Far North Side Vacation Packages
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Top Far North Side Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
CA $1,747
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
The property was wonderful and the proximity to Fulton Market can't be beat. The staff were always helpful when we had questions and when I faced an unexpected event they were understanding and accommodating. If you are looking for a space where you can spread out, be outdoors, and have beautiful surroundings, I highly recommend Level Fulton Market. We loved the pool and variety of outdoor spaces as well as lounge areas that allowed our group to have separate hang out areas. While you are of course in the heart of the city, the noise fell to the background and we had no issues sleeping or feeling rested. Everything was comfortable and clean. Easy walking to the best dining in the city.
Reviewed on Aug 17, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
CA $1,712
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Very pricey but then again its downtown Chicago. Excellent breakfast buffet, very roomy shower and entire bathroom. Comfortable bed, needs better pillows, very secure.
Reviewed on Aug 20, 2026
The Talbott, Autograph Collection
Downtown Chicago
CA $1,452
per person
Oct 26 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (149 reviews)
Front desk manager agreed to change my date with on-line service from the next weekend to the current weekend, so I booked and checked in.
4 days later, the on-line booking co. Said the manager did not agree to release my reservation.
Unethical procedurers.
Reviewed on Aug 12, 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
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 the city at Western Station (Brown Line) or Rockwell Station.
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 Loyola Beach are a few top places to visit.
Norwood Park
1 out of top 10 points of interest in this area
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.
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.
Ready to book your vacation to Far North Side?
Far North Side Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $145
CA $173 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very good! (10,267 reviews)
"This is our 2nd time staying here, our 1st was for a wedding held there last year. It was great & we stayed in a renovated room. Amazing & we will be back. Rooms were spacious, very clean, & amazing room. We decided to splurge & upgrade to a lakeside view. Check in was easy, great area, & love that ..."
Reviewed on Aug 20, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $197
CA $235 total
Aug 23 - Aug 24
includes taxes & fees
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 scene.
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 when you stop by Hutchinson Street Historic District. Experience the acclaimed art scene 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 scene.
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.
Pegasus Players
You can get tickets for a performance at Pegasus Players during your trip to Chicago. Experience the acclaimed art scene and entertainment choices in this vibrant area.
Swedish American Museum Center
You can spend an afternoon exploring the galleries in Swedish American Museum Center in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
Emil Bach House
After visiting Emil Bach House, make a plan to see the other sights and activities in Chicago. Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.
What to do in Far North Side
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Far North Side vacation package cost?
Tailor make your Far North Side vacation package from only CA $1,228. 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.
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- 875 North Michigan Avenue
- Northwestern University
- Garfield Park Conservatory
- Navy Pier
- Frank Lloyd Wright Historic District
- Art Institute of Chicago
- Visit Magnificent Mile
- Ernest Hemingway Museum and House
- Chicago Riverwalk
- The Loop Vacations
- Montrose Beach
- Visit Chicago
- Ann and Robert H. Lurie Children's Hospital
- Visit Downtown Chicago
- Water Tower Place
- Chicago Theatre
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- Grant Park
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- Lincoln Park Zoo
- Unity Temple
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- Visit Evanston
- International Museum of Surgical Science
- Willis Tower
- Golf Vacations
- United Center
- Robie House
- Buckingham Fountain
- Marina City
- Chicago Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
