Oak Park Holidays from £770
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Your Oak Park Holiday
With one of our holiday packages to Oak Park, you'll have endless opportunities for adventure and relaxation. There's a lot to experience, including its chic vibe and rich history. Want to explore your new surroundings? United Centre, Brookfield Zoo and Portage Park are just three of the leading places to visit during your trip to Oak Park. No matter your travel plans or budget, putting together the ultimate tailored Oak Park holiday is a walk in the park with Expedia.
Top Oak Park Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was £1,096, price is now £770 per person
£770
per person
17 Apr - 22 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (413 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.
Reviewed on 16 Feb 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was £1,213, price is now £806 per person
£806
per person
17 Apr - 22 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Great breakfast buffet! Great location to Michigan Ave. I would stay here again.
Reviewed on 3 Mar 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,692, price is now £1,233 per person
£1,233
per person
17 Apr - 22 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Above the beyond. My back went out. Had wheelchair Asap took me uop and helprd mre get into bed.
Reviewed on 3 Mar 2026
The French Country Inn Lake Geneva
Price was £1,379, price is now £1,047 per person
£1,047
per person
8 May - 15 May
found 22 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (169 reviews)
The staff was amazing, very attentive and courteous. This is a fantastic little getaway, with fantastic food at their restaurant.
Reviewed on 16 Feb 2026
Oak Park Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 52,300 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Chicago Riverwalk, Shedd Aquarium and Art Institute of Chicago |
Top hotels in Oak Park
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £84 per night from 4 Mar to 5 Mar
£84
4 Mar - 5 Mar
includes taxes & fees
8/10 Very Good! (9,907 reviews)
We always stay at the Congress Plaza - it's fairly convenient, the rooms are quiet, the beds comfortable, the restaurants decent. It's about a 7-10 minute walk to the Blue line, but bus stops right at the hotel or across the street. The hotel decor is gorgeous and well-maintained, everything worked, ...
Reviewed on 3 Mar 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
The price is £125 per night from 4 Mar to 5 Mar
£125
4 Mar - 5 Mar
includes taxes & fees
9.4/10 Exceptional! (3,448 reviews)
Great breakfast buffet! Great location to Michigan Ave. I would stay here again.
Reviewed on 3 Mar 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is £105 per night from 4 Mar to 5 Mar
£105
4 Mar - 5 Mar
includes taxes & fees
8.6/10 Excellent! (5,711 reviews)
Love the hotel just wish the pool water was warmer
Reviewed on 2 Mar 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.
Popular places to visit
Wrigley Field
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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.
Navy Pier
4/5(125 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oak Park
Skydeck - Willis Tower Admission
£33
per adult
98% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
£18
per adult
88% of travellers recommend
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- American Medical Association Headquarters
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- S.s. Peter and Paul Church
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- United Center
- Unity Temple
- Willis Tower
- Wrigley Field
- Ski Holiday Packages Northwest Side
* 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.
