North Side Vacation Packages 2025/2026 from $295

North Side flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Staybridge Suites, Lincolnshire by IHG

Half Day

Save 100% on your flight

$295

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Save 100% on your flight

$484

per person

Sep 24 - Sep 29

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, free WiFi in public areas, and valet parking. A terrace, a snack bar/deli, and a free grocery shopping service are also on offer.

Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Save 100% on your flight

$564

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.

La Banque Hotel

Save 100% on your flight

$561

per person

Nov 7 - Nov 12

found 22 hours ago

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Baymont by Wyndham Chicago/Alsip

Save 100% on your flight

$298

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (MDW)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Top North Side hotels deals

The Majestic Hotel

528 W Brompton Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$167 nightly

$196 total

Sep 16 - Sep 17

Total includes taxes and fees

A gym is featured at this hotel, along with free WiFi in public areas and a fireplace in the lobby. Dry cleaning, luggage storage, and laundry facilities are also on offer.

Free WiFi

Air conditioning

Hotel Lincoln

1816 N Clark Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$151 nightly

$177 total

Aug 25 - Aug 26

Total includes 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, laundry service, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.

Pet friendly

Restaurant

The Willows Hotel

555 W Surf St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$187 total

Aug 24 - Aug 25

Total includes 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

Chicago Getaway Hostel

616 W Arlington Pl, Chicago, IL

Get rates

This hostel features a terrace, laundry facilities, and self parking. Enjoy the free continental breakfast each morning. A business center, a garden, and a library are also on offer.

Breakfast included

Air conditioning

City Suites Hotel

933 W Belmont Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$198 total

Aug 25 - Aug 26

Total includes taxes and fees

A gym, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A lobby fireplace, express check-out, and luggage storage are also on offer.

Free WiFi

Air conditioning

Hotel Versey Chicago Lincoln Park

644 West Diversey Parkway, Corner Diversey/Clark/Broadway, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$140 total

Aug 25 - Aug 26

Total includes taxes and fees

This hotel features free WiFi in public areas, concierge services, and self parking. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Pet friendly

Free WiFi

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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.

Popular places to visit

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.

Frequently asked questions

How much are vacation packages to North Side?

With vacation packages being sold for only $295, 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!