Galewood Holidays from £966

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SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
Highland Hills
per person
4 Nov - 7 Nov
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (2,161 reviews)
The bed was comfortable.

Reviewed on 11 Aug 2025

Chez Hotel Arlington Heights

Chez Hotel Arlington Heights

4 out of 5
per person
4 Nov - 7 Nov
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (396 reviews)
Very nice hotel. New, very clean, staff did offer new roof bar and restaurant that recently opened. No ironing board and iron but that wasn’t a big deal.

Reviewed on 7 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
4 Nov - 7 Nov
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
Great hotel and great service! Would definitely recommend to anyone staying in the Mag mile area. The breakfast buffet was really good and convenient. The room was very comfortable and spacious.

Reviewed on 11 Aug 2025

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

2.5 out of 5
Bedford Park
per person
4 Nov - 7 Nov
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (1,115 reviews)
Bathtub chipped, slippery and to small. Bathroom could use a facelift. Bed was great! Refrigerator in our room did not work. Staff offered to replace it but we didn't need it.

Reviewed on 3 Aug 2025

Ohio House Motel

Ohio House Motel

3 out of 5
Downtown Chicago
per person
4 Nov - 7 Nov
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (1,012 reviews)
Super convenient and nice area. Straight walk to Wrigley Field (4 miles but we enjoyed the walks). Very affordable and has a great staff.

Reviewed on 9 Aug 2025

Where to stay in Galewood

Find the best Galewood areas and neighborhoods for the activities you enjoy most. Learn more about Galewood
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 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 £117 per night from 1 Sept to 2 Sept
£117
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (8,921 reviews)
"Took water awhile to get hot for shower, and parking is ridiculously expensive. Other than that enjoyed staying at hotel"

Reviewed on 8 Aug 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £170 per night from 21 Aug to 22 Aug
£170
21 Aug - 22 Aug
includes taxes & fees
8.2/10 Very Good! (1,835 reviews)
"The property if beautiful and historic. The main room is incredible. The rooms are well taken care of, you can just tell they are a little dated with a slight smell. I would definitely stay here again."

Reviewed on 8 Aug 2025

Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £134 per night from 24 Aug to 25 Aug
£134
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (3,634 reviews)
"The area was beautiful, but the pillows were too flat & I had to request 5 of them & it still wasn’t comfortable. The staff & everything else was great."

Reviewed on 8 Aug 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,908 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 £966. 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 featuring a city, a sporting event and city views

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

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

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
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.