Logan Square Holidays from £761

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Your Logan Square Holiday

Discover the wonders of Logan Square with a customized Logan Square holiday package. From its cafes to its bars and pubs and beyond, this neighbourhood offers countless possibilities for relaxation and fun. Some leading nearby attractions to check out during your trip to Logan Square include DePaul University-Lincoln Park, Humboldt Park and Lincoln Hall. No matter your travel plans or budget, booking the ultimate Logan Square holiday is simple with Expedia.

Price found within the past 48 hours. Click for updated prices.
The Wade

The Wade

4.5 out of 5
Downtown Chicago
Price was £1,090, price is now £761 per person
£761
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (1,444 reviews)
The view from my room was stunning

Reviewed on 7 Feb 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,394, price is now £849 per person
£849
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Everything was amazing, specially the breakfast buffet.

Reviewed on 7 Feb 2026

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,398, price is now £937 per person
£937
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Service was amazing and the location was perfect. Would definitely stay here again.

Reviewed on 28 Jan 2026

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was £1,168, price is now £814 per person
£814
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
Room was clean but the soap dispenser at the sync and in shower were not working as it supposed to.

Reviewed on 5 Feb 2026

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4 out of 5
Downtown Chicago
Price was £1,159, price is now £818 per person
£818
per person
24 Apr - 1 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,067 reviews)
Clean spacious room with toiletries from Crabtree & Evelyn. Very comfy bed, nice decorating, lovely view

Reviewed on 6 Feb 2026

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

Top hotels in Logan Square

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 £128 per night from 13 Feb to 14 Feb
£128
13 Feb - 14 Feb
includes taxes & fees
8/10 Very Good! (9,848 reviews)
Wonderful hotel

Reviewed on 4 Feb 2026

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is £141 per night from 21 Feb to 22 Feb
£141
21 Feb - 22 Feb
includes taxes & fees
8.4/10 Very Good! (2,604 reviews)
Great location and great hotel!

Reviewed on 3 Feb 2026

Hilton Chicago
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 £88 per night from 22 Feb to 23 Feb
£88
22 Feb - 23 Feb
includes taxes & fees
8.4/10 Very Good! (5,634 reviews)
Great Staff Clean Hotel! The heated pool was NOT heated but overall my stay was GREAT

Reviewed on 2 Feb 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 5,075 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Logan Square travel package cost?
Starting from an incredible £761, you can create your own Logan Square travel package. Simply combine hotels, flights and car rentals and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Logan Square travel package?
It's good to know that you can cancel your Logan Square booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Logan Square?
Bundle your flight and hotel bookings, throw in extras such as activities or a rental car, and save with a Logan Square travel package. You won't just pick up awesome discounts on your adventure — you'll have loads of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties across the globe. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Logan Square holidays?
Expedia has joined forces with online lender Klarna to make your next getaway a bit easier on the wallet. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Browse these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's convenient monthly instalment plans. If paying small amounts each month works for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your holiday across multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is much easier with this option. Just put down a small deposit on your booking and then get on your way.

Where should I stay in Logan Square?
Urban adventurers come from all over to experience Millennium Park and Wrigley Field in Logan Square. Stay within a stone's throw of these terrific attractions and visit them at your leisure.
What are the top hotels in Logan Square?
Make a reservation at Hyatt Regency Chicago. It's one of this neighbourhood's most sought-after hotels. Another reputable option in Logan Square is The Godfrey Hotel Chicago.
How far in advance should I book my Logan Square holiday?
To land cheap prices, book early. Airlines generally advertise flights, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway to Logan Square, there are always lots of great bargains to be had on Expedia. Check them out now!
What does an Expedia Logan Square travel package include?
Expedia has all you need to plan your Logan Square trip, but what goes into your package is entirely up to you. Select from a combination of flights, rental cars and hotels. Chasing some tours or experiences to fill in your time? Once you've made your booking, you can add them on too. No matter your style, there's a package to meet your needs.
What should I know before booking a Logan Square travel package?
A travel package can be customized for your budget and is a simple way to make your money go further. How little or much you include is completely up to you. Hotels, rental cars and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a Logan Square Expedia travel package?
With a travel package, you're in control. Whether you're eager to fly to Logan Square in economy or business class, simply pick from the available airline options. Expedia has access to over 550 airline partners worldwide.

Things to do

Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
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. Flight-inclusive packages are ATOL protected.