Oak Park Holidays from AU$3,585
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Your Oak Park Holiday
There's no better way to embark on an adventure than with one of our holiday packages to Oak Park. The chic vibe and rich history are just two of the many reasons to stay in this interesting city. Fill your days with visits to United Centre, Brookfield Zoo and Anna and Frederick Douglass Park, some of the things you shouldn't miss during your trip to Oak Park. Don't delay your visit to this destination any longer. Your dream Oak Park holiday is only a few clicks away with Expedia.
The Latest Oak Park Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Omni Chicago Hotel
Downtown Chicago
Price was AU$3,925, price is now AU$3,585 per person
AU$3,585
per person
1 Aug - 3 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,799 reviews)
Service at the restaurant for brunch was excellent!
Reviewed on 14 June 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was AU$4,089, price is now AU$3,701 per person
AU$3,701
per person
1 Aug - 3 Aug
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.6/10 Exceptional! (1,888 reviews)
Very clean rooms, helpful staff and great amenities! Close to everything and convenient to shopping and eating
Felt safe and comfortable in the area !
Reviewed on 15 June 2026
The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
Price was AU$3,992, price is now AU$3,683 per person
AU$3,683
per person
1 Aug - 3 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.2/10 Very Good! (1,569 reviews)
The rooms were ugly! Where as the hotel was beautiful! The front desk staff were snotty and acted like y were doing them a favor checking in. However, all other staff were wonderful. I would stay here again, but upgrade room… alot
Reviewed on 14 June 2026
Oak Park Holiday
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 |
Our pick of the best Oak Park Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 29 June to 30 June
AU$230
29 June - 30 June
includes taxes & fees
8/10 Very Good! (10,281 reviews)
"Wish had one more full size towel."
Reviewed on 15 June 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is AU$244 per night from 30 June to 1 July
AU$244
30 June - 1 July
includes taxes & fees
7.8/10 Good! (1,588 reviews)
"Older property but locations is great! One block from miracle mile. Rooftop bar was great. Staff wonderful! Had a fitness center that I didn’t use but it was quite large with lots of equipment. The breakfast buffet was adequate but not spectacular. The bus stop is one block from hotel and runs frequently ..."
Reviewed on 15 June 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is AU$246 per night from 8 July to 9 July
AU$246
8 July - 9 July
includes taxes & fees
8.8/10 Excellent! (2,671 reviews)
"The hotel itself is nice staff friendly but beware of parking costs and expensive breakfast buffet. Would stay again."
Reviewed on 14 June 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.
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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.
