Name: River Hotel
Price range: $117 total

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Your Uptown Vacation

Take the stress out of travel planning with an Uptown vacation package. With all the details organized before you set off, all you have to do is simply enjoy this residential neighborhood's cafes, history and culture. Not sure what to see and do during your trip to Uptown? Nearby attractions like Lincoln Park, Loyola University Chicago and Aragon Ballroom are great places to start. Expedia can help you turn your ideal Uptown vacation into reality, no matter your travel plans or budget.

The Latest Uptown Vacation Packages

Price found within the past 48 hours. Click for updated prices.

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

$365

per person

Jan 14 - Jan 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,009 reviews)

Reviewed on Nov 12, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

$753

per person

Jan 23 - Jan 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (5,555 reviews)

Level Chicago Fulton Market

Downtown Chicago

$574

per person

Jan 23 - Jan 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (591 reviews)

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

$725

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8.6/10 Excellent! (1,005 reviews)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

$1,044

per person

Jan 23 - Jan 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,739 reviews)

Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown

A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Uptown Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$107 nightly

$127 total

Nov 23 - Nov 24

Total with taxes and fees

8/10 Very Good! (10,071 reviews)

"Congress Plaza Hotel was an ideal hotel for its location to many Chicago sites. It is in walking distance to Soldier's Field which allowed us to get to the football game without dealing with traffic issues. Parking was easy to access and the lot was conveniently located behind the hotel."

Reviewed on Nov 13, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

$116 nightly

$138 total

Nov 15 - Nov 16

Total with taxes and fees

River Hotel

75 East Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

$98 nightly

$117 total

Dec 10 - Dec 11

Total with taxes and fees

See all 4,489 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.