Barrington Holidays
Photo by Erik Rowley
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Top Flight + Hotel Deals in Barrington
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was €1,009, price is now €529 per person
€529
per person
20 Nov - 27 Nov
found 22 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.
Reviewed on 16 Oct 2025
Arlo Chicago
Downtown Chicago
Price was €828, price is now €452 per person
€452
per person
20 Nov - 27 Nov
found 22 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,852 reviews)
The location so close to Millennium station was perfect. Staff was very helpful & friendly. Room was very comfortable. Only complaint is the sliding frosted glass bathroom door. Not the best for privacy when sharing a room.
Reviewed on 19 Oct 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €763, price is now €433 per person
€433
per person
20 Nov - 27 Nov
found 22 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel
Reviewed on 20 Oct 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €776, price is now €463 per person
€463
per person
20 Nov - 27 Nov
found 22 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (2,188 reviews)
Food from restaurant wasn’t fresh and was a little overpriced. Also check in is at 4:00 pm which is inconvenient if you reach early. Had to pay extra for early check in at 12:00 noon.
Reviewed on 20 Oct 2025
Top hotels in Barrington
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is €141 per night from 31 Oct to 1 Nov
€141
31 Oct - 1 Nov
includes taxes & fees
8.6/10 Excellent! (2,087 reviews)
"Nice"
Reviewed on 20 Oct 2025
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is €77 per night from 21 Oct to 22 Oct
€77
21 Oct - 22 Oct
includes taxes & fees
8.8/10 Excellent! (2,299 reviews)
Favorite place to stay, hands down.
"The rooms are very clean and comfortable. The staff is friendly and helpful. We enjoy the selection of items for breakfast.this is our "go to" place when we're in town."
Reviewed on 16 Oct 2025
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2, Rosemont, IL
Fully refundable
The price is €122 per night from 26 Oct to 27 Oct
€122
26 Oct - 27 Oct
includes taxes & fees
8.8/10 Excellent! (2,472 reviews)
"On time"
Reviewed on 18 Oct 2025
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.
Popular places to visit
Wrigley Field
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
4.5/5(14 reviews)
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.
Navy Pier
4/5(125 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Barrington
Skydeck - Willis Tower Admission
€38
per adult
100% of travellers recommend
Chicago By Night River & Lake Cruise
€38
per adult
96% of travellers recommend
Chicago Sightseeing River and Lake Cruise
€38
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
