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.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $490, price is now $319 per person
$319
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A hair salon, express check-in, and express check-out are also on offer.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $795, price is now $424 per person
$424
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $683, price is now $421 per person
$421
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,647, price is now $1,082 per person
$1,082
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $600, price is now $396 per person
$396
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Top North Side hotels deals

Hotel Lincoln

Hotel Lincoln

4 out of 5
1816 N Clark Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $145 total per night
$145 total
Nov 22 - Nov 23
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 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
$124 nightly
The price is $145 total per night
$145 total
Nov 23 - Nov 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
The Majestic Hotel

The Majestic Hotel

3 out of 5
528 W Brompton Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $134 total per night
$134 total
Nov 18 - Nov 19
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 Willows Hotel

The Willows Hotel

3 out of 5
555 W Surf St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $138 total per night
$138 total
Nov 22 - Nov 23
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
City Suites Hotel

City Suites Hotel

3 out of 5
933 W Belmont Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $128 total per night
$128 total
Nov 23 - Nov 24
Total with taxes and fees
Free WiFi in public areas, a fireplace in the lobby, and express check-out are available at this hotel. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Free WiFi
Air conditioning
Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel

3 out of 5
3434 N. Broadway Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $189 total per night
$189 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features a gym and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the sauna and free continental breakfast each morning.
Hot Tub
Breakfast included
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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 $319, 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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