North Side Vacation Packages 2025/2026 from $431

North Side flight + hotel vacation packages

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

The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Save 100% on your flight

$431

per person

Nov 25 - Dec 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and WiFi in public areas. Self parking, a lobby fireplace, and luggage storage are also offered.

The Westin Michigan Avenue Chicago

Downtown Chicago

$638

per person

Dec 23 - Dec 28

found 4 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

Hotel Riu Plaza Chicago

Downtown Chicago

$761

per person

Nov 25 - Dec 2

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.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$681

per person

Nov 25 - Dec 2

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. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

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.

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.

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.

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.

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.

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.

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.

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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

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.

Frequently asked questions

How much are vacation packages to North Side?

With vacation packages being sold for only $431, 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!