Logan Square Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

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.
  • Indoor wedding
    Jul 7 - Jul 12

    Swissotel - Chicago + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.0/10 - Wonderful (3,337 reviews)
    "Great location!"
    Reviewed May 23, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,126
    £767
    per traveller
    found 18 hours ago
    Swissotel - Chicago
  • Smart TV
    Jul 7 - Jul 12

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.2/10 - Wonderful (488 reviews)
    "Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely."
    Reviewed May 22, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    Save 100% on your flight
    £1,339
    £890
    per traveller
    found 18 hours ago
    Level Chicago Fulton Market
  • Terrace/patio
    Jul 7 - Jul 12

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,511 reviews)
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,427
    £1,009
    per traveller
    found 18 hours ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Executive lounge
    Jul 7 - Jul 12

    Fairmont Chicago at Millennium Park + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    8.8/10 - Excellent (2,165 reviews)
    "Amazing staff. Clean rooms!"
    Reviewed May 21, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,113
    £810
    per traveller
    found 18 hours ago
    Fairmont Chicago at Millennium Park
  • Lobby
    Jul 7 - Jul 12

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    8.2/10 - Very good (2,717 reviews)
    "Too small room no refrigerator no microwave over prized vallet parking when they park in open public parking space which cost less."
    Reviewed May 23, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,087
    £796
    per traveller
    found 18 hours ago
    Hotel Felix River North/Magnificent Mile

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

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 £118 per night from 25 May to 26 May
£118
25 May - 26 May
includes taxes & fees
8/10 Very Good! (10,134 reviews)
"Great location. Walkable to all the downtown attractions. Historical hotel with updated rooms. Highly recommend."

Reviewed on 23 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £233 per night from 16 Jun to 17 Jun
£233
16 Jun - 17 Jun
includes taxes & fees
9.4/10 Exceptional! (4,221 reviews)
"The room is clean. The location is great with many nice shops nearby, including the Starbucks Reserve Roastery. It’s within walking distance to Navy Pier, Willis Tower, boat ride and many other architectural marvels. The breakfast is good with some variations each day. The staff are generally friendly ..."

Reviewed on 24 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is £114 per night from 27 May to 28 May
£114
27 May - 28 May
includes taxes & fees
7.8/10 Good! (1,464 reviews)
"There're bed bugs. Be careful"

Reviewed on 24 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,876 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 , 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

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£16
per child
98% of travellers recommend
Flyover in Chicago
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.