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Find Cheap Hotels in Uptown, Chicago from CA $149

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Check availability on Uptown Cheap Hotels

This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Uptown cheap hotels

A three-tiered fruit basket on a wooden table against a wall with framed pictures.

1. Heart O' Chicago

Heart O' Chicago
2.0 star property
Edgewater
7.8 out of 10, Good, (1,002 reviews)
"We were treated very well staff was amazing from start to finish wouod definitely stay again in the future"
United States
Jenn
The price is CA $127
CA $149 total
includes taxes & fees
Oct 29 - Oct 30
Heart O' Chicago
A spacious lobby with a central coffee table, sofas, and a large mirror.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,366 reviews)
"Loved my stay the staff was nice and the location was great."
United States
Marta
The price is CA $253
CA $301 total
includes taxes & fees
Oct 14 - Oct 15
The Chicago Hotel Collection Ambassador Gold Coast
A large, historic building with a central courtyard surrounded by trees.

3. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,299 reviews)
"Great stay!"
United States
Alan
The price is CA $227
CA $312 total
includes taxes & fees
Oct 24 - Oct 25
Hilton Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

4. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,110 reviews)
"Great stay"
United States
Fernanda
The price is CA $211
CA $251 total
includes taxes & fees
Oct 25 - Oct 26
The Wade
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (2,254 reviews)
"Great stay!"
United States
Lauryn
The price is CA $228
CA $271 total
includes taxes & fees
Oct 25 - Oct 26
The Chicago Hotel Collection - Magnificent Mile
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

6. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,171 reviews)
"Rooms were clean and the staff was amazing!"
United States
Suzanne
The price is CA $158
CA $175 total
includes taxes & fees
Oct 6 - Oct 7
Carleton of Oak Park
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

7. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,352 reviews)
"I really liked the location of the hotel."
United States
Carmina
The price is CA $307
CA $365 total
includes taxes & fees
Oct 25 - Oct 26
Aloft by Marriott Chicago Mag Mile
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

8. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,262 reviews)
"Room were clean and comfortable and staff was helpful."
United States
Guadalupe
The price is CA $227
CA $270 total
includes taxes & fees
Oct 26 - Oct 27
Congress Plaza Hotel
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

9. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,672 reviews)
"Great location"
United States
Julian
The price is CA $209
CA $249 total
includes taxes & fees
Oct 25 - Oct 26
Club Quarters Hotel, Central Loop, Chicago
A multi-story hotel with a prominent sign reading "Crowne Plaza."

10. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,678 reviews)
"Great stay, close to great food and ambiance in West Loop."
United States
Victoria
The price is CA $267
CA $317 total
includes taxes & fees
Oct 25 - Oct 26
Crowne Plaza Chicago West Loop by IHG
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.
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Top Uptown Hotel Reviews

Frequently asked questions

What is Uptown like for travelers on a budget?
Discover discount places to stay in Uptown on Expedia.com and plan a trip that fits your budget. You can browse a wide offering of accommodations with Member Prices to score the best deal for you. Guided by our site's helpful page filters, you can limit results by your price range, or by top amenities like free parking and free WiFi. Or, try refining your search with the location filters to see affordable options around local attractions, such as Lake Michigan or Aragon Ballroom. While you browse, click the heart button to keep track of your favorites so that you can find them later when you're ready to book. Interested in a car or a flight too? Choose from the travel packages offered under Bundle and Save and discover huge discounts when you reserve your transportation at the same time.
What is there to see and do in Uptown?
You don't need to spend a lot to find places to visit in Uptown. You can budget for the popular local attractions that are highest on your list, such as Wrigley Field and Navy Pier, and choose other low-cost activities to fill your itinerary. Enjoy the outdoors at Lake Michigan and Montrose Beach, or hunt for bargains with some shopping at Michigan Avenue.
How can I get to Uptown and get around on a budget?
Scoping out the transportation options in Uptown is a smart way to keep your trip affordable. The nearest airport is Chicago O'Hare Intl. Airport (ORD), situated 12.9 mi (20.8 km) away. However, if that doesn't suit your budget, you can arrange flights in and out of Chicago Midway Airport (MDW), which is 13 mi (21 km) away. You can access metro transit at Wilson Station, Lawrence Station, and Argyle Station.

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