Deals on vacations and trips to Oak Park

Save when you book Oak Park package deals

Choose two or more items and save on your trip:

Oak Park flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
Kenwood
Save 100% on your flight
Price was $599, price is now $369 per person
$369
per person
Nov 26 - Dec 1
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Free self parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. Luggage storage is also provided.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,648, price is now $951 per person
$951
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $940, price is now $549 per person
$549
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $726, price is now $438 per person
$438
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Dry cleaning, luggage storage, and wedding services are also on offer.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,325, price is now $818 per person
$818
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Top Oak Park hotels deals

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $183 total per night
$183 total
Sep 27 - Sep 28
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.
Pet friendly
Free WiFi
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $191 total per night
$191 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.
Pet friendly
Free WiFi
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $195 total per night
$195 total
Sep 27 - Sep 28
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Free WiFi
Restaurant
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$256 nightly
The price is $304 total per night
$304 total
Sep 25 - Sep 26
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
Pool
Hot Tub
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$167 nightly
The price is $199 total per night
$199 total
Sep 20 - Sep 21
Total with taxes and fees
This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.
Pet friendly
Free WiFi
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
$203 nightly
The price is $242 total per night
$242 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and valet parking. Enjoy the free continental breakfast each morning. Express check-in, express check-out, and a computer station are also on offer.
Breakfast included
Pet friendly
Don't see what you're looking for?
See all available properties in Oak Park
View all properties
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.

Stay near popular Oak Park attractions

A wooden dining table with chairs, surrounded by framed artwork and green pendant lights.
Photo by Greg
Open Photo by Greg

Frank Lloyd Wright Historic District

9.2/10 (25 reviews)
Visit the birthplace of modern architecture to explore the world's largest collections of homes and buildings designed by Frank Lloyd Wright.
See properties

Frequently asked questions

How much are vacation packages to Oak Park?
Spoil yourself with a memorable experience in Oak Park with a vacation package starting at just $369. Booking your tours, flights and hotels through Travelocity is so easy. What's more, our great deals will leave you with more savings in your pocket for fun times.
How long should my Oak Park vacation be?
Around 2 nights is the average amount of time travelers vacation in Oak Park. But how long is right for you depends on how many cherished memories you want to make. Why not stay a little longer and explore some off-the-beaten-path gems?
Where can I get the best vacation package deals for Oak Park?
Whatever your travel style, Travelocity can help you snap up a great Oak Park package deal. The only thing you have to do is pick and choose between our 400 partner airlines and 1,000,000 worldwide properties.
Why should I book my Oak Park vacation package with Travelocity?
Fantastic savings, countless breathtaking destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.
Can I save on my Oak Park car rental if I bundle it with my hotel or flight?
You sure can — bundle your flight, hotel and car into an Oak Park vacation package and you'll save a handsome sum. With so much to discover in Oak Park, having your own set of wheels will make exploring a joy. Once you've slid into the driver's seat, get out on the wide open road and head to Six Flags Great America, a top attraction around 35 mi from Oak Park.
Which airport is best for Oak Park?
It's highly likely you'll arrive at O'Hare Intl. Airport (ORD), which is 9 mi northwest of inner Oak Park. Midway Intl. Airport (MDW) (7 mi away from central Oak Park) and Lewis University Airport (LOT) (25 mi away from central Oak Park) are your other options.
What is there to do in Oak Park?
While getting off the beaten track is no doubt rewarding, you shouldn't miss the popular sights that make a place famous. Frank Lloyd Wright Historic District and Unity Temple are just two of them in Oak Park.
Where should I stay when visiting Oak Park?
If you're searching for somewhere to spend your nights, check out the The Write Inn. It's the top choice for many visitors.

Photos of local treasures

Browse Oak Park vacation photos for more inspiration

A cityscape with tall buildings, a river, and a bridge at dusk.
A city skyline with high-rise buildings and a sunset sky.
A well-maintained garden with a lawn, a large tree, and a two-story house with a porch.
A large, modern house with a stone facade, large windows, and a prominent chimney.
A detailed metal sculpture of a bird and a scroll on a building's facade.

Explore More Ways to Travel with Travelocity