South Barrington Holidays

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Top Flight + Hotel Deals in South Barrington

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Oregon - Madison

Sleep Inn & Suites Oregon - Madison

2.5 out of 5
Price was €2,974, price is now €2,956 per person
€2,956
per person
17 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (471 reviews)
Excellent

Reviewed on 27 Oct 2026

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 €192 per night from 28 Nov to 29 Nov
€192
28 Nov - 29 Nov
includes taxes & fees
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 €150 per night from 25 Nov to 26 Nov
€150
25 Nov - 26 Nov
includes taxes & fees
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 €164 per night from 2 Nov to 3 Nov
€164
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (3,287 reviews)
"Good parking"

Reviewed on 30 Oct 2026

Hyatt Regency O'Hare Chicago
See all 1,212 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.

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

€22
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

€36
per adult
92% of travellers recommend
Art Institute of Chicago
Architecture River Tour from Michigan Avenue

Architecture River Tour from Michigan Avenue

€37
per adult
98% of travellers recommend
Architecture River Tour from Michigan Avenue
See all activities in South Barrington

Frequently asked questions

How much does a South Barrington holiday package cost?
Offering excellent value package deals from €2,956 on Expedia, you'll be pleasantly surprised at how much a holiday to South Barrington costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to South Barrington?
If you're hoping to book a cheap South Barrington holiday package, consider travelling in January, February and November. You'll generally find better rates on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for South Barrington?
Typically, a handful of days is enough to check out the major attractions during your South Barrington holiday. But if you want to have more time to relax or go on day trips, consider extending your itinerary.
How to find the best South Barrington package deals?
Use Expedia's filters to find some terrific South Barrington package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for South Barrington package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as early as possible.
Is it cheaper to book a South Barrington holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking stays and flights individually. Better still, you can customise your South Barrington trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to South Barrington?
Land incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment South Barrington escape.
How to plan a trip to South Barrington?

  1. Choose when to travel: Check your diary and get your bags packed. Your favourite season and the available activities will also help you decide when to holiday in South Barrington.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to South Barrington.
  3. Work out your trip length: Consider how much time you want to spend discovering South Barrington. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your accommodation and airfare: After you've settled on your dates and duration, book the perfect South Barrington holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.