Galewood Vacations from AED2,245

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The Latest Galewood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
La Quinta by Wyndham Chicago O'Hare Airport

La Quinta by Wyndham Chicago O'Hare Airport

3 out of 5
Price was AED2,821, price is now AED2,245 per person
AED2,245
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.4/10 Very Good! (2,623 reviews)
Just needed housekeeping to clean the room more often. Thank you.

Reviewed on 29 July 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was AED6,178, price is now AED3,591 per person
AED3,591
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (533 reviews)
Comes with all the comforts of Home.

Reviewed on 29 July 2026

Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 out of 5
Save 100% on your flight
Price was AED3,741, price is now AED2,772 per person
AED2,772
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
Price was AED3,032, price is now AED2,443 per person
AED2,443
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,193 reviews)
Bathroom had an issue with the floor and a water leak

Reviewed on 28 July 2026

Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
Price was AED2,900, price is now AED2,344 per person
AED2,344
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.8/10 Excellent! (1,223 reviews)

Where to stay in Galewood

Find the best Galewood areas and neighborhoods for the activities you enjoy most. Learn more about Galewood
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Galewood Hotel Deals

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 AEDĀ 567 per night from Aug 30 to Aug 31
AEDĀ 567
AEDĀ 674 total
30 Aug - 31 Aug
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is AEDĀ 589 per night from Aug 11 to Aug 12
AEDĀ 589
AEDĀ 700 total
11 Aug - 12 Aug
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
The price is AEDĀ 621 per night from Aug 30 to Aug 31
AEDĀ 621
AEDĀ 708 total
30 Aug - 31 Aug
includes taxes & fees
Hyatt Regency O'Hare Chicago
See all 4,805 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.