North Kenwood Vacations from $242

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Your North Kenwood Vacation

Embark on your next big travel adventure with one of our North Kenwood vacation packages. Spend your time getting to know this neighborhood's many delights, such as its history. Not sure what to do and see during your trip to North Kenwood? Nearby attractions such as University of Chicago, Chicago Museum of Science and Industry and Guaranteed Rate Field are good places to begin. No matter what your ideal North Kenwood vacation may look like, you can turn it into reality with Expedia.

The Latest North Kenwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $422, price is now $242 per person
$242
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,273 reviews)
Staff was very friendly and always available to assist. There was a lack of variety for breakfast pastries but plenty of coffee and tea.

Reviewed on Oct 27, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $962, price is now $539 per person
$539
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (721 reviews)
Clean and seemed fairly new, nice staff and great location

Reviewed on Oct 27, 2025

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $975, price is now $577 per person
$577
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,118 reviews)
Great staff, great location, nice vibes and a fabulous rooftop bar, but then again most bars are fabulous!

Reviewed on Oct 19, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $458, price is now $283 per person
$283
per person
Dec 19 - Dec 21
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Our stay was absolutely excellent! The room was spotless and stylish, but what really stood out was the rooftop — breathtaking views, great ambiance, and the perfect spot to unwind. The concierge team was phenomenal — attentive, knowledgeable, and made every recommendation feel personalized. From check-in to check-out, everything felt seamless and top-tier. Truly a 5-star experience worth repeating!

Reviewed on Oct 28, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $792, price is now $498 per person
$498
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Easy check-in, friendly staff, beautiful building with nice amenities.

Reviewed on Oct 27, 2025

Where to stay in North Kenwood

Find the best North Kenwood areas and neighborhoods for the activities you enjoy most. Learn more about North Kenwood
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

North Kenwood Hotel Deals

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
$118 nightly
The price is $139 total per night from Nov 16 to Nov 17
$139 total
Nov 16 - Nov 17
Total with taxes and fees
8.4/10 Very Good! (5,159 reviews)
The room was spotless. The buffet breakfast was delicious. The staff were all friendly and helpful.

Reviewed on Oct 28, 2025

Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $129 total per night from Nov 25 to Nov 26
$129 total
Nov 25 - Nov 26
Total with taxes and fees
7.8/10 Good! (9,616 reviews)
Check in was easy, things are clean and efficient. The hotel itself needs a facelift in that it smells old and dank and the room itself was strange. A random closet type thing was pushed up agains an adjoining door, the tiles in the bathroom/shower are all crooked and random, it feels like someone ...

Reviewed on Oct 28, 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $99 total per night from Nov 25 to Nov 26
$99 total
Nov 25 - Nov 26
Total with taxes and fees
7.8/10 Good! (2,534 reviews)
Excellent location close to everything. Room with a double bed was small but had a nice bathroom. Nice and friendly staff.

Reviewed on Oct 27, 2025

Freehand Chicago
See all 4,485 properties in North Kenwood
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in North Kenwood

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

$49
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

$44
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.