Near North Side Vacation Packages 2025 from $338

Near North Side flight + hotel vacation packages

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

Kinzie Hotel

Downtown Chicago

per person

Jun 13 - Jun 15

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Self parking, limo/town car service, and express check-out are also offered.

Staybridge Suites Chicago - Glenview by IHG

Save 100% on your flight

per person

Jun 3 - Jun 9

found 1 day ago

Roundtrip flight included

Houston (IAH) to Chicago (ORD)

This hotel features an indoor pool and a 24-hour gym. Families will appreciate the playground and onsite laundry facilities. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.

Dorothy's

Lakeview

Save 100% on your flight

per person

May 5 - May 8

found 12 hours ago

Roundtrip flight included

Minneapolis (MSP) 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.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

per person

May 29 - Jun 3

found 22 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

per person

Jun 13 - Jun 15

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A restaurant is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas. There's a 24-hour gym on site, and a coffee shop and a snack bar/deli are also provided.

Top Near North Side hotels deals

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

$149

includes taxes & fees

$127 per night

Apr 14 - Apr 15

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.

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$164

includes taxes & fees

$143 per night

Apr 21 - Apr 22

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

Free Cancellation

Reserve now, pay when you stay

$127

includes taxes & fees

$108 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.

Pool

Pet friendly

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$159

includes taxes & fees

$135 per night

Apr 6 - Apr 7

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.

Pool

Pet friendly

The Royal Sonesta Chicago River North

505 N State Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$186

includes taxes & fees

$158 per night

Apr 1 - Apr 2

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.

Hotel Riu Plaza Chicago

150 East Ontario Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$163

includes taxes & fees

$139 per night

Mar 31 - Apr 1

A restaurant is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas. There's a 24-hour gym on site, and a coffee shop and a snack bar/deli are also provided.

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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.

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 theater scene.

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.

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 $338. 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.