North Side Holidays from AU$1,102

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The Latest North Side Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was AU$1,480, price is now AU$1,102 per person
AU$1,102
per person
10 June - 14 June
found 1 day ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
8.2/10 Very Good! (2,636 reviews)
The staff were extremely impressed and helpful. Help me with restaurant choices, where to go for tours. Only thing I regretted was not packing the proper clothes for the chance of weather. It was my personal birthday present to me and I did enjoyed myself.

Reviewed on 24 Apr 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was AU$1,783, price is now AU$1,310 per person
AU$1,310
per person
10 June - 14 June
found 1 day ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
8.4/10 Very Good! (1,882 reviews)
Clean rooms, small rooms, small elevators. Friendly and helpful staff.

Reviewed on 21 Apr 2026

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Downtown Chicago
Price was AU$1,785, price is now AU$1,349 per person
AU$1,349
per person
10 June - 14 June
found 1 day ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.6/10 Exceptional! (3,950 reviews)
This is a GREAT hotel in the best location. Our room was comfortable with a nice view. I loved all the special touches like the yoga mat, band weights in the corner of the room — and the cappuccino machine machine downstairs and popcorn in the afternoon. I like the soap — shampoo — conditioner— lotion products they use — plant based from Brooklyn NY. The food downstairs was good. Staff is super nice and friendly. I appreciate that check out is at 11am versus 10. Highly recommend!

Reviewed on 23 Apr 2026

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was AU$1,724, price is now AU$1,344 per person
AU$1,344
per person
10 June - 14 June
found 1 day ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (1,047 reviews)
This property is in a great location. The staff were friendly and the room was clean. The room we were in was very small and used. The building is really cool but we were super disappointed with it being under construction with no place to hang out and have a drink. We weren’t notified of the construction until right before our stay. We would have chosen somewhere else because of this.

Reviewed on 21 Apr 2026

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Price was AU$1,851, price is now AU$1,444 per person
AU$1,444
per person
10 June - 14 June
found 1 day ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.2/10 Wonderful! (2,975 reviews)
Amazing location, great staff, room was luxurious, doormen were super friendly and helpful!

Reviewed on 24 Apr 2026

Our guide on 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
Lincoln Park

Lincoln Park

6 out of top 10 points of interest in this area
5/5(4 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

North Side Holiday

North Side Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Top Sights
Lincoln Park Zoo, North Avenue Beach and Lincoln Park

Our pick of the best North Side Hotel Deals

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 AU$168 per night from 26 Apr to 27 Apr
AU$168
26 Apr - 27 Apr
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
This charming, vintage hotel was exactly the stay of our dreams. It's a great price in a wonderful neighborhood. The staff was so kind and they even had cookies out in the lobby during the day. I'm thankful a hotel like the Willows exists in Chicago, staying there made our visit that much ...

Reviewed on 23 Apr 2026

The Willows Hotel
Hotel Lincoln

Hotel Lincoln

4 out of 5
1816 N Clark Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$235 per night from 26 Apr to 27 Apr
AU$235
26 Apr - 27 Apr
includes taxes & fees
7.8/10 Good! (1,094 reviews)
Got a card for free drink at Elaine’s coffee shop. Ordered a small chi tea latte and they said it wasn’t covered? Only their basic tea and coffee…. Despite marketing move.

Reviewed on 21 Apr 2026

Hotel Lincoln
The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
3475 N. Clark St. Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 26 Apr to 27 Apr
AU$202
26 Apr - 27 Apr
includes taxes & fees
7/10 Good! (998 reviews)
This is a perfectly nice and cute hotel in a good location near the stadium. Apparently it is one of three locations across the city, and they all share CENTRALIZED guest services staff. Said another way, there is no staff onsite to help you with anything, including opening the front door. You have ...

Reviewed on 22 Apr 2026

The Chicago Hotel Collection - Wrigleyville
See all 579 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.
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Discover the most popular places to visit in North Side

Lincoln Park Zoo

Lincoln Park Zoo

4.5/5(7 reviews)

This small zoo right in the heart of Chicago, Lincoln Park is an ideal family destination, popular with small children eager to see the many different animals.

Lincoln Park Zoo
Lincoln Park Conservatory

Lincoln Park Conservatory

This glass structure full of exotic plants is the perfect place to spend a quiet afternoon.

Lincoln Park Conservatory

Lincoln Hall

You can get tickets for a performance at Lincoln Hall during your stay in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Lincoln Hall

What to do in North Side

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$38
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

AU$61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

AU$56
per adult
92% of travellers recommend
Art Institute of Chicago
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.
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.

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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.