
Oak Park Holidays
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Top Flight + Hotel Deals in Oak Park
Price found within the past 48 hours. Click for updated prices.

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was €1,367, price is now €1,051 per person
€1,051
per person
21 May - 25 May
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
The room was clean, spacious, with good views.
Reviewed on 12 Apr 2026


Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,938, price is now €1,544 per person
€1,544
per person
21 May - 25 May
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!
Reviewed on 7 Apr 2026

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €1,334, price is now €1,071 per person
€1,071
per person
21 May - 25 May
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,647 reviews)
So clean and staff was so nice and accommodating
Reviewed on 14 Apr 2026

Swissotel - Chicago
Downtown Chicago
Price was €1,757, price is now €1,415 per person
€1,415
per person
21 May - 25 May
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,225 reviews)
Great location, service wasn’t the greatest, fees are high, crib was outdated.
Reviewed on 13 Apr 2026
Top hotels in Oak Park

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is €123 per night from 26 Apr to 27 Apr
€123
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,140 reviews)
Shower and sink were terrible. Barely hot water but took fine tuning to find where it would be hot and not cold. We had to fiddle with shower for 20 minutes every morning before shower. Also the toilet handle shot water water out when flushing.
Reviewed on 14 Apr 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is €137 per night from 26 Apr to 27 Apr
€137
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (4,128 reviews)
Clean
Reviewed on 13 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is €155 per night from 26 Apr to 27 Apr
€155
26 Apr - 27 Apr
includes taxes & fees
8.6/10 Excellent! (5,856 reviews)
Clean, friendly staffs, good service. Love happy hours with drinks and appetizers, breakfast service is awesome.
Reviewed on 13 Apr 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.

Naval Base Great Lakes
5/5(1 review)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Navy Pier
4/5(127 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oak Park

Wendella's 90-min Chicago River Architecture Tour
€35
per adult
94% of travellers recommend
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- Advocate Illinois Masonic Medical Center
- Ann and Robert H. Lurie Children's Hospital
- Anshe Emet Synagogue
- Apollo Theater Chicago
- Athenaeum Theatre
- Berwyn Holidays
- Visit Broadview
- Canalport Riverwalk Park
- Visit Dunning
- Visit Jefferson Park
- Visit Noble Square
- Visit North Lawndale
- Chicago Place Mall
- Visit Ukrainian Village
- Visit United Center
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- Cloud Gate
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- Credit Union 1 Arena
- Edge Ice Arena
- Ernest Hemingway Museum and House
- Visit Forest Park
- Frank Lloyd Wright Historic District
- Garfield Park Conservatory
- Grant Park
- Visit Harwood Heights
- Visit Hillside
- Visit La Grange Park
- Lincoln Hall
- Michigan Avenue
- Norridge Holidays
- Visit Oak Park
- Prentice Women's Hospital
- River Forest Holidays
- Sunset Bridge Meadow
- Unity Temple
- University of Illinois Chicago
- Water Tower Place
- Willis Tower
- Wrigley Building
- Wrigley Field
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


