Far North Side Vacations

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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
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Rogers Park

1 out of top 10 points of interest in this area
4.5/5(80 area reviews)

Noted for its beaches and restaurants, there's plenty to explore in Rogers Park. Top attractions like Lake Michigan and North Shore Beach Park are major draws, and you can hop on the metro at Morse Station or Jarvis Station to see more of the city.

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Find the Best Far North Side Vacation Packages

Far North Side Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$5,632 per night from Sep 14 to Sep 15
NT$5,632
NT$6,612 total
Sep 14 - Sep 15
includes taxes & fees
7.8/10 Good! (8,974 reviews)
"The staff was fantastic—friendly, helpful, and attentive, which really made the stay more pleasant. The hotel itself, however, is clearly very old, and many features show their age. My room was small but nicely kept, and the lakeside view was absolutely stunning. The room door was very difficult ..."

Reviewed on 2025/8/13

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$5,202 per night from Sep 3 to Sep 4
NT$5,202
NT$6,856 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (1,851 reviews)
"Helpful staff, beautiful hotel in a great location!"

Reviewed on 2025/8/12

Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NT$4,301 per night from Sep 4 to Sep 5
NT$4,301
NT$5,050 total
Sep 4 - Sep 5
includes taxes & fees
8.4/10 Very Good! (3,675 reviews)
"Very classy safe snd clean"

Reviewed on 2025/8/12

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 5,127 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.

Discover the most popular places to visit in Far North Side

Montrose Harbor featuring bird life and a bay or harbor

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.

Montrose Harbor
Hutchinson Street Historic District which includes motorcycle riding and street scenes

Hutchinson Street Historic District

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

Hutchinson Street Historic District
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

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