Near North Side Vacation Packages 2025 from $312

Near North Side flight + hotel vacation packages

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

Fairmont Chicago at Millennium Park

Downtown Chicago

per person

Mar 28 - Mar 30

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Gurnee Motel

per person

Mar 26 - Mar 28

found 1 day 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. Business travelers can take advantage of the express check-in. Express check-out and a computer station are also provided.

Motel 6 Villa Park, IL - Chicago West

per person

Mar 26 - Mar 28

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Chicago (ORD)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a snack bar/deli, and laundry facilities are also on offer.

Econo Lodge

per person

Mar 26 - Mar 28

found 1 day 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. Dry cleaning is provided and the front desk is staffed around-the-clock.

Motel 6 Glenview, IL - Chicago North

per person

Mar 26 - Mar 28

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Chicago (ORD)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli and laundry facilities are also provided.

Top Near North Side hotels deals

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$116

includes taxes & fees

$99 per night

Feb 24 - Feb 25

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

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$174

includes taxes & fees

$152 per night

Mar 7 - Mar 8

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.

Spa

Pet friendly

Hotel Riu Plaza Chicago

150 East Ontario Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$132

includes taxes & fees

$112 per night

Feb 24 - Feb 25

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.

Breakfast included

Free WiFi

Thompson Chicago, by Hyatt

21 East Bellevue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$157

includes taxes & fees

$136 per night

Mar 10 - Mar 11

This hotel features 2 bars/lounges and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.

Pet friendly

Free WiFi

Hotel Felix River North/Magnificent Mile

111 W Huron St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$119

includes taxes & fees

$101 per night

Feb 23 - Feb 24

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

Aloft Chicago Mag Mile

243 E. Ontario, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$99

includes taxes & fees

$84 per night

Feb 25 - Feb 26

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.

Pool

Pet friendly

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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 art 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 $312. 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.