South Barrington Holidays from £793

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Your South Barrington Holiday

Get ready to experience South Barrington on your terms with a custom South Barrington holiday package! Discovering the best parts of this city is made easier with a base in a neighbourhood such as Medinah, which is great for golfing, among other things. If your trip to South Barrington includes some sightseeing, take in popular attractions like Arboretum of South Barrington, Deer Grove Forest Preserve and Makray Memorial Golf Club. No matter your travel plans or budget, organising a tailored South Barrington holiday is a piece of cake with Expedia.

Top South Barrington Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was £1,099, price is now £793 per person
£793
per person
14 Jan - 21 Jan
found 13 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £1,318, price is now £977 per person
£977
per person
21 Jan - 26 Jan
found 13 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,739 reviews)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,077, price is now £820 per person
£820
per person
2 Dec - 9 Dec
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,082, price is now £829 per person
£829
per person
14 Jan - 21 Jan
found 13 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (2,334 reviews)
Everything was really nice. But we didn't have room service. And the sink had been clogged since the day we arrived.

Reviewed on 1 Nov 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was £1,113, price is now £854 per person
£854
per person
14 Jan - 21 Jan
found 13 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,881 reviews)
First time staying there. The room was nice, clean and the bed was comfortable. The hotel is so conveniently located from the riverwalk, boat tours and shopping.

Reviewed on 1 Nov 2026

South Barrington Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
4,600
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Santas Village, Hemmens Cultural Centre and Lynfred Winery

Top hotels in South Barrington

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is £178 per night from 27 Nov to 28 Nov
£178
27 Nov - 28 Nov
includes taxes & fees
8.6/10 Excellent! (2,577 reviews)
"The property is convenient to ORD but the rooms are tired and whatever you do, ask for a room away from the elevators….they kept me up all night."

Reviewed on 1 Nov 2026

Hilton Chicago O'Hare Airport
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
The price is £125 per night from 25 Nov to 26 Nov
£125
25 Nov - 26 Nov
includes taxes & fees
8.6/10 Excellent! (1,449 reviews)
"U"

Reviewed on 1 Nov 2026

Marriott Chicago O'Hare
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 £144 per night from 22 Nov to 23 Nov
£144
22 Nov - 23 Nov
includes taxes & fees
9/10 Wonderful! (3,298 reviews)
"Clean friendly easy to find great parking"

Reviewed on 2 Nov 2026

Hyatt Regency O'Hare Chicago
See all 1,222 properties in South Barrington
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.
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Stay near popular South Barrington attractions

Arboretum of South Barrington

7.8/10 (15 reviews)
This upscale outdoor shopping centre offers retail, dining, and entertainment amid lush gardens from its tree farm heritage. Enjoy a film at Star Cinema Grill or bowling and bocce at Pinstripes.
See properties

What to do in South Barrington

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
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 South Barrington

Frequently asked questions

How much does a South Barrington travel package cost?
Go from wondering to wandering with our South Barrington travel packages, which start from just £793. Handpick the hotels and flights that suit your style. Then, add on a few tours or activities for a memorable adventure.
If I'm not able to travel, can I cancel my South Barrington travel package?
Because we understand life is full of surprises, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your South Barrington travel package in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to South Barrington?
Think of all the awesome things you could do in South Barrington with extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and other bookings into a South Barrington travel package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from over 550 airlines and 1,000,000 hotel options globally. Whether you're taking a holiday with the whole family or embarking on a solo adventure, exploring South Barrington is better with a package.
Does Expedia offer Book Now, Pay Later South Barrington holidays?
Expedia has joined forces with online lender Klarna to make your next break easier on your bank balance. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that suit all budgets, so you can lock in that well-deserved holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your holiday over multiple transactions.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this payment plan. Put down a small deposit on your escape and then start working on your travel plans.

Where should I stay in South Barrington?
A holiday in South Barrington wouldn't be complete without paying a visit to Arboretum of South Barrington. Why not book a hotel close to this interesting tourist attraction?
What are the top hotels in South Barrington?
Book a stay at Hampton Inn & Suites Chicago Deer Park. It's one of this area's most popular properties. Another top option in South Barrington is FairBridge Inn Express, Barrington.
How far in advance should I book my South Barrington holiday?
Reserving your spot early with Expedia means one less thing to have to worry about. A number of air carriers advertise prices up to a year in advance. This is usually the cheapest time to book. If circumstances have left you booking late, incredible deals to South Barrington sometimes occur just a few weeks before departure.
What does an Expedia South Barrington travel package include?
Hotels, car rentals and flights — we connect you to the very best deals. All you have to do is pick and choose your preferred combination. After you've made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it easy to customize an unforgettable South Barrington trip.
What should I know before booking a South Barrington travel package?
A travel package can be tailored to your budget and is an easy way to stretch your hard-earned dollars. How much you include is completely up to you. Rental cars, hotels and flights — choose any combination that suits your plans.
Can I choose my airline with a South Barrington Expedia travel package?
The choice is all yours! Expedia has access to more than 550 partner airlines throughout the world, so you can design your South Barrington trip according to your budget and travel needs.

* 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.