North Side Vacation Packages 2025/2026 from $395

North Side flight + hotel vacation packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$395

per person

Nov 7 - Nov 9

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.

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

$831

per person

Nov 25 - Dec 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$686

per person

Nov 25 - Dec 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$492

per person

Dec 12 - Dec 14

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

Downtown Chicago

Save 100% on your flight

$698

per person

Dec 13 - Dec 20

found 20 hours 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

The Majestic Hotel

528 W Brompton Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$132 nightly

$155 total

Nov 4 - Nov 5

Total with taxes and fees

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

Free WiFi

Air conditioning

Hotel Lincoln

1816 N Clark Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$128 total

Nov 3 - Nov 4

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, 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

$126 nightly

$147 total

Oct 27 - Oct 28

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

933 W Belmont Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$126 nightly

$148 total

Nov 4 - Nov 5

Total with 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

$112 nightly

$131 total

Oct 27 - Oct 28

Total with 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

Hotel Zachary Chicago, a Tribute Portfolio Hotel

3630 N Clark St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$267 nightly

$313 total

Nov 3 - Nov 4

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a garden, and a lobby fireplace are also offered.

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 $395, 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!