North Side Vacations from $263
Book a Hotel + Flight or Car together to unlock savings
Photo by Vincent Ramundo
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest North Side vacation packages
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was $462, price is now $263 per person
$263
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,947 reviews)
Clean property and room with a nice view, all staff members were polite and helpful when needed
Reviewed on Dec 12, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $922, price is now $522 per person
$522
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
All of the above. Staff was wonderful. Room was clean and comfortable. On site amenities were great and food was superb. Best espresso martini I’ve ever tasted.
Reviewed on Dec 11, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $618, price is now $359 per person
$359
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on Nov 26, 2025
Where to stay in North Side
Find the best North Side areas and neighborhoods for the activities you enjoy most. Learn more about North Side
Lincoln Park
7 out of top 10 points of interest in this area
4.5/5(320 area reviews)
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.
Discover the most popular places to visit in North Side
Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Lincoln Park Zoo
4.5/5(793 reviews)
This small zoo in the center of Chicago is perfect for small children and parents looking for a quiet, leisurely stroll — and some impressive animals!
Chicago History Museum
4.5/5(23 reviews)
Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history.
What to do in North Side
Chicago Bulls Basketball Game at United Center
$98
per adult
80% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$45
per adult
94% of travellers recommend
North Side Hotel Deals
Hotel Lincoln
1816 N Clark Street Chicago IL
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $127 total per night from Dec 29 to Dec 30
$127 total
Dec 29 - Dec 30
Total with taxes and fees
7.6/10 Good! (1,060 reviews)
Great service and room
Reviewed on Dec 8, 2025
The Majestic Hotel
528 W Brompton Ave Chicago IL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $99 total per night from Jan 7 to Jan 8
$99 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
Clean and great local. Walkable. Parking.
Reviewed on Dec 8, 2025
Hotel Versey Chicago Lincoln Park
644 West Diversey Parkway Chicago IL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $95 total per night from Dec 21 to Dec 22
$95 total
Dec 21 - Dec 22
Total with taxes and fees
8.6/10 Excellent! (1,488 reviews)
The pillows were some of the worst ones I have ever used. The staff was always warm, friendly and welcoming. The whole place stands out, very hipster. If you stay here bring your business advertisement stickers!! The neighborhood where its located is perfect! I love how close morning coffee is. Multiple ...
Reviewed on Dec 6, 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.
Find the Best North Side Vacation Packages
North Side Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
More vacations you might like
Explore a world of travel with Expedia
- Chicago Hotels
- Hotels near Downtown Chicago
- Cheap Hotels in Chicago
- Hotels near Wrigley Field
- Hotels near Hamlin Park
- Hotels near Paulina Station
- Hotels near Roscoe Village
- Hotels near Athenaeum Theatre
- Hotels near Wrigleyville
- Hotels near Lakeview
- Hotels near Southport Station
- Hotels near Theater Wit
- Hotels near Stage 773
- Hotels near North Center
- Romantic Hotels in North Center
- Hotels near Remy Bumppo Theatre Company
- Cheap Hotels in Lakeview
- Hotels near St. Ben's
- Hotels near Bucktown
- Hotels with Free Parking in Lakeview
- Boutique Hotels in Lakeview
- Pet-friendly Hotels in Lakeview
- Luxury Hotels in Lakeview
- Resorts & Hotels with Spas in Lakeview
- Hilton Hotels in Lakeview
- Hotels with a Pool in Lakeview
- Hotels near Vic Theatre
- Extended Stay America Hotels in Lakeview
- Hotels with Hot Tubs in Lakeview
- 5 Star Hotels in Lakeview
- Gay friendly Hotels in Lakeview
- Hotels with Free Breakfast in Lakeview
- Hotels on the Lake in Lakeview
- Romantic Hotels in Lakeview
- Family Hotels in Lakeview
- Best Western Hotels in Lakeview
- Hotels with Balconies in Lakeview
- Hotels & Resorts for Couples in Lakeview
- Hotels with Suites in Lakeview
- Beach Hotels in Lakeview
- 4 Star Hotels in Lakeview
- Marriott Hotels & Resorts in Lakeview
- Hotels with Restaurants in Lakeview
- Historic Hotels in Lakeview
- Hotels with Fireplaces in Lakeview
- All-inclusive Resorts in Lakeview
- Extended Stay Hotels in Lakeview
- Motel 6 Hotels in Lakeview
- Hotel Wedding Venues Hotels in Lakeview
- Hotels with Air Conditioning in Lakeview
- 3 Star Hotels in Lakeview
- Loews Hotels in Lakeview
- Quiet Resorts & in Lakeview
- Hotels near Chicago's Mercury Theater
- Pet-friendly Hotels in Bucktown
- Hotels with a Gym in Bucktown
- Hotels with Bars in Bucktown
- Hotels with a Pool in Bucktown
- Resorts & Hotels with Spas in Bucktown
- 5 Star Hotels in Bucktown
- Extended Stay Hotels in Bucktown
- Hotels with Tennis Courts in Bucktown
- Hotel with a Concierge Hotels in Bucktown
- Chicago Vacations
- Wrigley Field
- Theater Wit
- Defiant Theatre
- Lakeview Vacations
- Vic Theatre
- St. Josaphat Church
- Wrigleyville Vacations
- Advocate Illinois Masonic Medical Center
- Visit North Center
- Apollo Theater Chicago
- Briar Street Theatre
- Visit Lakeview
- DePaul University-Lincoln Park
- DePaul Art Museum
- Our Lady of Mount Carmel Church
- Kingston Mines
- Blues on Halstead
- Visit Bucktown
- Lincoln Hall
- Gorilla Tango Theatre
- Car rentals near Chicago
- Car rental Chicago Airport (ORD)
- Car rentals near Theater Wit
- Car rentals near North Center
- Car rentals near Lakeview
- Budget Rental Cars in Lakeview
- Avis Rental Cars in Lakeview
- Enterprise Rental Cars in Lakeview
- Hertz Rental Cars in Lakeview
- Payless Rental Cars in Lakeview
- Rent A Wreck Rental Cars in Lakeview
- Mini Car Rentals in Lakeview
- Convertible Car Rentals in Lakeview
- Car rentals near Bucktown
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
