Near North Side Vacations from $240
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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.
Illinois Beach Hotel
Save 100% on your flight
Price was $409, price is now $240 per person
$240
per person
Feb 3 - Feb 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8/10 Very Good! (478 reviews)
We had to switch rooms due to not having hot water but the staff was very good and switched us with no issues
Reviewed on Dec 20, 2025
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,002, price is now $620 per person
$620
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Great spot for a quick work trip! I loved the space and kitchen and location.
Reviewed on Dec 21, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $712, price is now $446 per person
$446
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Clean rooms and lobby. Courteous staff and amazing breakfast
Reviewed on Dec 23, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,075, price is now $674 per person
$674
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Loved it here and would stay again! Everything was perfect!
Reviewed on Dec 21, 2025
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Ashburn
Save 100% on your flight
Price was $645, price is now $420 per person
$420
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
7/10 Good! (29 reviews)
Clean room friendly staff
Reviewed on Nov 17, 2025
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 5 to Jan 6
$105 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.8/10 Excellent! (3,549 reviews)
Amazing
Reviewed on Dec 23, 2025
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 Jan 22 to Jan 23
$110 total
Jan 22 - Jan 23, 2026
Total with taxes and fees
8.8/10 Excellent! (3,152 reviews)
Always a comfortable and consistent stay with little to no noise, spacious room and great staff
Reviewed on Dec 19, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $111 total per night from Jan 4 to Jan 5
$111 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (5,439 reviews)
The stay was good i guess, but there is no pool at the hotel and we needed to wait for long time for the elevators, we also had to take the stairs from 6th floor with 2 kids and the luggages bc the elevators are so full. But we enjoyed the breakfast! Its just that i booked the hotel for the pool. ...
Reviewed on Dec 22, 2025
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
Water Tower Place
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.
Merchandise Mart
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.
875 North Michigan Avenue
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 art scene.
Things to do
Chicago Bulls Basketball Game at United Center
$80
per adult
80% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
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- 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.