Near North Side Vacation Packages 2025 from $229

Near North Side flight + hotel vacation packages

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

Dorothy's

Lakeview

per person

Feb 21 - Feb 24

found 1 day ago

Roundtrip 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.

Fairmont Chicago at Millennium Park

Downtown Chicago

per person

Mar 28 - Mar 30

found 1 day 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 eco-certified hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

DoubleTree by Hilton Libertyville - Mundelein

per person

Mar 14 - Mar 16

found 4 hours ago

Roundtrip flight included

Minneapolis (MSP) to Chicago (ORD)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

L7 Chicago by LOTTE

Downtown Chicago

Save 100% on your flight

per person

Mar 28 - Mar 30

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. WiFi in public areas is free. Valet parking, a coffee shop, and a lobby fireplace are also offered.

Sonesta ES Suites Chicago Waukegan Gurnee

per person

Mar 14 - Mar 16

found 4 hours ago

Roundtrip flight included

Minneapolis (MSP) to Chicago (ORD)

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free continental breakfast each morning.

Top Near North Side hotels deals

Eurostars Magnificent Mile

660 North State Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$110

includes taxes & fees

$94 per night

Feb 20 - Feb 21

A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and express check-out are also provided.

Holiday Inn Chicago Dwtn - The Mart, an IHG Hotel

350 West Wolf Point Plaza, Building 2, Chicago, IL

$144

includes taxes & fees

$123 per night

Jan 30 - Jan 31

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 15 conference rooms, free WiFi in public areas, and express check-in. Self parking, express check-out, and a computer station are also offered.

InterContinental Chicago Magnificent Mile, an IHG Hotel

505 N Michigan Ave, Chicago, IL

Free Cancellation

$210

includes taxes & fees

$184 per night

Jan 26 - Jan 27

This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.

Aloft Chicago Mag Mile

243 E. Ontario, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$102

includes taxes & fees

$87 per night

Jan 26 - Jan 27

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Valet parking, a business center, and a snack bar/deli are also offered.

Hotel Felix River North/Magnificent Mile

111 W Huron St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$125

includes taxes & fees

$110 per night

Feb 7 - Feb 8

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.

DoubleTree by Hilton Chicago - Magnificent Mile

300 E Ohio St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$107

includes taxes & fees

$91 per night

Jan 29 - Jan 30

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the gym, poolside bar, and concierge services.

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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.

John Hancock Center

4.5/5(1,913 reviews)

You can find out about the history of Chicago with a visit to John Hancock Center. Amble around this vibrant area's lakeside 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 $229. 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.