Near North Side Vacations

Book a Hotel + Flight or Car together to unlock savings

Your Near North Side Vacation

Discover all the amazing things this neighborhood has to offer with a customized Near North Side vacation package. However you imagine yourself spending your time here, you'll find countless opportunities for fun, relaxation and adventure. Some popular nearby attractions to visit during your trip to Near North Side include Millennium Park, Willis Tower and Art Institute of Chicago. Stop dreaming and start doing. When it's time to lock in your vacation to Near North Side, Expedia will help get you there.

The Latest Near North Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,001 reviews)
We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)

Reviewed on May 10, 2024

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Downtown Chicago
per person
Jun 30 - Jul 5
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,022 reviews)
Overall had a great stay & enjoyed the view from my hotel room.

Reviewed on May 13, 2024

Ambassador Chicago, part of JdV by Hyatt

Ambassador Chicago, part of JdV by Hyatt

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 4 - Aug 10
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.8/10 Excellent! (1,015 reviews)
Everyone was super friendly and welcoming! Check in and check out was easy! The mattress was very comfy. Location is very convenient near CTA and bus stops!

Reviewed on May 14, 2024

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 16 - Jul 20
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.6/10 Excellent! (1,126 reviews)
Staff was amazing! Gabby especially. She was so friendly and welcoming! Made us feel right and home. We also had a technician come to the room to help retrieve my wife’s neclace that fell behind the sink. He got it out with little trouble, special shout out to him as well. The hotel is close to the redline subway and was easy to walk around from the hotel. Would highly recommend and would stay here in the future.

Reviewed on May 10, 2024

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 30 - Jul 5
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,005 reviews)
We have a plenty staying at this hotel has the best locations and restaurant is so good

Reviewed on May 13, 2024

Where to stay in Near North Side

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

Downtown Chicago

4 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 hotel + flight trips in Downtown Chicago

Near North Side Hotel Deals

Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $105 per night from May 27 to May 28
$105
$138 total
includes taxes & fees
May 27 - May 28
7.6/10 Good! (2,578 reviews)
"Very clean"

Reviewed on May 14, 2024

Warwick Allerton - Chicago
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $153 per night from May 27 to May 28
$153
$205 total
includes taxes & fees
May 27 - May 28
8.6/10 Excellent! (1,001 reviews)
"We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)"

Reviewed on May 10, 2024

The Westin Michigan Avenue Chicago
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3 out of 5
243 E. Ontario, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $166 per night from May 27 to May 28
$166
$195 total
includes taxes & fees
May 27 - May 28
8.4/10 Very Good! (2,195 reviews)
"It was a perfect location"

Reviewed on May 14, 2024

Aloft Chicago Mag Mile
See all 1,069 properties in Near North Side
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Near North Side vacation package cost?
Starting from only $408, a package is your passport to low-cost travel. Put together your Near North Side trip by picking from our wide range of hotels, airfares and rental cars.
How do I get a cheap travel package to Near North Side?
Secure flights that fit in with your schedule, add a hotel to your booking and watch the savings rack up with a Near North Side vacation package. It’s that simple! From hotels and flights to rental cars and tours, Expedia makes traveling cheaply a cinch. And with more than 550 partner airlines and 1,000,000 properties throughout the world to choose from, you’ll never be short of choice.
Where should I stay in Near North Side?
Vacationers come from all over to see McCormick Place and Millennium Park in Near North Side. Book a room near these awesome attractions and visit them whenever you please.
What are the top hotels in Near North Side?
Sable at Navy Pier Chicago, Curio Collection by Hilton and Kasa River North Chicago are a couple of the most well-known properties in Near North Side. Why not take a look at the facilities and rates at each and then decide?
How far in advance should I book my Near North Side vacation?
Travelers can normally compare international flights on Expedia within 12 months of departure. Booking late? With a stroke of luck, it’s still possible to score a cheaper ticket only weeks before your journey.
What does an Expedia Near North Side travel package include?
Travel packages include hotels, rental cars and flights, but you can mix and match them to create your perfect Near North Side vacation. You can also add on a few activities and tours once you’ve made your booking. You’re in control! When you combine your bookings with Expedia, you’ll score deals you won’t find elsewhere.
What should I know before booking a Near North Side travel package?
Whether it’s relaxation or adventure you’re seeking, a Near North Side vacation package lets you organize your escape your way. Plus, you’ll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Near North Side Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Simply pick the carrier you want and create your ideal Near North Side vacation.
If I'm not able to travel, can I cancel my Near North Side vacation package?
Yes, you can. We get that even the best-laid plans can go awry, so we’re here to help if you need to make changes to your Near North Side vacation package. You may be able to cancel or amend your itinerary for free if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Near North Side

Image for Navy Pier

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
Image for John Hancock Center

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.

John Hancock Center
Image for Water Tower Place

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.

Water Tower Place

Things to do

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

$229
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago Pizza Tour

Chicago Pizza Tour

$75
Per adult
100% of travellers recommend
Chicago Pizza Tour
Image for Chicago Evening Crime Tour by Bus

Chicago Evening Crime Tour by Bus

$55
Per adult
100% of travellers recommend
Chicago Evening Crime Tour by Bus
See all activities in Chicago

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.