Bolingbrook Holidays from £769

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Your Bolingbrook Holiday

Put together a custom holiday package to Bolingbrook and get ready to experience this interesting city on your own terms. Think about spending some time in the neighbourhood of Clarendon Hills, which is great for golfing and lots more. Want to explore your new surroundings? Promenade Bolingbrook, Bolingbrook Golf Club and Seven Bridges Golf Club are just three of the most popular places to visit during a trip to Bolingbrook. A couple of clicks is all it takes to build a tailor-made Bolingbrook holiday on Expedia.

Top Bolingbrook Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,160, price is now £769 per person
£769
per person
24 Oct - 28 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,195 reviews)
The rooms were not very well decorated. The furniture used in the room looks like furniture from a detention house. Not my favorite.

Reviewed on 8 Sept 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,501, price is now £979 per person
£979
per person
24 Oct - 28 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Amazing stay worth every penny

Reviewed on 14 Sept 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,834, price is now £1,240 per person
£1,240
per person
20 Oct - 27 Oct
found 14 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (1,014 reviews)
First time but won’t be the last. Very nice place with lots to do right around there.

Reviewed on 9 Sept 2025

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Price was £1,226, price is now £836 per person
£836
per person
23 Oct - 30 Oct
found 22 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (237 reviews)
Clean hotel near the United Center. Many fast food options nearby.

Reviewed on 13 Sept 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,643, price is now £1,127 per person
£1,127
per person
20 Oct - 27 Oct
found 14 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,129 reviews)
Our tv stopped working and it took over an hour for someone to come fix it...itherwise it was a nice stay.

Reviewed on 15 Sept 2025

Bolingbrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
74,300
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Rialto Square Theatre, Joliet Area Historical Museum and DuPage Childrens Museum

Top hotels in Bolingbrook

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 £128 per night from 22 Sept to 23 Sept
£128
22 Sept - 23 Sept
includes taxes & fees
7.8/10 Good! (9,162 reviews)
"The rooms need to be refurbished.,,,bathroom not as clean as I would expect. But the hotel is over 100 yrs old."

Reviewed on 10 Sep 2025

Congress Plaza Hotel
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 £180 per night from 5 Oct to 6 Oct
£180
5 Oct - 6 Oct
includes taxes & fees
8.2/10 Very Good! (2,114 reviews)
"This Hilton actually has a proper restaurant. Fantastic. The staff at the main restaurant was incredibly friendly and warm. They apologized for a large table making lots of noise. Something they can’t really change. They waiter - Tariq - was VERY friendly and made dinner much more pleasant."

Reviewed on 10 Sep 2025

Hilton Chicago O'Hare Airport
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £164 per night from 21 Sept to 22 Sept
£164
21 Sept - 22 Sept
includes taxes & fees
8.8/10 Excellent! (1,882 reviews)
"Perfect place in the Loop. Customer service was perfect on all fronts."

Reviewed on 9 Sep 2025

The Allegro Royal Sonesta Hotel Chicago Loop
See all 4,232 properties in Bolingbrook
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

4.5/5(40 reviews)

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

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

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

Navy Pier

4/5(125 reviews)

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

Navy Pier

What to do in Bolingbrook

River tour boat in Chicago

Architecture River Tour

£36
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£33
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Bolingbrook

* 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.