Book Exclusive Oak Park Vacation Packages

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Oak Park flight + hotel packages

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 21 - Jun. 24
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for The Peninsula Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 21 - Jun. 24
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Popular attractions Millennium Park and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Fairmont Chicago at Millennium Park Gold Experience, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 21 - Jun. 24
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Park Hyatt Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 14 - Jun. 18
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for LondonHouse Chicago, Curio Collection by Hilton, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
per person
Jun. 14 - Jun. 18
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this business-friendly hotel in Chicago. Enjoy 3 restaurants, 2 bars/lounges, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Sheraton Grand Chicago Riverwalk, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

Top Oak Park hotels deals

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
The price is CA $156 per night
CA $156
per night
Apr. 28 - Apr. 29
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby. Discover genuine guest reviews for Congress Plaza Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Breakfast available
Parking available
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $169 per night
CA $169
per night
Apr. 22 - Apr. 23
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for River Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Parking available
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $207 per night
CA $207
per night
Apr. 23 - Apr. 24
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Eurostars Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Spa
Parking available
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $121 per night
CA $121
per night
Apr. 21 - Apr. 22
Stay at this 4-star boutique hotel in Chicago. Enjoy a 24-hour health club, onsite parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Hotel Felix River North/Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Parking available
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $156 per night
CA $156
per night
Apr. 21 - Apr. 22
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Art Institute of Chicago and Millennium Park are located nearby. Discover genuine guest reviews for Club Quarters Hotel, Central Loop, Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Breakfast available
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Free cancellation
The price is CA $275 per night
CA $275
per night
Apr. 21 - Apr. 22
Stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for InterContinental Chicago Magnificent Mile, an IHG Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Pool
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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

Image for Wrigley Field

Wrigley Field

4.5/5(158 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(141 reviews)

During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed art scene and notable monuments in this vibrant area.

McCormick Place
Image for Navy Pier

Navy Pier

4.5/5(459 reviews)

With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Navy Pier

Oak Park Vacations

Sometimes getting lost is an awesome way to truly discover a new and unfamiliar place. That being said, it always helps to look into a couple of key facts about your destination before you head off. Read on for a few basics about Oak Park.

Oak Park is a neighborhood in the fantastic city of Chicago. To reach it, travel 8 miles (13 kilometers) to the west of the center.

There are 2,700,000 people that call Chicago home.

Places to visit in Oak Park

It's hard to conceive how people in the past survived at home without all the gadgets we have today. Peer behind the doors of Frank Lloyd Wright Home and Studio and find out how they did. Want more close by options? Would you like to add some deeper meaning to your trip? Go on a pilgrimage to Unity Temple. No matter what your spiritual beliefs, it's a great place to observe and educate yourself about the local religion. But that's not all. The intimacy and artistry of live theater is difficult to deny. Grab tickets to a production at Madison Street Theatre and experience its wonder and charm for yourself!

Where do you fly into for Oak Park?

Put your seat in the upright position, fasten your seatbelt and get ready to touch down at Midway International Airport (MDW). This is the nearest major terminal and it's about 7 miles (11 kilometers) to the south from the middle of Oak Park. Pick up your suitcases and let the adventure begin!

Frequently asked questions

How much are vacation packages to Oak Park?
With vacation packages on offer for only CA $909, there’s no need to blow out the credit card to travel to Oak Park. Travelocity is here to help. Bundle your flights, hotels and experiences into a package and land some fantastic discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Oak Park?
You’ll come across an amazing range of Oak Park package deals on Travelocity. With no less than 400 partner airlines and 665,000 properties around the globe, arranging your ideal vacation will be a piece of cake.
Why should I purchase my Oak Park vacation bundle via Travelocity?
Whether you’re planning a month-long vacation or a last-minute trip, we have plenty of enticing destinations to choose from at a good price. On top of that, we offer 24/7 support, top-notch service and a Price Match Guarantee. Save yourself time and money and reserve your dream vacation today.
Can I save on my Oak Park car rental if I combine it with a hotel or flight?
Booking an Oak Park vacation package with Travelocity is one of the best ways to save your hard-earned cash. You can pick a car, hotel and flight, or any combination of them, and score awesome discounts. It’s also possible to throw in a few experiences. After you’ve collected the keys to your rental car, venture out of the neighborhood and see what this place has to offer. Approximately 55 kilometersfrom Oak Park, Six Flags Great America is the ideal road trip.
What is the best time of year to go to Oak Park?
If funds are a bit tight, is an ideal month to explore this part of the world, whereas is the dearest time of year. is generally regarded as high season. If you prefer to avoid the crowds, are usually quieter.
What is there to do in Oak Park?
Take out your travel itinerary and make a note of Frank Lloyd Wright Home and Studio and Ernest Hemingway Museum and House. They’re two of the best attractions in Oak Park.
Where should I stay when visiting Oak Park?
After a lengthy day of sightseeing around Oak Park, relax and unwind at the Carleton of Oak Park. This excellent option has everything you need for a comfortable stay.
Can I go on vacation to Oak Park at this time?
We have the local know-how to ensure your travel dreams a reality, so before planning your trip to Oak Park, read through our Covid-19 Travel Advisor. Here you’ll find current info about quarantine policies, travel restrictions and other important advice.