North Side Vacations from $269
Book a Hotel + Flight or Car together to unlock savings
Photo by Vincent Ramundo
The Latest 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 $429, price is now $269 per person
$269
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 – Old Town
Downtown Chicago
Save 100% on your flight
Price was $775, price is now $451 per person
$451
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in
Reviewed on Dec 25, 2025
La Banque Hotel
Price was $803, price is now $484 per person
$484
per person
Feb 13 - Feb 17
found 22 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
The room was spotless and the staff was good. Loved the hotel. Was just an overnight stay. Wish we had stayed another day. Loved the area.
Reviewed on Nov 30, 2025
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $574, price is now $360 per person
$360
per person
Mar 7 - Mar 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
The room was amazing and the customer service was great!
Reviewed on Dec 28, 2025
Viceroy Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,009, price is now $654 per person
$654
per person
Mar 7 - Mar 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,129 reviews)
Staff was great. Rooms clean. Bar and staff exceptional.
Reviewed on Dec 28, 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
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Lincoln Park Zoo
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
Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history.
What to do in North Side
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Chicago Bulls Basketball Game at United Center
$80
per adult
80% 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 Jan 19 to Jan 20
$127 total
Jan 19 - Jan 20
Total with taxes and fees
7.6/10 Good! (1,064 reviews)
Front desk and valet were excellent. Quick check in.
Reviewed on Dec 23, 2025
Hotel Versey Chicago Lincoln Park
644 West Diversey Parkway Chicago IL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $86 total per night from Jan 8 to Jan 9
$86 total
Jan 8 - Jan 9
Total with taxes and fees
8.6/10 Excellent! (1,487 reviews)
Nice hotel and rooms
Reviewed on Dec 20, 2025
The Majestic Hotel
528 W Brompton Ave Chicago IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $104 total per night from Jan 4 to Jan 5
$104 total
Jan 4 - Jan 5
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
Great place, room, and location. Would stay again!
Reviewed on Dec 28, 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.