North Side Vacations from $302
Book a Hotel + Flight or Car together to unlock savings
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, 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.
DoubleTree by Hilton Chicago Schaumburg
Save 100% on your flight
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.4/10 Good! (1,003 reviews)
The bathroom we had wasn’t convenient. There was no place to put any toiletries. The lotion was empty.
Reviewed on Jul 6, 2025
The French Country Inn Lake Geneva
per person
Aug 28 - Sep 2
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.8/10 Excellent! (126 reviews)
The views are great in this historic Inn. Layed back but still classy. Away from the crowds but great dining that adds some fun. Could use a few room convinces and amenities like a working coffee and micro.
Reviewed on Jun 29, 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
5 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
Wendella's 90-min Chicago River Architecture Tour
$45
per adult
94% of travellers recommend
Chicago: Architecture Boat Tour with Drinks
$42
per adult
86% of travellers recommend
North Side Hotel Deals
The Majestic Hotel
528 W Brompton Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $175 total per night from Aug 11 to Aug 12
$175 total
Aug 11 - Aug 12
Total includes taxes and fees
8.4/10 Very Good! (1,012 reviews)
"The bed is a little close to the dresser. But good location near Wrigleyville & BoysTown. The front desk was nice. But not aware of the VIP amenities like room upgrades and free late checkout."
Reviewed on Jul 12, 2025
Chicago Getaway Hostel
616 W Arlington Pl, Chicago, IL
8.8/10 Excellent! (1,098 reviews)
"Loved it, really sad they’re closing. Staff were so kind and it was a welcoming space"
Reviewed on Jul 12, 2025
Hotel Lincoln
1816 N Clark Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $195 total per night from Aug 7 to Aug 8
$195 total
Aug 7 - Aug 8
Total includes taxes and fees
7.8/10 Good! (1,008 reviews)
"location"
Reviewed on Jul 12, 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
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.