Logan Square Holidays from AU$2,220

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Your Logan Square Holiday

Renowned for its cafes and bars and pubs, Logan Square lures travellers from all over the globe. Let our Logan Square holiday packages give you a glimpse into this neighbourhood and everything it has to offer. When it's time to get out and explore, you'll find a lot of awesome attractions nearby including DePaul University-Lincoln Park, Humboldt Park and Garfield Park. Tick off one, two or all during your trip to Logan Square. Whatever your travel plans or budget, booking the ultimate Logan Square holiday is quick and easy with Expedia.

Top Holiday Package Deals in Logan Square

Price found within the past 48 hours. Click for updated prices.
Hampton Inn by Hilton Merrillville

Hampton Inn by Hilton Merrillville

2.5 out of 5
Price was AU$2,366, price is now AU$2,220 per person
AU$2,220
per person
24 Sept - 1 Oct
found 18 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.6/10 Excellent! (805 reviews)
Convenient to shops and restaurants.

Reviewed on 2 Aug. 2025

Hilton Garden Inn Merrillville

Hilton Garden Inn Merrillville

3 out of 5
Green Acres
Price was AU$2,767, price is now AU$2,438 per person
AU$2,438
per person
24 Sept - 1 Oct
found 18 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
The staff were absolutely wonderful. Everything was clean and they had an open bar and the bartender was absolutely amazing. The lady at the front desk couldn’t have been more helpful. It had been a long trip and they were right there, waiting on us hand and foot.

Reviewed on 19 Aug. 2025

Spark by Hilton Oak Forest

Spark by Hilton Oak Forest

3 out of 5
Price was AU$2,300, price is now AU$2,240 per person
AU$2,240
per person
24 Sept - 1 Oct
found 18 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
7.2/10 Good! (15 reviews)
Limited options for someone with food allergies, bed was comfortable but room was hastily remodeled. Drywall dust everywhere, bathroom sink p trap not connected, shower curtain rod was moved and had wet drywall mud still in the patches, lock on door was hanging off. No one at desk for 10 minutes upon arriving, had to go ask for towels. Ice machine was broken and the one on the lower level was moldy. Pool was hot, hot tub out of order. For the price it was ok, room was just slapped together and not properly cleaned after construction.

Reviewed on 14 Aug. 2025

Tru By Hilton Merrillville

Tru By Hilton Merrillville

2.5 out of 5
Price was AU$2,349, price is now AU$2,307 per person
AU$2,307
per person
24 Sept - 1 Oct
found 18 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (273 reviews)
Staff member Annette was so joyful and awesome that I drove away feeling blessed!

Reviewed on 22 Aug. 2025

Homewood Suites by Hilton Munster

Homewood Suites by Hilton Munster

3 out of 5
Price was AU$2,311, price is now AU$2,271 per person
AU$2,271
per person
24 Sept - 1 Oct
found 18 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
I love how kind the staff was , they were amazing!

Reviewed on 22 Aug. 2025

Our guide on where to stay in Logan Square

Find the best Logan Square areas and neighborhoods for the activities you enjoy most. Learn more about Logan Square
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Our pick of the best Logan Square Hotel Deals

The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$273 per night from 1 Sept to 2 Sept
AU$273
1 Sept - 2 Sept
includes taxes & fees
The Wade
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 AU$340 per night from 14 Sept to 15 Sept
AU$340
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (9,017 reviews)
"I really enjoyed my stay here . The hotel is very historical and is known for hosting beautiful weddings, it’s huge , restaurants on property, and is very close to everything there is to see in downtown Chicago . Very close to the river walk , millennium park, coffee shops/breakfast, the loop , Taco ..."

Reviewed on 25 Aug. 2025

Congress Plaza Hotel
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 AU$275 per night from 3 Sept to 4 Sept
AU$275
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,781 reviews)
"Overall good experience. Would go back again"

Reviewed on 25 Aug. 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,831 properties in Logan Square
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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Frequently asked questions

How much does a Logan Square holiday package cost?
Custom make your Logan Square holiday package from as little as AU$2,220. Pick from any combination of rental cars, flights and hotels to create the escape you've been dreaming about. Be sure to add on a few activities!
How do I get a cheap travel package to Logan Square?
One of the easiest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got it all. Choose the combination that suits your style and watch your savings grow. Of course, a travel package is never one-size-fits-all. That's why we offer over 550 airlines and 1 000 000 hotels throughout the world, which lets you customize your Logan Square holiday.
Where should I stay in Logan Square?
Take the hassle out of sightseeing by staying right around the corner from Logan Square's biggest attractions. Wrigley Field and Lincoln Park Zoo are two of the best in this neighbourhood.
How far in advance should I book my Logan Square holiday?
Search Expedia to compare international airfares as early as possible. You can usually purchase a seat up to a year in advance. If you don't see your preferred carrier, or you've left things to the last moment, don't worry. Cheap tickets to Logan Square sometimes occur just weeks before the date of departure.
What does an Expedia Logan Square travel package include?
That depends on what you're after. If you're travelling alone, you might decide to combine hotels and flights. Taking the whole family to Logan Square? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the freedom to tailor your travel package.
What should I know before booking a Logan Square travel package?
Whether it's adventure or relaxation you're after, a Logan Square holiday package lets you organise your escape your way. Plus, you'll score great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Logan Square Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you sure can! Just choose the carrier you want and put together the perfect Logan Square getaway.
If I'm not able to travel, can I cancel my Logan Square holiday package?
Plans can change in a flash, so yes, you can. You may be able to cancel and rebook your Logan Square holiday package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, airline or hotel may charge a fee. Want more information? Visit our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Logan Square

Busy Beaver Button Museum

You can spend time studying the exhibits at Busy Beaver Button Museum during your travels in Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Busy Beaver Button Museum

Activities

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

AU$61
per adult
100% of travellers recommend
Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals
River tour boat in Chicago

Architecture River Tour

AU$63
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.