Far North Side Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by W. Ross Wells
  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Far North Side

Find the best Far North Side areas and neighborhoods for the activities you enjoy most. Learn more about Far North Side
A sign for Lincoln Square with a red brick building in the background.

Lincoln Square

When in Lincoln Square and the surrounding area, you'll want to check out sights like Riviera Theatre or Aragon Ballroom and hop on the metro to see more the city at Western Station (Brown Line) or Rockwell Station.

A city skyline with modern skyscrapers, a large museum, and a waterfront park.

West Ridge

The restaurants and shopping are just a few features travelers like about West Ridge. If you want to do some sightseeing nearby, North Shore Beach Park and Emil Bach House are a few top places to visit.

A snowy landscape with a city skyline in the background.

Ravenswood

Get to know Ravenswood and its many features like its restaurants and art galleries. You might want to explore sights like Black Ensemble Theater and Neo-Futurists, and you can jump on the metro at Damen Station (Brown Line) or Western Station (Brown Line) to get around the city.

A water tower with a blue and yellow flag, surrounded by buildings and trees.

Andersonville

If you're spending some time in Andersonville, Andersonville Galleria and Women & Children First are top sights worth seeing.

A cityscape with a river, modern skyscrapers, and a sunset sky.

Albany Park

While you're strolling through Albany Park, you may want to check out the restaurants and riverfront. If you want to see more of the area, hop on the metro at Kimball Station or Kedzie Station (Brown Line).

Find the Best Far North Side Vacation Packages

Far North Side Hotel Deals

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
¥35,728
¥41,941 total
Nov 13 - Nov 14
includes taxes & fees
8.6/10 Excellent! (2,557 reviews)
"The hotel’s facilities are old and poorly maintained, and the room’s cleanliness was very disappointing. There was a lot of dust, and the bathtub was stained. The property needs serious improvements in both maintenance and housekeeping. I expected a much cleaner and better-kept room."

Reviewed on Oct 18, 2026

Hilton Chicago O'Hare Airport
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
¥16,696
¥19,850 total
Nov 10 - Nov 11
includes taxes & fees
8/10 Very Good! (10,151 reviews)
"The experience was “just” okay. The building is old, which I get is supposed to add to the charm, but that also means things like the AC units, faucets in the shower/sink, etc, are also old and rusty/outdated. My room had the option of a fan, or no fan. No other way to control the temperature. It ..."

Reviewed on Oct 19, 2026

Congress Plaza Hotel
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
¥24,043
¥28,587 total
Nov 1 - Nov 2
includes taxes & fees
River Hotel
See all 5,197 properties in Far 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.

Stay near popular Far North Side attractions

A historic theater with ornate architecture and a prominent marquee.

Aragon Ballroom

9.2/10 (10 reviews)
Catch an event at Aragon Ballroom during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
See properties
A marina with multiple sailboats docked, calm water, and a few ducks swimming.

Montrose Harbor

With trails, a beach and a bird sanctuary, this spacious city harbor is a good place to sail from and a great place to hang out.
See properties
A row of red brick buildings with large windows, surrounded by green trees and a sidewalk.
Photo by TM

Hutchinson Street Historic District

You can learn about the history of Chicago when you stop by Hutchinson Street Historic District. Experience the entertainment choices and acclaimed art scene in this vibrant area.
See properties

Riviera Theatre

8.0/10 (1 review)
You can enjoy a show at Riviera Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
See properties

Copernicus Center

You can make plans for a show at Copernicus Center during your trip to Chicago. Amble around this vibrant area's lakeside or attend a sporting event.
See properties

Carol's Pub

Carol's Pub is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the area's theater scene and live music.
See properties

Our Lady of Lourdes Church

Our Lady of Lourdes Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and entertainment choices in this vibrant area.
See properties

Black Ensemble Theater

You can make plans for a show at Black Ensemble Theater on your trip to Chicago. Experience the area's theater scene and live music.
See properties

What to do in Far North Side

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥3,812
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

¥6,275
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

¥6,642
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in Far North Side

Frequently asked questions

How much does a Far North Side vacation package cost?
Tailor make your Far North Side vacation package from only . Pick from any combination of rental cars, flights and hotels to build the getaway you've been dreaming about. Don't forget to add on a few experiences or tours!
How do I get a cheap travel package to Far North Side?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all. Pick a combination that suits you and see your savings stack up. Of course, a travel package is never a one-size-fits-all. That's why we offer more than 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your Far North Side getaway.
How far in advance should I book my Far North Side vacation?
It can be tricky to know when the best time is to book your Far North Side vacation. But usually the earlier you book, the cheaper the prices. In some cases, you can reserve your flights and hotels up to a year prior to departure. If you're thinking of a last-minute getaway, no need to stress! There are fantastic bargains announced on Expedia every day.
What does an Expedia Far North Side travel package include?
From flights and hotels to car rentals, Expedia can help you put together a Far North Side package that's perfect for you. Vacationing for a few weeks? Check out a rental car, hotel and flight bundle. If your break is short, a hotel and airfare deal could be more your style. Experiences can also be added after you've booked. Our travel packages make it simple to plan and save.
What should I know before booking a Far North Side travel package?
Our prices are always low. However, you'll enjoy even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Far North Side Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Far North Side vacation package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Far North Side vacation package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, hotel or airline may charge a fee. Want more information? Take a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Explore a world of travel with Expedia

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