Near North Side Vacations from $662
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Your Near North Side Vacation
Your next escape beckons with a vacation package to Near North Side. Entertainment, relaxation and nonstop great times — you're sure to find it in this neighborhood. When it's time to get out and explore, you'll find a lot of popular attractions nearby including Millennium Park, Willis Tower and Art Institute of Chicago. Visit one, two or all during your trip to Near North Side. Stop dreaming and start doing. When you're ready to lock in your vacation to Near North Side, Expedia is here to help.
The Latest Near North Side Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
$864
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,577 reviews)
The staff was very friendly and the room was always clean and organized. I was a bit nervous what to expect as a solo traveler and it being my first time staying in Chicago but this was the perfect hotel for the trip. It always felt safe on property and very close to all the main things I wanted to see.
Reviewed on Aug 31, 2026
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
$682
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (3,932 reviews)
Our room was disappointing. There were cob webs over the beds. Paint was peeling off the ceiling in the bathroom, the hairdryer blew cold air. Of the two small drinking glasses one was dirty with lip marks. The room was very dark with black rug, dark grey walls and furnishings.
Staff was very polite and helpful.
Breakfast was delicious and the waitress was wonderful.
Will not return.
Reviewed on Aug 31, 2026
Where to stay in Near North Side
Find the best Near North Side areas and neighborhoods for the activities you enjoy most. Learn more about Near North Side
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
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.
Near North Side Hotel Deals
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$152 nightly
$181 total
Sep 2 - Sep 3
Total with taxes and fees
8/10 Very Good! (2,139 reviews)
"Location near the lake and very walkable to train, bus stations, restaurants and stores. Room was not very well cleaned"
Reviewed on Aug 31, 2026
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
Fully refundableReserve now, pay when you stay
$148 nightly
$176 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,560 reviews)
"Very enjoyable stay. Clean and close to most tourists attractions. Great breakfast options, Liked the convenience of how close most things were."
Reviewed on Aug 31, 2026
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
9.4/10 Exceptional! (883 reviews)
"Unfortunately this property was a bad experience. There is little to no communication from the host. Your only option is to talk to a chat bot from California. We tried checking in 10 minutes early and were told that wasn't possible, There was no one at the check-in desk when we got there. The room ..."
Reviewed on Aug 31, 2026
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.
Stay near popular Near North Side attractions
Water Tower Place
9.0/10 (1,113 reviews)
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.
875 North Michigan Avenue
9.2/10 (2,926 reviews)
You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its fascinating museums.
Merchandise Mart
8.6/10 (419 reviews)
You can learn about the history of Chicago with a trip to Merchandise Mart. Amble around this vibrant area's riverfront or experience its fascinating museums.
House of Blues Chicago
8.8/10 (159 reviews)
You can get tickets for a performance at House of Blues Chicago during your stay in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
Photo by daniel jersey
Chicago Children's Museum
9.2/10 (237 reviews)
You can take time to visit Chicago Children's Museum during your travels to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
Chicago Water Tower
9.0/10 (1,235 reviews)
You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
Museum of Contemporary Art Chicago
9.0/10 (88 reviews)
You can spend an afternoon browsing the exhibits at Museum of Contemporary Art Chicago during your travels in Chicago. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.
360 CHICAGO
You can learn about the history of Chicago with a visit to 360 CHICAGO. Amble around this vibrant area's riverfront or experience its fascinating museums.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% of travellers recommend
Explore a world of travel with Expedia
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- Chicago Children's Museum
- Roosevelt University
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- Chicago Riverwalk
- Chase Tower
- Fisher Building
- Richard J. Daley Center
- Driehaus Museum
- Lincoln Park Conservatory
- Robie House
- Aon Center
- Civic Opera House
- Montrose Beach
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- Northwestern Memorial Hospital
- Michigan Avenue
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- Michigan Avenue Bridge
- Henry Gerber House
- Ohio Street Beach
- Oak Street Beach
- The Salt Shed
- Ann and Robert H. Lurie Children's Hospital
- Bally's Casino Chicago
- Northwestern Pritzker School of Law
- Bridgehouse and Chicago River Museum
- Chicago Place Mall
- The East Bank Club
- St. James Cathedral
- Picasso Statue
- Skydeck Ledge
- 311 S Wacker Dr
- 875 North Michigan Avenue
- Art Institute of Chicago
- Chicago Board of Trade Building
- Second City
- 360 CHICAGO
- Cibc Theatre
- 333 West Wacker Drive
- International Museum of Surgical Science
- Maggie Daley Park
- Prentice Women's Hospital
- Farm-In-The-Zoo
- Rookery
- Cyrus McCormick Mansion
- Tribune Tower
- Goodman Theater
- Holy Name Cathedral
- Wrigley Field
- Wrigley Building
- Lighthouse ArtSpace Chicago
- Auditorium Building and Theatre
- Lincoln Park Zoo
- Chicago Water Tower
- Water Tower Place
- Cooking & Hospitality Institute of Chicago
- 900 North Michigan Shops
- Buckingham Fountain
- University of Illinois Chicago
- Dave & Buster's
- St. John Cantius Church
- Depaul University-Loop Campus
- Unity Temple
- Navy Pier
- Annunciation Greek Orthodox Cathedral
- Chicago Cultural Center
- Monadnock Building
- Streeterville Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.