Hickory Hills Holidays from £1,389

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Your Hickory Hills Holiday

When a fun city getaway is calling, answer it with a holiday package to Hickory Hills. The neighbourhood of Woodlawn, which is great for cycling, golfing and walking, makes a terrific base for your adventures. Want to explore your surroundings? SeatGeek Stadium, Chicago Ridge Shopping Mall and Burr Ridge Village Centre are three of the leading places to visit during your trip to Hickory Hills. A couple of quick clicks is all it takes to build your dream Hickory Hills holiday on Expedia.

Top Hickory Hills Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
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 £1,884, price is now £1,389 per person
£1,389
per person
11 Aug - 16 Aug
found 14 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
Great experience and beautiful views

Reviewed on 1 Jun 2026

Lincolnshire Marriott Resort

Lincolnshire Marriott Resort

4 out of 5
Half Day
Price was £4,342, price is now £2,745 per person
£2,745
per person
20 Jul - 25 Jul
found 9 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
The staff was very friendly and helpful, but overall the hotel felt dated and underwhelming for a property presenting itself as a resort. The rooms were average, and the building itself feels very old with limited renovations. The pillows were honestly some of the worst I’ve experienced at a hotel - very lumpy and uncomfortable, and definitely in need of replacement. Overall, I’d consider this more of a 3-star hotel experience than a true resort stay.

Reviewed on 28 May 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was £5,262, price is now £3,376 per person
£3,376
per person
20 Jul - 25 Jul
found 9 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,126 reviews)
Great and very elegant hotel! I absolutely loved it! The only thing is a little bit noisy but it’s the price you have to pay to be in an excellent location, you have everything you need in a walking distance. I would definitely stay here again.

Reviewed on 30 May 2026

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Price was £4,851, price is now £3,248 per person
£3,248
per person
20 Jul - 25 Jul
found 9 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,233 reviews)
Impeccable. Perfect location.

Reviewed on 29 May 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was £1,934, price is now £1,509 per person
£1,509
per person
15 Aug - 20 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!

Reviewed on 28 May 2026

Hickory Hills Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
14,100
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Brookfield Zoo, Galloping Ghost and Lizzadro Museum of Lapidary Art

Top hotels in Hickory Hills

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £123 per night from 29 Jun to 30 Jun
£123
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,151 reviews)
"Booked through Expedia. Arrived and was told my booking was cancelled. I had no indication of this by Expedia. Ended up frantically looking for a room in Chicago in the middle of the night. Very bad experience"

Reviewed on 1 Jun 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £134 per night from 28 Jun to 29 Jun
£134
28 Jun - 29 Jun
includes taxes & fees
7.8/10 Good! (1,504 reviews)
"Nice hotel - great location"

Reviewed on 2 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £188 per night from 30 Jun to 1 Jul
£188
30 Jun - 1 Jul
includes taxes & fees
9.4/10 Exceptional! (4,317 reviews)
"Good breakfast"

Reviewed on 2 Jun 2026

Hotel Riu Plaza Chicago
See all 4,659 properties in Hickory Hills
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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Popular places to visit

Wrigley Field

Wrigley Field

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

Wrigley Field
Navy Pier

Navy Pier

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

Navy Pier
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

What to do in Hickory Hills

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£16
per child
98% of travellers recommend
Flyover in Chicago
See all activities in Hickory Hills

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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.