Near North Side Vacation Packages 2025 from $350

Near North Side flight + hotel vacation packages

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

Dorothy's

Lakeview

per person

Jun 11 - Jun 13

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Chicago (ORD)

Free WiFi in public areas, a communal living room, and luggage storage are available at this bed & breakfast. Enjoy the free continental breakfast each morning. Laundry facilities and a virtual front desk are also provided.

Halsted Inn and Suites Harvey - Chicago Southland

per person

May 30 - Jun 1

found 12 hours ago

Roundtrip flight included

San Juan (SJU) to Chicago (ORD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling for business? Take advantage of the business center, express check-out, and conference space. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Red Roof Inn Gurnee - Waukegan

per person

May 30 - Jun 1

found 12 hours ago

Roundtrip flight included

San Juan (SJU) to Chicago (ORD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Multilingual staff can provide around-the-clock assistance and free newspapers are on offer.

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

per person

May 30 - Jun 1

found 12 hours ago

Roundtrip flight included

San Juan (SJU) to Chicago (ORD)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

MainStay Suites Northbrook Wheeling

per person

Jul 3 - Jul 6

found 1 day 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 business center. There's a 24-hour gym on site, and laundry facilities and barbecue grills are also offered.

Top Near North Side hotels deals

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$175

includes taxes & fees

$149 per night

Apr 20 - Apr 21

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

Pool

Breakfast included

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$154

includes taxes & fees

$132 per night

Apr 21 - Apr 22

A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$200

includes taxes & fees

$174 per night

May 1 - May 2

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.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

$140

includes taxes & fees

$119 per night

Apr 20 - Apr 21

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Express check-out, luggage storage, and concierge services are also on offer.

The Royal Sonesta Chicago River North

505 N State Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$207

includes taxes & fees

$176 per night

Apr 20 - Apr 21

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Pool

Pet friendly

Hotel Felix River North/Magnificent Mile

111 W Huron St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$127

includes taxes & fees

$109 per night

Apr 20 - Apr 21

This hotel features 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 lobby fireplace, a communal living room, and express check-out are also on offer.

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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

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Water Tower Place

4.5/5(834 reviews)

Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

Merchandise Mart

4.5/5(333 reviews)

You can learn about the history of Chicago with a trip to Merchandise Mart. Amble around this vibrant area's riverfront or experience its acclaimed art scene.

Frequently asked questions

How much are vacation packages to Near North Side?

Your vacation daydreams can come to life in Near North Side for only $350. Package deals include flights and hotels, so they’re bound to make booking easy as pie. All you’ll have to focus on is having an incredible time.

Where can I get the best vacation package deals for Near North Side?

Travelocity is here to help you lock in a terrific Near North Side package deal. With no less than 400 air carriers and 1,000,000 properties worldwide, we’re sure you’ll be able to put together the perfect itinerary.

Why should I purchase my Near North Side vacation package via Travelocity?

Because you’ll never wander on your own if you book your trip through us, and we offer round-the-clock customer support and top-notch service to boot. Add to that our Price Match Guarantee and countless destinations to choose from. It’s our job to help you jet off on the vacation of a lifetime.

Can I save on my Near North Side car rental if I bundle it with hotels and flights?

Sure can — and booking one of our Near North Side vacation packages is the simplest way to do this. Bundle any combination of a car, flight, hotel and experience and score great discounts. The more you book, the more you’ll save. There are so many famous sights in Near North Side to put on your itinerary, including Six Flags Great America (35 mi from Near North Side). Nothing beats exploring places like this with the freedom of your own car rental.

What is there to do in Near North Side?

Grab your vacation itinerary and make a note of Kendall College and House of Glunz. They’re a couple of the most popular sights in Near North Side.