South Barrington Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in South Barrington
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
S$374
27 Sept - 28 Sept
includes taxes & fees
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
S$260
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (3,105 reviews)
"Clean ,relaxing and helpful staff . Will be returning"
Reviewed on 3 Sept, 2026
Marriott Chicago O'Hare
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
S$281
27 Sept - 28 Sept
includes taxes & fees
8.6/10 Excellent! (1,376 reviews)
"Staff friendly shuttle service was great"
Reviewed on 2 Sept, 2026
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.
What to do in South Barrington
Wendella's 90-min Chicago River Architecture Tour
S$52
per adult
94% of travellers recommend
Frequently asked questions
How much does a South Barrington holiday package cost?
Offering excellent value package deals 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?
- 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.
- 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.
- 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.
- 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
