Near North Side Vacation Packages 2025 from $596

Near North Side flight + hotel vacation packages

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

Viceroy Chicago

Downtown Chicago

Save 100% on your flight

per person

Feb 2 - Feb 7

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features 2 restaurants and a gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Waldorf Astoria Chicago

Downtown Chicago

Save 100% on your flight

per person

Feb 2 - Feb 7

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the gym and perks like a free area shuttle.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

per person

Mar 14 - Mar 17

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa and A 24-hour gym are featured at this smoke-free aparthotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and perks like free WiFi.

Virgin Hotels Chicago

Downtown Chicago

Save 100% on your flight

per person

Mar 14 - Mar 17

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A nightclub, 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 a rooftop terrace, bar/lounge, and coffee shop.

Pendry Chicago

Downtown Chicago

per person

Feb 6 - Feb 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) 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.

Top Near North Side hotels deals

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

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

Free Cancellation

$130

includes taxes & fees

$111 per night

Jan 7 - Jan 8, 2025

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.

Pool

Free WiFi

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$131

includes taxes & fees

$111 per night

Dec 24 - Dec 25

This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking.

Air conditioning

Gym

Eurostars Magnificent Mile

660 North State Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$110

includes taxes & fees

$94 per night

Jan 20 - Jan 21, 2025

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.

Spa

Free WiFi

W Chicago - Lakeshore

644 N Lake Shore Dr, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$158

includes taxes & fees

$135 per night

Dec 26 - Dec 27

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

Pool

Pet friendly

InterContinental Chicago Magnificent Mile, an IHG Hotel

505 N Michigan Ave, Chicago, IL

Free Cancellation

$210

includes taxes & fees

$184 per night

Dec 24 - Dec 25

This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. You'll appreciate the steam room, bar/lounge, and coffee shop.

Pool

Spa

Hotel Felix River North/Magnificent Mile

111 W Huron St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$118

includes taxes & fees

$104 per night

Jan 13 - Jan 14, 2025

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.

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

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.

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 fascinating museums.

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 $596. 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.