Oak Lawn Holidays
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Top Flight + Hotel Deals in Oak Lawn
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was €1,304, price is now €872 per person
€872
per person
14 Mar - 20 Mar
found 4 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The cleanliness of the rooms was great and the breakfast buffet was second to none! Location, location, location….. was the best! One block away from the Magnificent Mile, restaurants, and can I say Trader Joe’s? We will definitely come back.
Reviewed on 25 Dec 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was €2,050, price is now €1,323 per person
€1,323
per person
14 Mar - 20 Mar
found 4 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Loved it here and would stay again! Everything was perfect!
Reviewed on 21 Dec 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €1,478, price is now €1,035 per person
€1,035
per person
14 Mar - 20 Mar
found 4 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.
Reviewed on 18 Dec 2025
Pendry Chicago
Downtown Chicago
Price was €1,283, price is now €913 per person
€913
per person
14 Mar - 20 Mar
found 4 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
lovely hotel with wonderful friendly staff, and the perfect location. The beds are lovely and comfortable and the hotel very pretty. However, they need to upgrade the quality of the food preparation. The offerings were very good but the actual preparation of the food was not in line with any of the other Pendry hotels we have stayed in.
Reviewed on 24 Dec 2025
The Peninsula Chicago
Downtown Chicago
Price was €1,747, price is now €1,273 per person
€1,273
per person
1 Feb - 6 Feb
found 1 hour ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Service and clean room - paying attention to the details
Reviewed on 22 Dec 2025
Top hotels in Oak Lawn
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is €89 per night from 6 Jan to 7 Jan
€89
6 Jan - 7 Jan 2026
includes taxes & fees
8.8/10 Excellent! (3,528 reviews)
Staff was very friendly and helpful. The beds were very comfortable. rooms were nice and we enjoyed the extra space with the sitting area.
Reviewed on 20 Dec 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is €152 per night from 4 Jan to 5 Jan
€152
4 Jan - 5 Jan 2026
includes taxes & fees
8.4/10 Very Good! (2,170 reviews)
Clean rooms, extremely friendly staff, onsite Starbucks, Lockwood restaurant was amazing, beautiful gathering area in the lounge. Close to all the Christmas must do’s. Decorated so so beautifully for Christmas!
Reviewed on 24 Dec 2025
Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (2,143 reviews)
There was a yellow stain on the pull out bed sheets. We did not call down because my son didn’t want to sleep on it after that anyway. Will notify them when we check out. Directions for the coffee machine would be nice. It was a little foreign to us. Bed was fantastic.
Reviewed on 20 Dec 2025
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
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.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oak Lawn
Wendella's 90-min Chicago River Architecture Tour
€35
per adult
94% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
€21
per adult
88% of travellers recommend
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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.
