Oak Lawn Holidays from £260

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to £335 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Your Oak Lawn Holiday

Experience the unique personality of Oak Lawn with a tailor-made Oak Lawn holiday 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, organising a tailored Oak Lawn holiday is a cinch with Expedia.

Top Oak Lawn Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Chicago NW - Arlington Heights by IHG

Holiday Inn Express Chicago NW - Arlington Heights by IHG

2.5 out of 5
per person
11 Sept - 16 Sept
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
8.8/10 Excellent! (936 reviews)
Good breakfast but lousy coffee

Reviewed on 5 Jul 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
9 Sept - 14 Sept
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Superb customer service, clean hotel!

Reviewed on 13 Jun 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (2,065 reviews)
Really enjoyed our stay at this hotel. Conveniently located, spacious rooms and great buffet style breakfast.

Reviewed on 4 Jul 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
9 Sept - 14 Sept
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (627 reviews)
The rooms here are so spacious and all updated. It was a four of us for a girl’s trip and it was perfect for our group. The only frustrations were the balcony door was locked and unable to open and everytime you have to get in the garage to park your car, you have to dial a number.

Reviewed on 4 Jul 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
21 Aug - 24 Aug
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (320 reviews)
This was a wonderful location. It wasn't a type of stay that I am familiar with, in that, there isn't really a lot of people to reach out to ask for assistance. But, all in all, I would definitely stay there again.

Reviewed on 29 Jun 2025

Oak Lawn Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
56,800
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Shedd Aquarium, Field Museum of Natural History and Chicago Museum of Science and Industry

Top hotels in Oak Lawn

InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is £220 per night from 6 Jul to 7 Jul
£220
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,965 reviews)
"We enjoyed our stay at the Intercontinental! Great rooms. Clean. Great service. Will stay again."

Reviewed on 3 Jul 2025

InterContinental Chicago Magnificent Mile by IHG
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 £103 per night from 5 Aug to 6 Aug
£103
5 Aug - 6 Aug
includes taxes & fees
7.8/10 Good! (8,871 reviews)
"Good experience and good location."

Reviewed on 4 Jul 2025

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £145 per night from 10 Jul to 11 Jul
£145
10 Jul - 11 Jul
includes taxes & fees
8.8/10 Excellent! (2,367 reviews)
"Staff were really nice and accommodating. I was able to check in early and check out late for free. The room was decent. Outdated but it was clean. Would book again."

Reviewed on 2 Jul 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,467 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Oak Lawn

River tour boat in Chicago

Architecture River Tour

£36
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£33
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Oak Lawn

Frequently asked questions

How much does an Oak Lawn travel package cost?
Tailor make your Oak Lawn package from as little as £260. Choose from any combination of rental cars, flights and hotels to put together the getaway of your dreams. Don't forget to add on one or two experiences!
If I'm not able to travel, can I cancel my Oak Lawn travel package?
Don't worry if you're rethinking your Oak Lawn travel package --- it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally understand life can sometimes throw a spanner in the works, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to Oak Lawn?
Bundle your flights and hotels with Expedia to save big bucks on your next adventure. With more than 550 partner airlines and 1,000,000 hotels around the globe, your Oak Lawn travel package can be tailored exactly to suit your travel style. With all that extra money, why not throw in one or more exciting tours and activities? It's an easy way to unlock even more discounts. The holiday you've always dreamed of in Oak Lawn is much closer than you thought!
Does Expedia offer Book Now, Pay Later Oak Lawn holidays?
We certainly do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply choose the payment plan that suits best during checkout and take the stress out of budgeting for your trip. Don't forget to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all budgets, so you can escape on that well-deserved holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip over multiple transactions.
  • Low deposit holidays: When you stumble on an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Oak Lawn?
Close to the action. Many travellers book hotels around popular attractions, like Chicago Ridge Shopping Mall, Childrens Museum of Oak Lawn and Advocate Christ Hospital and Medical Centre.
What are the top hotels in Oak Lawn?
Book a stay at Hyatt Regency Chicago. It's one of this neighbourhood's most in-demand hotels. Another top option in Oak Lawn is The Godfrey Hotel Chicago.
How far in advance should I book my Oak Lawn holiday?
Travellers can normally browse international airfares on Expedia up to a year in advance of departure. Booking late? With a stroke of luck, it's still possible to score an affordable ticket just weeks before your flight.
What does an Expedia Oak Lawn travel package include?
Flights, hotels and car rentals --- we bring you the very best deals. All you have to do is pick and choose your favourite combination. After you've made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it simple to put together an awesome Oak Lawn getaway.
What should I know before booking an Oak Lawn travel package?
A travel package can be customized for your circumstances and is a simple way to make your hard-earned dollars stretch further. How much you include is completely up to you. Hotels, rental cars and flights --- choose any combination that works with your plans.
Can I choose my airline with an Oak Lawn Expedia travel package?
With a travel package, you're always in charge. Whether you're hoping to fly to Oak Lawn in economy or business class, simply pick from the available airline options. Expedia has access to over 550 partner airlines worldwide.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.