Oak Lawn Holidays

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Top hotels in Oak Lawn

River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$128 per night from 23 Mar to 24 Mar
S$128
includes taxes & fees
23 Mar - 24 Mar
8.6/10 Excellent! (3,795 reviews)
"I like the hotel at downtown area, it’s convenient for everything."

Reviewed on 18 Feb,2025

River 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
The price is S$134 per night from 23 Feb to 24 Feb
S$134
includes taxes & fees
23 Feb - 24 Feb
7.8/10 Good! (8,516 reviews)
"All good"

Reviewed on 19 Feb,2025

Congress Plaza Hotel
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 out of 5
225 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$218 per night from 23 Feb to 24 Feb
S$218
includes taxes & fees
23 Feb - 24 Feb
9.6/10 Exceptional! (1,669 reviews)
"Our room was spacious and clean. Staff was helpful and friendly, and sent up little cupcakes for my birthday! We loved the window seat overlooking the river!! Would stay here again."

Reviewed on 20 Feb,2025

L7 Chicago by LOTTE
See all 4,273 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.

Frequently asked questions

How much does an Oak Lawn holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday 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?
November, December and January are the best times to search for cheap Oak Lawn holiday packages. Choosing to travel in less busy periods means you can usually find reduced prices on hotels and flights.
How many days is enough for Oak Lawn?
Typically, a handful of days is enough to go to the top attractions during your Oak Lawn holiday. However, if you prefer to have more time to kick back or go on day trips, think about extending your itinerary.
Is it worth booking a holiday package to Oak Lawn?
During your Oak Lawn holiday, you can count on experiencing some excellent golfing and walking trails. Leave enough time in your itinerary to visit major attractions like Childrens Museum of Oak Lawn and Chicago Ridge Shopping Mall.
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 holiday package as early as possible.
Is it cheaper to book an Oak Lawn holiday as a package?
An Expedia holiday 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 holiday package to Oak Lawn?
If you’re considering a spontaneous Oak Lawn holiday, 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 pack your bags. Your preferred season and the type of activities available will also help you decide when to holiday in Oak Lawn.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to activities and flights. Your hotel will likely be the largest expense during your trip to Oak Lawn.
  3. Decide how long to go away for: Now that you’re more familiar with Oak Lawn, you can figure out the perfect length of your break. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Oak Lawn holiday package.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Soldier Field showing a city, modern architecture and a skyscraper

Soldier Field

4/5(44 reviews)

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field

What to do in Oak Lawn

Flyover in Chicago

Flyover in Chicago

S$51
per adult
96% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

S$65
per adult
94% of travellers recommend
Architecture River Tour
Color Factory Chicago Ticket

Color Factory Chicago Ticket

S$46
per adult
100% of travellers recommend
Color Factory Chicago Ticket
See all activities in Oak Lawn

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.