South Barrington Holidays
Photo by Erik Rowley
- Plan, book, travel with confidence
Better together
Save up to €185 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
Plan, book, and manage your trip all in one place
Top Flight + Hotel Deals in South Barrington
Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €1,021, price is now €874 per person
€874
per person
28 Dec - 1 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
Beautiful hotel! Would stay again
Reviewed on 14 Oct 2025
Level Chicago - River North
Downtown Chicago
Price was €1,099, price is now €952 per person
€952
per person
28 Dec - 1 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
Great apartment in a very nice area of the city. Nice workout space and pool too. Clean and very comfy rooms!
Reviewed on 14 Oct 2025
L7 Chicago by LOTTE
Downtown Chicago
Price was €1,036, price is now €901 per person
€901
per person
28 Dec - 1 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (2,969 reviews)
Loved this hotel, location was ideal for us as in a great area and could walk everywhere. Room was clean and modern, staff very friendly. Would stay again. Very happy with our choice.
Reviewed on 15 Oct 2025
Top hotels in South 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 30 Oct to 31 Oct
€141
30 Oct - 31 Oct
includes taxes & fees
8.6/10 Excellent! (2,066 reviews)
"Airport shuttle is a big factor. Looking for microwave inside rooms."
Reviewed on 13 Oct 2025
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2, Rosemont, IL
Fully refundable
The price is €111 per night from 19 Oct to 20 Oct
€111
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (2,452 reviews)
"The room was nice and the staff were so accommodating"
Reviewed on 13 Oct 2025
Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €195 per night from 9 Nov to 10 Nov
€195
9 Nov - 10 Nov
includes taxes & fees
8.2/10 Very Good! (2,136 reviews)
"Clean and quiet room"
Reviewed on 13 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
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in South 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.
