Uptown, IL

Chicago

Montrose Beach featuring a beach and general coastal views as well as an individual male
Montrose Beach showing a beach and general coastal views
Montrose Beach showing a beach and general coastal views as well as a couple
Montrose Harbor featuring a bay or harbor, bird life and a sunset
Montrose Beach featuring swimming, general coastal views and a beach

Popular places to visit

Montrose Beach showing a sandy beach, a coastal town and general coastal views

Montrose Beach

If a restful vacation is part of your travel plans, Montrose Beach might be the perfect place to seek out during your trip to Chicago. Stroll along the lakeside or discover the area's sunrises.

Montrose Beach
Autumn leaves frame historic building in Lincoln Park Chicago

Lincoln Park

4.5/5(554 reviews)

After visiting Lincoln Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Lincoln Park
Montrose Harbor featuring bird life and a bay or harbor

Montrose Harbor

Explore the waterfront in Chicago with a trip to Montrose Harbor. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

Montrose Harbor
Hutchinson Street Historic District which includes motorcycle riding and street scenes

Hutchinson Street Historic District

You can learn about the history of Chicago when you stop by Hutchinson Street Historic District. Experience the entertainment choices and acclaimed art scene in this vibrant area.

Hutchinson Street Historic District
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Wrigley Field is one of the more well-known attractions to visit during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its fascinating museums.

Navy Pier

Uptown Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is AED 526 per night from Jul 3 to Jul 4
AED 526
AED 617 total
includes taxes & fees
3 Jul - 4 Jul
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,826 reviews)
"The facility has a great location in walking distance to many attractions. The family suite had a small bathroom with limited space."

Reviewed on 3 June 2025

Congress Plaza Hotel
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
The price is AED 490 per night from Jul 1 to Jul 2
AED 490
AED 575 total
includes taxes & fees
1 Jul - 2 Jul
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,134 reviews)
"Nice clean hotel. Close to it all downtown"

Reviewed on 2 June 2025

citizenM Chicago Downtown
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is AED 599 per night from Jun 30 to Jul 1
AED 599
AED 704 total
includes taxes & fees
30 Jun - 1 Jul
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,274 reviews)
"We stayed one night however all of the employees we had an interaction with were all very pleasant. The room was nice and comfortable. Desk staff were all very kind and helpful. The staff working outside by the door were very kind and helpful with questions we had about directions and ..."

Reviewed on 30 May 2025

Hilton Chicago/Magnificent Mile Suites
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
The price is AED 525 per night from Jun 30 to Jul 1
AED 525
AED 727 total
includes taxes & fees
30 Jun - 1 Jul
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,009 reviews)
"Absolutely top tier!! Definitely a whole vibe."

Reviewed on 30 May 2025

The Westin Michigan Avenue Chicago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast
4 out of 5
1301 N State Pkwy, Chicago, IL
The price is AED 171 per night from Jun 5 to Jun 6
AED 171
AED 714 total
includes taxes & fees
5 Jun - 6 Jun
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,003 reviews)
"Loved it here ! We will stay here every time we visit Chicago!"

Reviewed on 4 June 2025

The Chicago Hotel Collection Ambassador Gold Coast
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
4.5 out of 5
200 North Columbus Drive, Chicago, IL
The price is AED 757 per night from Jun 29 to Jun 30
AED 757
AED 996 total
includes taxes & fees
29 Jun - 30 Jun
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,768 reviews)
"Was an amazing stay! Super clean and the views of the city from your hotel window are beautiful!"

Reviewed on 31 May 2025

Fairmont Chicago at Millennium Park
See all 4,478 properties in Uptown
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.

Other neighborhoods around Uptown

Wrigley Field showing signage

Wrigleyville

You might enjoy the bars while in Wrigleyville. Wrigley Field is a notable sight, and you can get around town at Sheridan Station or Addison Station (Red Line) to see more of the city.

Wrigleyville
Lakeview featuring modern architecture

Lakeview

4.5/5(847 area reviews)

Known for its great bars and fantastic lake views, there's plenty to explore in Lakeview. You can visit top attractions like Wrigley Field and Lake Michigan, and jump on the metro at Southport Station or Addison Station (Red Line) to see more of the city.

Lakeview
Chicago which includes modern architecture and a city

Lincoln Park

4.5/5(320 area reviews)

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Lincoln Park
Walking around Chicago in winter searching for color.

Old Town Chicago

Known for its ample dining options and fantastic lake views, there's plenty to explore in Old Town Chicago. You can visit top attractions like Second City and Armitage Avenue, and jump on the metro at Sedgwick Station or Clark-Division Station to see more of the city.

Old Town Chicago
#orbitz #chicagoskyline

Wicker Park

Consider exploring the abundant dining options in Wicker Park. If sightseeing is on the list, Milwaukee Avenue is a top attraction. Hop on the metro at Damen Station or Division Station to see more of the area.

Wicker Park
Gold Coast featuring street scenes as well as a couple

Gold Coast

The abundant dining options and lake views are top of the list for many visitors to Gold Coast. A stop by Michigan Avenue or Lake Michigan might round out your trip.

Gold Coast

Uptown, IL

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