Deals on vacations and trips to North Side

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North Side flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $858, price is now $593 per person
$593
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,655, price is now $1,010 per person
$1,010
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, a business center, and a picnic area are also offered.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,809, price is now $1,205 per person
$1,205
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,086, price is now $731 per person
$731
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,085, price is now $735 per person
$735
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.

Top North Side hotels deals

The Majestic Hotel

The Majestic Hotel

3 out of 5
528 W Brompton Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $180 total per night
$180 total
Aug 26 - Aug 27
Total with taxes and fees
Free WiFi in public areas, a fireplace in the lobby, and luggage storage are available at this hotel. A safe deposit box is provided and the front desk is staffed around-the-clock.
Free WiFi
Air conditioning
Hotel Lincoln

Hotel Lincoln

4 out of 5
1816 N Clark Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$167 nightly
The price is $196 total per night
$196 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.
Pet friendly
Free WiFi
The Willows Hotel

The Willows Hotel

3 out of 5
555 W Surf St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $172 total per night
$172 total
Aug 12 - Aug 13
Total with taxes and fees
Free WiFi in public areas, a fireplace in the lobby, and luggage storage are available at this hotel. A safe deposit box is provided and the front desk is staffed around-the-clock.
Free WiFi
Air conditioning
The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
3475 N. Clark St. Chicago IL
Free Cancellation
Reserve now, pay when you stay
$176 nightly
The price is $207 total per night
$207 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace, express check-in, and express check-out are also on offer.
Pet friendly
Free WiFi
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave Chicago IL
$233 nightly
The price is $274 total per night
$274 total
Sep 1 - Sep 2
Total with taxes and fees
This aparthotel features free WiFi in public areas, a garden, and laundry facilities. A virtual front desk are provided for your convenience.
Free WiFi
Air conditioning
City Suites Hotel

City Suites Hotel

3 out of 5
933 W Belmont Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$158 nightly
The price is $186 total per night
$186 total
Aug 26 - Aug 27
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A lobby fireplace, express check-out, and luggage storage are also on offer.
Free WiFi
Air conditioning
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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 North Side attractions

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by © City of Chicago
Open Photo by © City of Chicago

Wrigley Field

9.0/10 (11,704 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
See properties

Frequently asked questions

How much are vacation packages to North Side?
With vacation packages being sold for only $593, you won't need to blow out the credit card for your visit to North Side. Travelocity can help. Combine experiences, flights and hotels into a package and land exciting discounts. The more you book, the more you save.
Where can I get the best vacation package deals for North Side?
Travelocity is the place to go to score an awesome North Side package deal. Select from 400 air carriers and 1,000,000 properties worldwide and craft a vacation package that fits your style. With almost endless choice, you'll have plenty of inspiration for your next big adventure.
Why should I book my North Side vacation bundle with Travelocity?
Because we believe in crafting special vacation experiences. From flights and hotels to car rentals and activities, our packages make traveling a breeze. Our customer support is available 24/7 to ensure you're being well taken care of. We also have a Price Match Guarantee, so you can book your getaway knowing you've scored the best deal possible. If you find a lower price, we'll match it!
Can I save on my North Side car rental if I combine it with hotels and flights?
Most definitely — and booking one of our North Side vacation packages is the simplest way to go about this. Bundle any combination of a hotel, flight, car and experience and score awesome discounts. The more you book, the more you save. There are so many exciting sights around North Side to put on your to-do list, including Six Flags Great America (35 mi from North Side). Nothing beats exploring thrilling places like this with the freedom of your own car rental.
What is there to do in North Side?
As you're strolling through North Side, don't forget to pay a visit to Wrigley Field and Lincoln Park Zoo. You won't be short of things to do!

Photos of local treasures

Browse North Side vacation photos for more inspiration

A nighttime city skyline reflected in a calm body of water, with illuminated buildings and a bridge.
A frozen river with a city skyline in the background.
A swan swimming among ducks in a body of water.
A stone monument with a statue of a man on horseback, surrounded by trees and a stone wall.
A modern high-rise building with a distinctive spiral fire escape and a neighboring building with a grid of windows.

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