Oak Lawn Vacations from $461

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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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $769, price is now $461 per person
$461
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,809 reviews)
Clean, cozy, and updated. The shampoo and conditioner was amazing!! Consider selling it to guests!

Reviewed on Jul 12, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,319, price is now $799 per person
$799
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,586 reviews)
The floor in the room was not clean. The shower gel was empty. The bed was comfortable and the breakfast buffet was good

Reviewed on Jul 11, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,189, price is now $731 per person
$731
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Location

Reviewed on Jul 10, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $981, price is now $609 per person
$609
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Amazing and beautiful hotel with caring and helpful staff!

Reviewed on Jul 8, 2026

Residence Inn by Marriott Chicago Bloomingdale

Residence Inn by Marriott Chicago Bloomingdale

3 out of 5
Save 100% on your flight
Price was $764, price is now $476 per person
$476
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (383 reviews)
Staff was welcoming. Continental breakfast was above average. We stayed in a 2bdr/2ba suite and just had a couple of minor annoyances with the room. The shower head was seemingly broken and there was cardboard folded and wedged in so that it would stay on the rod. If you touched it at all, it'd just fall off. The sink sprayer also did not stay up at the base of the faucet - it just dangled there in the sink. It made it a slight pain to do dishes. Neither problem was the end of the world, but attention to detail and the little things can be impacted. Upon checking in (stayed Wed-Mon), we had asked for room cleanings (towels, bedding, and trash) for Friday and Sunday. They only did that Friday. We had to call the front desk for towels ourselves after getting back to the room from a full day of being in 100 degree weather and sweating to find we had no clean laundry. Again, not the end of the world but it caused disappointment after having a much better experience there the year prior.

Reviewed on Jul 7, 2026

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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.
See properties

What to do in Oak Lawn

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$22
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Flyover in Chicago

Flyover in Chicago

$31
per adult
96% of travellers recommend
Flyover in Chicago
See all activities in Oak Lawn

Oak Lawn Hotel Deals

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $183 total per night from Jul 27 to Jul 28
$183 total
Jul 27 - Jul 28
Total with taxes and fees
8.2/10 Very Good! (1,735 reviews)
"Great location, clean, and a super breakfast!"

Reviewed on Jul 11, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
$251 nightly
The price is $298 total per night from Jul 26 to Jul 27
$298 total
Jul 26 - Jul 27
Total with taxes and fees
9.2/10 Wonderful! (1,910 reviews)
"Staff was amazing, we had a single king bed corner suite with a separate room that has a pull out bed from the couch. It was a perfect setup for us because the kids had their own little room with their own tv and everything. The pullout couch bed was very uncomfortable, but we kinda figured it wouldn't ..."

Reviewed on Jul 12, 2026

Omni Chicago Hotel
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $250 total per night from Aug 10 to Aug 11
$250 total
Aug 10 - Aug 11
Total with taxes and fees
8/10 Very Good! (10,233 reviews)
"Great value for the price"

Reviewed on Jul 12, 2026

Congress Plaza Hotel
See all 4,442 properties in Oak Lawn
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 $461 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the ideal Oak Lawn vacation package for you.
  6. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.