Far North Side Holidays
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Top Flight + Hotel Deals in Far North Side
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
€1,598
per person
2 Oct - 8 Oct
found 1 day ago
Return direct flight included
Tirana (TIA) to Chicago (ORD)
8.8/10 Excellent! (2,158 reviews)
Tv didn’t work the entire stay, we asked front desk and they told us it was a storm. Which there was no storm.
Reviewed on 2 Sept 2026
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
Lincoln Square
1 out of top 10 points of interest in this area
When in Lincoln Square and the surrounding area, you'll want to check out sights like Swedish American Museum Center or Riviera Theatre and hop on the metro to see more of the city at Western Station (Brown Line) or Rockwell Station.
West Ridge
The restaurants and shopping are a few reasons travellers visit West Ridge. Though there aren't many top sights in the neighbourhood, you can visit Emil Bach House and North Shore Beach Park, a few notable attractions nearby.
Ravenswood
Get to know Ravenswood and its many features like its restaurants and art galleries. You might want to explore sights like Neo-Futurists and Black Ensemble Theater, and you can jump on the metro at Damen Station (Brown Line) or Western Station (Brown Line) to get around the city.
Andersonville
If you're spending some time in Andersonville, Swedish American Museum Center and Andersonville Galleria are top sights worth seeing.
Norwood Park
Even though there aren't top sights in Norwood Park, you can explore the larger area and take in top sights like Milwaukee Avenue. Jump on the metro at Harlem-O'Hare Station to see more of the city.
Top hotels in Far North Side
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
€118
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (10,255 reviews)
"Excellent hotel if you are coming to explore Chicago. Lots of history in the building which transports you back in time without feeling dated due to the efforts of the owners/staff to keep it up. Pricing is outstanding for location, easy walk to L stations and the area is relatively safe even early ..."
Reviewed on 2 Sept 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
€124
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (2,139 reviews)
"The room itself is was nice, besides finding 3 differnt strands of hair under the sheets. Makes me think what other things weren’t cleaned."
Reviewed on 2 Sept 2026
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
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 art galleries.
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.
Hutchinson Street Historic District
You can learn about the history of Chicago with a visit to Hutchinson Street Historic District. Experience the acclaimed art galleries and entertainment choices in this vibrant area.
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 art galleries.
Copernicus Center
You can make plans for a show at Copernicus Center during your stay in Chicago. Amble around this vibrant area's lakeside or attend a sporting event.
Pegasus Players
You can get tickets for a performance at Pegasus Players on your trip to Chicago. Experience the acclaimed art galleries and entertainment choices in this vibrant area.
Leather Archives & Museum
You can spend an afternoon browsing the exhibits at Leather Archives & Museum in Chicago. Stroll along the beautiful beaches or experience the acclaimed theatre scene in this vibrant area.
Grandparents Park
Grandparents Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or attend a sporting event in this vibrant area.
What to do in Far North Side
Chicago: Navy Pier Centennial Wheel Ticket
€21
per adult
90% of travellers recommend
Frequently asked questions
How much does a Far North Side holiday package cost?
Tailor make your Far North Side holiday package from only €419. 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 holiday?
It can be tricky to know when the best time is to book your Far North Side holiday. 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. Holidaying 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 holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday 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 holiday package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Far North Side holiday 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
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- Advocate Illinois Masonic Medical Center
- Ann and Robert H. Lurie Children's Hospital
- Anshe Emet Synagogue
- Aon Center
- Apollo Theater Chicago
- Aragon Ballroom
- Athenaeum Theatre
- Baha'i House of Worship
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- Credit Union 1 Arena
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- Montrose Harbor
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- Prentice Women's Hospital
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- University of Illinois Chicago
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- Wrigley Building
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
