North Side Holidays

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Where to stay in North Side

Find the best North Side areas and neighborhoods for the activities you enjoy most. Learn more about North Side
Chicago featuring a city and modern architecture

Lincoln Park

7 out of top 10 points of interest in this area
5/5(5 area reviews)

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Find hotels in Lincoln Park

Top hotels in North Side

Hotel Lincoln

Hotel Lincoln

4 out of 5
1816 N Clark Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is Rp1.654.983 per night from 7 Dec to 8 Dec
Rp1.654.983
Rp2.237.172 total
7 Dec - 8 Dec
includes taxes & fees
7.6/10 Good! (1,044 reviews)
In town for a wedding. Enjoyed J Parker rooftop bar and especially Patrick, who was very personable and a great asset to your staff. The reception was at J Parker and we had a great time. We got upgraded when we checked which was very nice.

Reviewed on 29 Oct 2025

Hotel Lincoln
The Willows Hotel

The Willows Hotel

3 out of 5
555 W Surf St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is Rp1.650.804 per night from 2 Dec to 3 Dec
Rp1.650.804
Rp1.937.881 total
2 Dec - 3 Dec
includes taxes & fees
8.4/10 Very Good! (1,033 reviews)
Very clean, staff was super nice and the beds are big and comfy. The water pressure of the shower is literally perfect as well. I will definitely come back here in the future if I'm ever in Chicago.

Reviewed on 3 Nov 2025

The Willows Hotel
The Majestic Hotel

The Majestic Hotel

3 out of 5
528 W Brompton Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is Rp1.967.758 per night from 7 Dec to 8 Dec
Rp1.967.758
Rp2.309.950 total
7 Dec - 8 Dec
includes taxes & fees
8.6/10 Excellent! (1,037 reviews)
Beautiful location Friendly staff

Reviewed on 31 Oct 2025

The Majestic Hotel
See all 556 properties in 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

Wrigley Field featuring a city, a sporting event and city views

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
Wrigley View Rooftop

Wrigley View Rooftop

Catch an event at Wrigley View Rooftop during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Wrigley View Rooftop

What to do in North Side

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Rp480.965
per adult
84% of travellers recommend
360 CHICAGO Observation Deck
River tour boat in Chicago

Architecture River Tour

Rp808.850
per adult
96% of travellers recommend
Architecture River Tour
Chicago CityPASS: Admission to Top 5 Chicago Attractions

Chicago CityPASS®: Experience 5 must-see attractions

Rp2.355.070
per adult
92% of travellers recommend
Chicago CityPASS®: Experience 5 must-see attractions
See all activities in North Side

Frequently asked questions

Can I cancel my flight booking to North Side due to COVID-19?
In these difficult times, many carriers are offering more flexibility. Head to our Customer Service Portal for details about cancelling or amending your flight due to COVID-19.
What's the best way to find cheap flights to North Side that have flexible change policies?
We understand that travel schedules can change in the blink of an eye, so choosing a flexible fare with Expedia is a wise idea. Simply mark the "No change fee" box directly below the "Flexible change policies" filter. Your low-cost, flexible flight to North Side is only a few clicks away.
What are some of the general tips for travellers to North Side during the COVID-19 outbreak?
With new COVID-19 safety measures to follow, travel looks a bit different in this day and age. Here are a few things to know before you hop on that plane to North Side:
  • Investigate if any restrictions apply to both your origin and destination. You may not be able to travel depending on local circumstances, so don't forget to check government advisories before booking.
  • When you go through airport screening, keep your face mask on. You will be asked to lower it briefly for ID purposes. Anyone refusing to wear a mask may be denied entry or boarding.
  • Rather than handing a TSA agent your boarding pass, position it directly on the scanner yourself. After that, hold it up for inspection.
  • You are now permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. You'll need to remove it for X-ray screening.
  • Remove personal items from your pockets, like your phone, keys and wallet, and put them in your carry-on instead of into bins. This will minimize handling during screening.
  • Separate any food you have for X-ray screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to North Side?
Let American Airlines take you there. This popular carrier provides 13307 flights a month to O'Hare Intl. Airport (ORD), a North Side gateway.
How can I find cheap tickets to North Side?
An effective strategy for nabbing cheap airfares is to be flexible with your dates. Begin with searching for your flight to North Side, then click on the "flexible dates" box for a list of prices for nearby days. Another helpful hint? Book in advance. To give you an idea of fares, was the best price for a flight to North Side in the last seven days.
How much is a flight to North Side?
One-way flights departing from () sold for as little as in the last seven days. During this period, the cost of a return airfare to North Side ranged between and . If you spot a good deal, book fast — these fares don't hang around.
What are the most popular airports to fly into in North Side?
North Side's primary gateway is O'Hare Intl. Airport (ORD). Get your exciting journey underway by locking in a seat on one of the 33491 flights a month to this destination.
When is the cheapest time to fly to North Side?
If you can be flexible with your travel dates to North Side, depart early in the week. The most affordable day to take off is usually Tuesday, closely followed by Monday. Saturday is typically the costliest day, with many holiday makers preferring to fly on the weekend.
How much is a plane ticket to North Side?
Airfares to North Side varied from to in the last seven days. Generally, the quicker you book the better the deal.
What months are the cheapest to book a flight to North Side?
The ideal month to purchase budget flights to North Side is February. It's worth remembering that in the USA, the most expensive time to book a ticket is the busy month of December.
Which airlines with flights to North Side employ COVID-19 cleanliness policies?
As travel borders start to open, most airlines have resumed services with new strategies including social distancing and staggered boarding and disembarkation. Here's what a number of carriers are doing to ease the spread of COVID-19:
  • 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.

How long is a flight to North Side?
Whether or not you'll have time to watch your favourite TV series from start to finish depends on where you're flying from in the USA. To give you some idea of what to expect, here are the average flight times for some well-known domestic routes to North Side:
  • Los Angeles, CA Airport (LAX-Los Angeles Intl.) to O'Hare Intl. Airport (ORD) - 3 hours and 58 minutes
  • Denver, CO Airport (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 36 minutes
  • Minneapolis, MN Airport (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 1 hour and 44 minutes

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