they're very helpful and nice, absolutely every one of them. The shower is really amazing. It was probably the strongest rainfall shower I'd ever visited in any hotel in over 20 years. Nice refrigerator, coffee maker, great desk area, lots of places to put your luggage. The air conditioner: as long as you don't leave it on auto and put it on low, it was perfect to cool the room. You put it on auto then it does auto shut off. TV system was great. I was able to hook up my own super box and the internet was 50 Mbps or faster. The hotel location is perfect. Ubers were able to pick us up right out in front and we're within walking distance for everything that we wanted. The beds and the linen were perfect, no problems there. The only thing I would say is if you're used to a blackout room, make sure you bring an eye mask because most of the hotels in Chicago have a blind system so you'll get cracks of light. There were some door slam issues. You know how some hotel doors will slam but really I didn't have any problems sleeping. Some of my other guests said that it can get loud but everybody was able to sleep well enough."

Congress Plaza Hotel

6/10 Okay

"The hotel was clean for the most part. Corridors smells like soap because I truly believe the housekeeping works hard to keep them that way. Unfortunately the hotel was just old and needs much needed upgrade. The bathroom was looking noticeably old too and the water in the bath area needs to be at certain angle to release enough pressure and hot water. Still doable and workable with but maybe not for $600 a night... Our room ended being family suite which we didn't realize upon booking much and the front desk didnt debrief it until we reclarify it after. The first receptionist almost said the main room was not part of our room until another lady came to correct her (thankfully). I do wish that the picture of the property on expedia is more reflective to the current hotel situation though. Because it looks similar but the actual looks way older than it actually is...."

Frequently asked questions

What's it like in Uptown?

Uptown is a neighbourhood that travellers like for its theatres, live music and lake views. Looking for sights you might find in a travel guide about Uptown? Consider a visit to Lake Michigan while you're in the neighbourhood.

Where is the best place to stay in Uptown?

Based on Expedia customer reviews, The Guesthouse Hotel is the highest ranked property in Uptown. This hotel offers private balconies and a fitness centre.

How many hotels will I be able to find in the Uptown area?

If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 44 Uptown hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Uptown, will I receive a refund?

Yes! Most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to get the top deals on offer in Uptown.

What are the top things to see and do in Uptown?

Spend some time exploring the great outdoors at Lake Michigan, Lincoln Park and Challenger Park. Aragon Ballroom and Riviera Theatre are some other stops worth a visit in the neighbourhood. Wrigley Field, Pegasus Players and Aragon Entertainment Center are just a few of the places to visit in and around Uptown. While you're out sightseeing in Chicago, make sure that you visit other sights such as About Face Theater or Hutchinson Street Historic District.

How can I get around Uptown and the greater Chicago area?

If you want to see more of the city, Wilson Station is the closest metro stop. Others nearby include Lawrence Station and Argyle Station. If you want to head out of town, you can hop aboard a train at Chicago Ravenswood Station.

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Uptown Hotels, Chicago

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Our top choices for Uptown hotels

The Guesthouse Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

Silversmith Hotel Chicago Downtown

Congress Plaza Hotel

Staypineapple, An Iconic Hotel, The Loop

Palmer House a Hilton Hotel

The Chicago Hotel Collection Ambassador Gold Coast

Fairmont Chicago at Millennium Park

Omni Chicago Hotel

Best Western Grant Park Hotel

Travelodge by Wyndham Downtown Chicago

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Hotel Riu Plaza Chicago

Freehand Chicago

Arlo Chicago

Hilton Chicago

Hyatt Regency Chicago

LondonHouse Chicago, Curio Collection by Hilton

Sheraton Grand Chicago Riverwalk

The Whitehall Hotel, BW Premier Collection

Our guide on where to stay in Uptown

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Uptown Hotel Reviews

Hotel Riu Plaza Chicago

Frequently asked questions

Explore a world of travel with Expedia