Far North Side Vacations from ￥250,668

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The Latest Far North Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥324,320, price is now ￥250,668 per person
￥250,668
per person
Apr 8 - Apr 13
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Great breakfast and friendly staff

Reviewed on Feb 28, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was ￥464,738, price is now ￥323,424 per person
￥323,424
per person
May 14 - May 20
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.

Reviewed on Feb 16, 2026

The Wade

The Wade

4.5 out of 5
Downtown Chicago
Price was ￥413,928, price is now ￥299,263 per person
￥299,263
per person
May 14 - May 20
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,444 reviews)
Room was very clean would return again

Reviewed on Feb 23, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was ￥477,495, price is now ￥373,544 per person
￥373,544
per person
May 14 - May 20
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
amazing stay 10/10 would recommend

Reviewed on Feb 26, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was ￥338,156, price is now ￥270,605 per person
￥270,605
per person
Apr 8 - Apr 13
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Had a great stay!! Kelly at the front desk was so sweet

Reviewed on Feb 22, 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
www.alamy.com

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 Riviera Theatre or Aragon Ballroom and hop on the metro to see more the city at Western Station (Brown Line) or Rockwell Station.

Find hotels in Lincoln Square

Find the Best Far North Side Vacation Packages

Far North Side Hotel Deals

Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥22,331 per night from Mar 20 to Mar 21
￥22,331
￥26,214 total
Mar 20 - Mar 21
includes taxes & fees
8.6/10 Excellent! (1,225 reviews)
Everything was top tier

Reviewed on Feb 27, 2026

Marriott Chicago O'Hare
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 ￥26,965 per night from Mar 27 to Mar 28
￥26,965
￥31,656 total
Mar 27 - Mar 28
includes taxes & fees
8/10 Very Good! (9,896 reviews)
We mainly go to Chicago for medical appointments and it is *so awesome* that you can actually open the windows here.That is the main reason we chose it. Because Dad has cancer we aired it out and then ran our own air purifier. No bad smells or anything, we're just being cautious because of his health. ...

Reviewed on Feb 27, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥17,628 per night from Mar 4 to Mar 5
￥17,628
￥25,090 total
Mar 4 - Mar 5
includes taxes & fees
9.4/10 Exceptional! (3,429 reviews)
Great breakfast and friendly staff

Reviewed on Feb 28, 2026

Hotel Riu Plaza Chicago
See all 5,314 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

Chicago_AragonBallroom_553248621563220754

Aragon Ballroom

Catch an event at Aragon Ballroom during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Aragon Ballroom
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Far North Side

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

￥6,810
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

￥6,191
per adult
92% of travellers recommend
Art Institute of Chicago
Flyover in Chicago

Flyover in Chicago

￥5,885
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Far North Side

Frequently asked questions

Can I cancel my flight booking to Far North Side due to COVID-19?
Our Customer Service Portal is your one-stop shop for most travel queries, including about flight changes and cancellations related to COVID-19. For more peace of mind, we suggest reading through the terms and conditions of your preferred carrier before booking.
What's the best way to find cheap flights to Far North Side that have flexible change policies?
We know that plans can change in a flash, so choosing a flexible fare with Expedia is a wise idea. Just check the "No change fee" box directly below the "Flexible change policies" filter. Your low-cost, flexible flight to Far North Side is just a few clicks away.
What are some of the general tips for travelers to Far North Side during the COVID-19 outbreak?
COVID-19 has led to substantial changes to the way we travel. If you plan to jet off to Far North Side, these tips will help you navigate these new challenges and rules:
  • Understand the restrictions and rules in both your destination and origin. You may not be able to travel depending on local circumstances, so don't forget to check before you lock in your flight.
  • When you go through airport checkpoints, keep your face mask on. You will be asked to lower it briefly for identification purposes. Travelers who refuse to wear a mask may face civil penalties and may also be escorted from the building.
  • Avoid handing your boarding pass directly to a TSA officer. Rather, you should place the pass on the reader and then hold it up so the agent can inspect it.
  • You are now permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. This will need to be removed for X-ray screening.
  • Place any personal items (like your phone and wallet) in your carry-on rather than a bin to minimize handling during screening.
  • Transport your food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on means it's less likely a TSA agent will need to touch and open your bag for inspection.

Which airlines fly to Far North Side?
American Airlines offers flights into or near Far North Side, including 13307 that fly into O'Hare Intl. Airport (ORD) each month. Choose your travel dates and then reserve your airfare early for an awesome deal.
How can I find cheap tickets to Far North Side?
One of the best ways to bag cheap tickets to Far North Side is to be flexible with your dates. Search for your flights, then click "flexible dates" at the top of your results. It'll bring up the cheapest prices for nearby days. The lowest price for a flight to Far North Side in the last seven days was . Booking well ahead of time will usually help you get an even better deal.
How much is a flight to Far North Side?
If you were journeying one way from (), you could've snapped up a cheap ticket for just in the last seven days. Return flights to Far North Side ranged from to over the same period.
What are the most popular airports to fly into in Far North Side?
Fly into O'Hare Intl. Airport (ORD) and sample everything that Far North Side has to offer. As the region's primary entry point, approximately 33491 flights land here each month.
When is the cheapest time to fly to Far North Side?
If you can be flexible with what date you travel to Far North Side, fly out earlier in the week. The most affordable day to take off is normally Tuesday, closely followed by Monday. Saturday is typically the priciest day, with many people preferring to fly on the weekend.
How much is a plane ticket to Far North Side?
Flights to Far North Side ranged from to in the last seven days. Usually, the sooner you book the bigger the bargain.
Which airlines with flights to Far North Side employ COVID-19 cleanliness policies?
As passengers and cabin crew start traveling once again, the majority of airlines have implemented physical distancing and other vital measures to help lessen the spread of COVID-19. Here are just some of them:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.