Oak Lawn Vacations from $389
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Your Oak Lawn Vacation
Experience the unique personality of Oak Lawn with a tailor-made Oak Lawn vacation package. From its welcoming locals to its diversity and beyond, you'll never have a dull moment in this city. Want to explore? SeatGeek Stadium, Chicago Ridge Shopping Mall and Trinity Christian College are just a few of the leading places to visit during your trip to Oak Lawn. Whatever your travel plans or budget, organizing a tailored Oak Lawn vacation is a cinch with Expedia.
The Latest Oak Lawn vacation packages
Price found within the past 48 hours. Click for updated prices.
Chicago Lake Shore Hotel
Kenwood
$389
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7/10 Good! (1,004 reviews)
My stay at the Chicago Lake Shore Hotel was good! The outside of the facility looks to be in rough shape but once you step inside the rooms they are updated and very clean!!! I would stay here again for the price. Of they could update/renovate the outside this place would be 10/10!!!
Reviewed on Sep 22, 2026
Level Chicago – Old Town
Downtown Chicago
$656
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
Amazing stay. Love the balcony view. Parking was easy and accessible. Will be back!
Reviewed on Sep 19, 2026
Stay One Chicago
Downtown Chicago
$1,088
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.8/10 Good! (12 reviews)
Very nice and clean property. Beds were extremely comfortable and the room was spacious! Loved it!
Reviewed on Sep 20, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
$544
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
A wonderful hotel. The hotel is in a great location and very convenient. The breakfast is plentiful and delicious
Reviewed on Sep 23, 2026
Stay near popular Oak Lawn attractions
Chicago Ridge Shopping Mall
7.8/10 (66 reviews)
This bustling retail hub features over 100 stores anchored by Dick's Sporting Goods and Kohl's with SEPHORA. Enjoy premium shopping complemented by diverse dining options and the latest blockbusters at AMC Theater.
Childrens Museum of Oak Lawn
8.0/10 (32 reviews)
This interactive wonderland captivates young minds with hands-on exhibits like a firefighter station and grocery store. Children aged 0-8 can explore and learn through imaginative play in a vibrant space.
Centennial Park
You can take time to visit Centennial Park during your travels to Oak Lawn. While in this family-friendly area, you can savor the top-notch restaurants.
What to do in Oak Lawn
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% of travellers recommend
Oak Lawn Hotel Deals
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$179 nightly
$213 total
Sep 27 - Sep 28
Total with taxes and fees
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$188 nightly
$223 total
Sep 27 - Sep 28
Total with taxes and fees
8/10 Very Good! (10,192 reviews)
"I’ve stayed here for years. Every riot"
Reviewed on Sep 22, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
8/10 Very Good! (2,304 reviews)
"Great Stay"
Reviewed on Sep 23, 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.
Find the Best Oak Lawn Vacation Packages
Oak Lawn Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 56,800 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | John G. Shedd Aquarium, Field Museum of Natural History and Brookfield Zoo |
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Frequently asked questions
How much does an Oak Lawn vacation package cost?
You can snap up a vacation package to this popular destination from $389 on Expedia. However, how much your vacation to Oak Lawn costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Oak Lawn?
If you'd like to snag a cheap Oak Lawn vacation package, consider visiting in September, October and December. You'll typically find lower rates on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Oak Lawn?
The ideal duration for your Oak Lawn vacation depends on what you'd like to see. Generally, a few days to a week will give you time to check out all the main sights and explore some hidden treasures along the way.
Is it worth booking a vacation package to Oak Lawn?
Well known for its golfing, walking trails and plenty of other highlights, you can be assured Oak Lawn is a good vacation destination. Some of the top attractions to put on your to-do list? Don't miss Chicago Ridge Shopping Mall and Childrens Museum of Oak Lawn during your Oak Lawn vacation.
How to find the best Oak Lawn package deals?
Use Expedia's filters to find some of the best Oak Lawn package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Oak Lawn package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book an Oak Lawn vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can tailor your Oak Lawn getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Oak Lawn?
If you're considering a spontaneous Oak Lawn vacation, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Oak Lawn?
- Choose when to travel: Check your diary and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to vacation in Oak Lawn.
- Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Oak Lawn.
- Explore Oak Lawn using our trip planning tool: Gain insights into the top attractions and best hotels for your trip to Oak Lawn. You can also save your favorite locations, collaborate with family and friends and organize your plans in one place.
- Decide how many days away: Start by compiling a list of the attractions you want to get to in Oak Lawn. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the ideal Oak Lawn vacation package for you.
- Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on the highlights of Oak Lawn. Find all the exciting things to do in Oak Lawn with our dedicated travel guide.
Does Expedia offer Book Now, Pay Later Oak Lawn vacation packages?
Your Oak Lawn trip should be an escape from your daily routine, not a source of money worries. So to allow you that extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
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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.
