Near North Side Vacations from $380
Book a Hotel + Flight or Car together to unlock savings
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.
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $600, price is now $380 per person
$380
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (3,098 reviews)
Hospitality over all was top tier! Will definitely stay again
Reviewed on Jan 11, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $789, price is now $429 per person
$429
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Cleanliness, exceptional customer service, and a complimentary upgrade made our stay outstanding! The way the buffet staff efficiently managed the line, guided guests to tables, and consistently kept the food fresh—all while wearing genuine smiles—was truly impressive. Our room was spotless, modern, and well-stocked, exceeding our expectations. We will definitely be back!
Reviewed on Jan 11, 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
5 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.
Near North Side Hotel Deals
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $105 total per night from Jan 25 to Jan 26
$105 total
Jan 25 - Jan 26
Total with taxes and fees
8.8/10 Excellent! (3,699 reviews)
Everything was good! just so sad pool was closed
Reviewed on Jan 12, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $110 total per night from Jan 19 to Jan 20
$110 total
Jan 19 - Jan 20
Total with taxes and fees
8.4/10 Very Good! (5,532 reviews)
The hotel is well kept: clean, no bad smell, updated, and clean. The staff at the happy hour and breakfast were all professional, friendly and hard working. The room was clean and nice. The w
Reviewed on Jan 10, 2026
Eurostars Magnificent Mile
660 North State Street Chicago IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $110 total per night from Feb 11 to Feb 12
$110 total
Feb 11 - Feb 12
Total with taxes and fees
8.8/10 Excellent! (3,173 reviews)
Amazing
Reviewed on Jan 12, 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.
Discover the most popular places to visit in Near North Side
Merchandise Mart
4.5/5(333 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 acclaimed art scene.
Water Tower Place
4.5/5(834 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
4.5/5(1,913 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 acclaimed theater scene.
Things to do
Skydeck - Willis Tower Admission
$44
per adult
100% of travellers recommend
Chicago Bulls Basketball Game at United Center
$83
per adult
80% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Explore a world of travel with Expedia
- Chicago Hotels
- Hotels near Downtown Chicago
- Cheap Hotels in Chicago
- Hotels near Magnificent Mile
- Hotels near Chicago Riverwalk
- Hotels with Free Airport Shuttle in Chicago
- Hotels near River North
- Cheap Hotels in Downtown Chicago
- Hotels near Michigan Avenue
- Hotels with Free Parking in Chicago
- Luxury Hotels in Downtown Chicago
- Extended Stay Hotels in Chicago
- Hotels near Annunciation Greek Orthodox Cathedral
- Hotels near Dave & Buster's
- Hotels near Newberry Library
- Hotels near Washington Square
- Hotels near The Loop
- Hotels near Clark-Division Station
- Central Chicago Hotels
- Hotels near Rush and Division
- Hotels near Chicago Station
- Rush Street Hotels
- Hotels with a View in Downtown Chicago
- Luxury Hotels in Magnificent Mile
- Hotels near Navy Pier
- Hotels near Gold Coast
- Hotels near ArchiTech Gallery
- Hotels near Chicago Station
- Luxury Hotels in Rush Street
- Boutique Hotels in Rush Street
- Historic Hotels in Rush Street
- Pet-friendly Hotels in Rush Street
- 5 Star Hotels in Rush Street
- Hotels with Air Conditioning in Rush Street
- Hotel Wedding Venues Hotels in Rush Street
- Beach Hotels in Rush Street
- Resorts & Hotels with Spas in Rush Street
- Motels in Rush Street
- Golf Hotels in Rush Street
- Guest Houses in Rush Street
- Hotels near Oak Street
- Hotels near Millennium Park
- Hotels near Aldo Castillo Gallery
- Hotels near Grant Park
- Hotels with Free Parking in Magnificent Mile
- Hotels near Holy Name Cathedral
- Chicago Vacations
- Visit Downtown Chicago
- Dave & Buster's
- Annunciation Greek Orthodox Cathedral
- Newberry Library
- John Hancock Center
- Cooking & Hospitality Institute of Chicago
- Water Tower Place
- Holy Name Cathedral
- Rush Street Vacations
- Chicago Water Tower
- Navy Pier
- Aldo Castillo Gallery
- 900 North Michigan Shops
- Fourth Presbyterian Church
- Oak Street Beach
- Lookingglass Theatre
- Chinese Consulate
- Chicago Place Mall
- St. James Cathedral
- Magnificent Mile Vacations
- Driehaus Museum
- Broadway Playhouse
- River North Vacations
- Chicago History Museum
- Ann and Robert H. Lurie Children's Hospital
- Gold Coast Vacations
- Shops at North Bridge
- Northwestern Memorial Hospital
- Visit Rush Street
- American Medical Association Headquarters
- Cyrus McCormick Mansion
- Michigan Avenue
- Prentice Women's Hospital
- The East Bank Club
- Tribune Tower
- Streeterville Vacations
- Ohio Street Beach
- International Museum of Surgical Science
- Chicago Riverwalk
- Ronald McDonald House near Lurie Children’s
- Chicago Theatre
- Wrigley Building
- Richard Norton Gallery
- Museum of Broadcast Communications
- Marina City
- Merchandise Mart
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.