Deals on vacations and trips to Near North Side

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Near North Side flight + hotel vacation packages

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

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,212, price is now $753 per person
$753
per person
Jul 24 - Jul 28
found 5 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,381, price is now $858 per person
$858
per person
Jul 24 - Jul 28
found 5 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,341, price is now $874 per person
$874
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,345, price is now $905 per person
$905
per person
Jul 24 - Jul 28
found 5 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,243, price is now $841 per person
$841
per person
Jul 24 - Jul 28
found 5 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa, 2 restaurants, and a gym are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A business center, a terrace, and dry cleaning are also on offer.

Top Near North Side hotels deals

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $185 total per night
$185 total
May 25 - May 26
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Breakfast included
Free WiFi
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $148 total per night
$148 total
May 25 - May 26
Total with taxes and fees
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
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Free Cancellation
$179 nightly
The price is $213 total per night
$213 total
May 25 - May 26
Total with taxes and fees
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. Enjoy the sauna and conveniences like a 24-hour front desk and laundry facilities.
Pool
Free WiFi
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $146 total per night
$146 total
May 25 - May 26
Total with taxes and fees
This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Business travelers can take advantage of the free WiFi in public areas. Self parking, express check-out, and luggage storage are also offered.
Pet friendly
Free WiFi
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $117 total per night
$117 total
May 25 - May 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also offered.
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $189 total per night
$189 total
May 25 - May 26
Total with taxes and fees
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
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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

Merchandise Mart

Merchandise Mart

4.5/5(340 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.

Merchandise Mart
Water Tower Place

Water Tower Place

4.5/5(845 reviews)

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

Water Tower Place
875 North Michigan Avenue

875 North Michigan Avenue

4.5/5(1,936 reviews)

You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

875 North Michigan Avenue

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 $753. 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.

Photos of local treasures

Browse Near North Side vacation photos for more inspiration

Chicago_NearNorthSide_137043_09
Near North Side
Merchandise Mart
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept
Near North Side