Galewood Holidays

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Price found within the past 48 hours. Click for updated prices.
  • 2 restaurants; breakfast, lunch and dinner served
    Jul 30 - Aug 3

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (3,730 reviews)
    "We stayed in this hotel in our daughter's wedding weekend. It was wonderful, the river and city view from our 18th story room was spectacular. I recommend it to.all ages."
    Reviewed June 7, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,713
    £1,296
    per traveller
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Terrace/patio
    Jul 30 - Aug 3

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

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,535 reviews)
    "This is an amazing place. Everything you can think of all under 1 roof. My hotel view was amazing. I am looking forward to coming annually."
    Reviewed June 8, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,877
    £1,398
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Full-sized fridge, microwave, oven, stovetop
    Aug 20 - Aug 25

    Level Chicago – Old Town + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.0/10 - Wonderful (489 reviews)
    "Very clean and loved the location and amenities with the store on the first floor was fantastic"
    Reviewed June 3, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    £1,964
    £1,495
    per traveller
    found 10 hours ago
    Level Chicago – Old Town
  • Dinner served
    Jul 30 - Aug 4

    Kimpton Gray Hotel by IHG + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (1,000 reviews)
    "Nice staff clean room would stay again."
    Reviewed June 6, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £2,062
    £1,606
    per traveller
    found 1 day ago
    Kimpton Gray Hotel by IHG
  • Breakfast and dinner served
    Jul 30 - Aug 3

    Omni Chicago Hotel + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,799 reviews)
    "Best hotel in Chicago for the price. Perfect location. The staff was very friendly. The rooms are stylish and spacious. One minor inconvenience is that they do not offer room service but I was able to put an order in at the restaurant and pick up was fast and easy."
    Reviewed June 9, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,701
    £1,330
    per traveller
    found 1 day ago
    Omni Chicago Hotel

Where to stay in Galewood

Find the best Galewood areas and neighborhoods for the activities you enjoy most. Learn more about Galewood
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 Galewood

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 £121 per night from 29 Jun to 30 Jun
£121
29 Jun - 30 Jun
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is £142 per night from 2 Jul to 3 Jul
£142
2 Jul - 3 Jul
includes taxes & fees
7.8/10 Good! (1,548 reviews)
"Everything perfect"

Reviewed on 9 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is £136 per night from 28 Jun to 29 Jun
£136
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,639 reviews)
"Hotel was clean, very friendly staff and conveniently located from the airport"

Reviewed on 9 Jun 2026

Hyatt Regency O'Hare Chicago
See all 4,955 properties in Galewood
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 Galewood travel package cost?
Be ready to book, because a getaway to Galewood starts from a tempting . When you bundle your flights, hotels and car rentals into a package, you'll land the best prices.
If I'm not able to travel, can I cancel my Galewood travel package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your Galewood travel package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to learn more.
How do I get a cheap travel package to Galewood?
Crafting your own Galewood travel package with Expedia is one of the best ways to save. We offer access to over 550 partner airlines and 1,000,000 properties spread across the globe. With such an extensive range to pick from, you'll have no hassles pulling together your ideal adventure.
Does Expedia offer Book Now, Pay Later Galewood holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your budget. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more cash to splash 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: If paying small amounts each month sounds best for you, Klarna can help. Paying in easy monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip across multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is easier with this payment plan. Simply put down a small deposit on your holiday and then start packing your suitcase.

What are the top hotels in Galewood?
Lovely One Bedroom Modern Condo is one of Galewood's leading properties. Reserve a room here and you'll be able to slumber peacefully knowing you're in capable hands.
How far in advance should I book my Galewood holiday?
Savvy travellers will likely want to book as early as possible. You can usually browse through international airfares on Expedia up to a year before your flight. If you're booking at the last minute, don't worry. Discounted prices sometimes appear just weeks before departure dates.
What does an Expedia Galewood travel package include?
With Expedia, you can select any combination of flights, car rentals and hotels to create your perfect Galewood travel package. Once you've made your booking, you can add on all the fun stuff like tours and experiences. Don't forget — the more you bundle, the bigger the savings!
What should I know before booking a Galewood travel package?
An Expedia travel package can be customized for your budget and is a fantastic way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights — mix and match whatever combination suits your style.
Can I choose my airline with a Galewood Expedia travel package?
Most definitely. Expedia has over 550 airline partners to pick from all over the world. With such a huge range of choice, finding the perfect carrier to fly you to Galewood won't be hard.

Popular places to visit

Wrigley Field

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
Navy Pier

Navy Pier

4/5(127 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Millennium Park

Millennium Park

4.5/5(147 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
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
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

£81
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
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.