Near North Side Vacations from $609
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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.
Sports Illustrated Resorts Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,169, price is now $652 per person
$652
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,429 reviews)
Everything was perfect 😊😊
Reviewed on Jul 16, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,237, price is now $751 per person
$751
per person
Sep 25 - Sep 29
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (501 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.
Reviewed on Jul 14, 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
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $226 total per night from Jul 19 to Jul 20
$226 total
Jul 19 - Jul 20
Total with taxes and fees
8.2/10 Very Good! (1,763 reviews)
"We arrived into town at 9 am and they were able to get us into our room by 10:30am- amazing! We also loved the little rooftop terrace"
Reviewed on Jul 17, 2026
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$279 nightly
The price is $332 total per night from Jul 26 to Jul 27
$332 total
Jul 26 - Jul 27
Total with taxes and fees
Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2 Chicago IL
Fully refundable
$198 nightly
The price is $235 total per night from Jul 26 to Jul 27
$235 total
Jul 26 - Jul 27
Total with taxes and fees
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
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Explore a world of travel with Expedia
- Cadillac Palace Theatre
- Chicago Loop Synagogue
- Aldo Castillo Gallery
- Lake Point Tower
- Grant Park
- United Center
- Richard Norton Gallery
- Downtown Chicago Vacations
- Ronald McDonald House near Lurie Children’s
- Magnificent Mile Vacations
- Crown Fountain
- Millennium Park
- Chicago City Hall
- Milton Lee Olive Park
- Harold Washington Library Center
- Chicago History Museum
- Amazing Chicago's Funhouse Maze
- House of Blues Chicago
- Willis Tower
- North Avenue Beach
- River North Vacations
- Goose Island Vacations
- Chicago Children's Museum
- Roosevelt University
- Merchandise Mart
- Shops at North Bridge
- The Loop Vacations
- Carbide and Carbon Building
- Marina City
- Chinese Consulate
- Chicago Riverwalk
- Chase Tower
- Fisher Building
- Richard J. Daley Center
- Driehaus Museum
- Lincoln Park Conservatory
- Robie House
- Aon Center
- Civic Opera House
- Montrose Beach
- Daley Plaza
- Fourth Presbyterian Church
- Marshall Field Building
- Museum of Contemporary Art Chicago
- Chicago Vacations
- Northwestern Memorial Hospital
- Michigan Avenue
- Gold Coast Vacations
- 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.