Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Start by selecting your hotel
Start by selecting your hotel
Start by selecting your hotel

Save up to $603 by booking Flight + Hotel.

Search 590,000 properties and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more


Uptown

Uptown is a neighborhood in Chicago, a fantastic city that's home to 2,700,000 residents.

Packages in Uptown

Get immediate savings with your Expedia deal. Most Savvy travelers know that accommodation and flight packages are an excellent way to save time and money. Spend a little more in Uptown with the extra cash.

Nearly $603 will be saved when you secure a package deal with us.

With our international database of around 400 partner airlines and 321,000 hotels, how can you go wrong?

Expedia's amazing deals will leave you excited about your trip.

Need more time to decide? There is no cancellation fee from us when you change almost any reservation.

Uptown Vacation Packages

If you're touching down at O'Hare International Airport, head 13 miles east to reach Uptown. Then, when it's time to head for the city, you'll be just 6 miles away.

When you're ready, it's time to visit a few close by attractions. Start by heading to Chicago Harbor Lighthouse or Smith Museum of Stained Glass Windows. Try not to ignore Chicago Shakespeare Theater and Chicago Children's Museum. One more option is to head over to a few close by neighborhoods, including Buena Park and Cuyler.

It won't take very long to reach one of the most renowned landmarks around. John Hancock Center is only 5 miles to the south.

While touring around the city center of Chicago, spend a few hours at Adler Planetarium and Astronomy Museum and Navy Pier. John G. Shedd Aquarium and Field Museum of Natural History are also worth looking into.

Second City, Blues on Halstead and Kingston Mines are excellent excuses to de-stress after a long day of traveling.

Athenaeum Theatre and Wood Street Gallery are ideal for those looking to learn more about the local culture in Chicago.

After somewhere to go on a rainy day? International Museum of Surgical Science, Chicago History Museum, Peggy Notebaert Nature Museum and Legacy Motors Automotive Art Gallery boast plenty of wonderful collections.

Book your pass, find your seat and get ready for a live show at a local venue, including Theater on the Lake, Royal George Theater, Steppenwolf Theatre and Briar Street Theatre.

Lincoln Park Zoo and Farm-in-the-Zoo have a variety of fascinating creatures. Find out about the animal world and make some new feathered or furry friends.

Slow down and appreciate the pleasing natural scenery of South Pond and Montrose Harbor.

There's nothing like an afternoon at the beach. Whether you want to get your hair wet or just stretch your legs on the shore, North Avenue Beach and Montrose Beach are where you want to be.

Head to Lincoln Park Conservatory, Lincoln Park and Gompers Park for a quick break from the hustle and bustle of the city. Don't forget to bring a picnic rug.

Search for a bargain, grab a bite to eat or just do some window-shopping at Green City Market, All She Wrote, Logan Square Night Market and Logan Square Farmers Market.

Take a hands-on history lesson at Anshe Emet Synagogue, Charnley-Persky House, Cyrus McCormick Mansion and Original Playboy Mansion. Reading about them in a book just doesn't compare!

To learn more about the region's traditions and customs or just soak up the serene surroundings, go to Temple Sholom, St. Clements Church, Our Lady of Mount Carmel Church and St. Stanislaus Kostka Church.

An iconic local sports venue is United Center, the home ground of the Chicago Bulls and the Chicago Blackhawks. If you're not a sports fan, look up one of the concerts that also happen at this stadium.

Accommodation in Uptown

If you are not sure yet where to stay in Uptown, go to Expedia's Uptown hotel options. There are 155 different accommodations to select from in this much-loved destination.

Visitors who appreciate luxury and style will be sure to enjoy The Peninsula Chicago, at 108 East Superior Street, and the Waldorf Astoria Chicago, at 11 E. Walton Street. Alternatively, if you're traveling on a shoestring, the Old Chicago Inn, 3222 N Sheffield Ave, or the Inn at Lincoln Park, 601 West Diversey Parkway, could better suit your requirements.


Top Hotel Deals

See all 649 Hotels in Uptown
The Guesthouse Hotel $229
The Guesthouse Hotel

The Guesthouse Hotel

4872 N Clark St, Chicago
     
    4.8
    of 5, from 24 reviews
    4.0 out of 5.0

    Located in Ravenswood, this hotel is 1.6 mi (2.6 km) from Wrigley Field and 2.4 mi (3.9 km) from Lincoln Park. Montrose Beach and Vic Theatre are also within 3 mi (5 km).

    1 Bedroom Boutique Hotel Apartment
    1 Bedroom Boutique Hotel Apartment

    1 Bedroom Boutique Hotel Apartment

    , Chicago
       
      5.0
      of 5, from 7 reviews
      0.0 out of 5.0

      This property is located in Chicago (Uptown), close to Montrose Beach, Wrigley Field, and Lincoln Park. Local attractions also include Loyola University Chicago and Vic Theatre.

      Amazing Loft W/ Balcony 1
      Amazing Loft W/ Balcony 1

      Amazing Loft W/ Balcony 1

      , Chicago
         
        4.7
        of 5, from 3 reviews
        0.0 out of 5.0

        This property is located in Chicago (Uptown), close to Wrigley Field, Lincoln Park, and Montrose Beach. Local attractions also include Vic Theatre and Athenaeum Theatre.

        2bd/2ba Near Wrigley, Lincoln Square. Family Friendly Boutique Hotel
        2bd/2ba Near Wrigley, Lincoln Square. Family Friendly Boutique Hotel

        2bd/2ba Near Wrigley, Lincoln Square. Family Friendly Boutique Hotel

        , Chicago
           
          5.0
          of 5, from 3 reviews
          0.0 out of 5.0

          This property is located in Chicago (Uptown), close to Montrose Beach, Wrigley Field, and Lincoln Park. Local attractions also include Loyola University Chicago and Vic Theatre.

          New Construction - Luxury 3 Bedroom With Heated Floors and Sauna
          New Construction - Luxury 3 Bedroom With Heated Floors and Sauna

          New Construction - Luxury 3 Bedroom With Heated Floors and Sauna

          , Chicago
             
            4.9
            of 5, from 27 reviews
            0.0 out of 5.0

            This property is located in Chicago (Uptown), close to Montrose Beach, Wrigley Field, and Lincoln Park. Local attractions also include Loyola University Chicago and Vic Theatre.

            Spacious 4BR in Wrigleyville by Sonder
            Spacious 4BR in Wrigleyville by Sonder

            Spacious 4BR in Wrigleyville by Sonder

            , Chicago
               
              4.6
              of 5, from 11 reviews
              0.0 out of 5.0

              This property is located in Chicago (Buena Park), close to Wrigley Field, Lincoln Park, and Montrose Beach. Also nearby are Vic Theatre and Athenaeum Theatre.

              Beautiful 9br Mansion w/ 5 Parking Spots. Walk to Wrigley Field & Lake Michigan!
              Beautiful 9br Mansion w/ 5 Parking Spots. Walk to Wrigley Field & Lake Michigan!

              Beautiful 9br Mansion w/ 5 Parking Spots. Walk to Wrigley Field & Lake Michigan!

              , Chicago
                 
                5.0
                of 5, from 9 reviews
                0.0 out of 5.0

                This vacation home is located in Chicago (Uptown), close to Montrose Beach, Wrigley Field, and Lincoln Park. Local attractions also include Vic Theatre and Athenaeum Theatre.

                Great Location-beautiful Friendly Andersonville Neighborhood
                Great Location-beautiful Friendly Andersonville Neighborhood

                Great Location-beautiful Friendly Andersonville Neighborhood

                , Chicago
                   
                  4.9
                  of 5, from 22 reviews
                  0.0 out of 5.0

                  This property is located in Chicago (Ravenswood), close to Loyola University Chicago, Wrigley Field, and Lincoln Park. Local attractions also include Montrose Beach and Vic Theatre.

                  Top Flight + Hotel Deals

                  Top Deals on Flights

                  These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.