South Barrington Holidays from £1,063

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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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,441, price is now £1,063 per person
£1,063
per person
20 May - 27 May
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (2,573 reviews)
the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well. The location is excellent and i would go back.

Reviewed on 4 Mar 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,112, price is now £1,301 per person
£1,301
per person
20 May - 27 May
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
the breakfast was ok like all the hotel. i like the international RIU better

Reviewed on 9 Mar 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was £1,887, price is now £1,342 per person
£1,342
per person
20 May - 27 May
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,310 reviews)
Very cool, gorgeous hotel. The rooms offered a lot of amenities and had a fun industrial vibe. The bed was very comfortable, and we slept great! The staff was incredibly helpful. I would definitely stay at The Emily again.

Reviewed on 7 Mar 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

4.5 out of 5
Downtown Chicago
Price was £1,689, price is now £1,237 per person
£1,237
per person
20 May - 27 May
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
We chose this hotel for my husband’s birthday weekend. The room was spacious clean and trendy. The bed was so comfortable. The happy hour was excellent and the game room and bar on the second floor was fabulous. The customer service was phenomenal. They surprised my husband with a goody bag for his birthday which was the icing on the cake. The hotel is currently undergoing renovations but it was still a great stay.

Reviewed on 3 Mar 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,678, price is now £1,231 per person
£1,231
per person
20 May - 27 May
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (3,285 reviews)
Great stay. Staff was slightly inattentive at times with requests for things to room.

Reviewed on 9 Mar 2026

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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 £172 per night from 3 Apr to 4 Apr
£172
3 Apr - 4 Apr
includes taxes & fees
8.4/10 Very Good! (2,231 reviews)
Great!!!

Reviewed on 8 Mar 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 £117 per night from 3 Apr to 4 Apr
£117
3 Apr - 4 Apr
includes taxes & fees
8.6/10 Excellent! (1,233 reviews)
This place is always extremely accommodating whenever I’ve had issues flying in or flying out. Have a great shuttle service rooms are always clean and they’re very accommodating. Although the only part that needs help is the bartender I know she was very busy and it’s not always that busy. There ...

Reviewed on 7 Mar 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 £115 per night from 6 Apr to 7 Apr
£115
6 Apr - 7 Apr
includes taxes & fees
8.8/10 Excellent! (2,400 reviews)
The airport shuttle was very helpful and we were able to get a room at the last minute at a reasonable rate. The shuttle however had a tire pressure issue and I felt unsafe. This was corrected by our trip back to the airport and all went well.

Reviewed on 9 Mar 2026

Hyatt Regency O'Hare Chicago
See all 1,215 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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Family Friendly Holidays

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

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.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in South Barrington

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£19
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£33
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in South Barrington

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* 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.