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.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was €912, price is now €632 per person
€632
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
great staff...loved our stay.

Reviewed on 22 Nov 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,522, price is now €1,023 per person
€1,023
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The property was beautiful. The holiday decorations were magical. The staff was friendly and helpful.

Reviewed on 1 Dec 2025

Chicago luxury home suites

Chicago luxury home suites

2 out of 5
Downtown Chicago
Price was €2,992, price is now €2,082 per person
€2,082
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
10/10 Exceptional! (1 review)
Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.

Reviewed on 26 Nov 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was €969, price is now €680 per person
€680
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city

Reviewed on 26 Nov 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €955, price is now €717 per person
€717
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Inviting lobby area with comfortable bar on the side. Excellent cocktails! 19th floor room with roomy bathroom & excellent water pressure. Soft, comfortable sheets on moderately firm mattresses. Very prompt room service with nice choices 24/7 (we ordered at midnight). Located about 2 blocks from Miracle Mile. On top of that, customer service was outstanding!

Reviewed on 1 Dec 2025

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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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 of the city at Western Station (Brown Line) or Rockwell Station.

Find hotels in Lincoln Square

Top hotels in Far North Side

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is €95 per night from 18 Dec to 19 Dec
€95
18 Dec - 19 Dec
includes taxes & fees
8.4/10 Very Good! (5,334 reviews)
The location is great! We had to leave a couple hours into our stay due to a major snowstorm so my feedback is limited. We weren’t able to enjoy the breakfast this time but it was fantastic last time we were there. The room was very clean and staff were extremely helpful. I received a text asking ...

Reviewed on 30 Nov 2025

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is €84 per night from 7 Dec to 8 Dec
€84
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (3,388 reviews)
.

Reviewed on 26 Nov 2025

Hilton Chicago/Magnificent Mile Suites
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 €127 per night from 28 Dec to 29 Dec
€127
28 Dec - 29 Dec
includes taxes & fees
8.4/10 Very Good! (2,111 reviews)
Absolutely gorgeous! This hotel offers everything you need and want. Excellent food, amenities and the spa is the best part. We had a mother and daughter weekend with massage's, it was what we hoped for and more.

Reviewed on 29 Nov 2025

Palmer House a Hilton Hotel
See all 5,278 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.

Popular places to visit

Montrose Harbor featuring bird life and a bay or harbour

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
Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(40 reviews)

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

Wrigley Field
Magnificent Mile - River North showing street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home 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 Chicago Admission Ticket

Skydeck - Willis Tower Admission

€38
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€39
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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 travellers 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. Travellers 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 travelling 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.

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