Oak Lawn Holidays from £943

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

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.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,505, price is now £943 per person
£943
per person
5 Sept - 10 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Amazing and beautiful hotel with caring and helpful staff!

Reviewed on 8 Jul 2026

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 £2,339, price is now £1,467 per person
£1,467
per person
12 Sept - 18 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
The price is really high, and the hotel itself looks nice, but it kinda sucks given the cost.

Reviewed on 11 Jul 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,304, price is now £1,474 per person
£1,474
per person
11 Sept - 18 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Location

Reviewed on 10 Jul 2026

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Save 100% on your flight
Price was £2,144, price is now £1,404 per person
£1,404
per person
11 Sept - 18 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.6/10 Exceptional! (635 reviews)
Loved the size of our room and how clean it was.

Reviewed on 9 Jul 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,541, price is now £1,680 per person
£1,680
per person
11 Sept - 18 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Perfect location Perfect view excellent staff fun time had by wife for her birthday great little getaway thanks

Reviewed on 11 Jul 2026

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

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
The price is £137 per night from 27 Jul to 28 Jul
£137
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,734 reviews)
"Surprise fees upfront when you book with third party sites like, Expedia. Expect to cough up a few hundred dollars before you even get to the elevator. Other than that it’s a gorgeous hotel with incredible surrounding areas. Not too far from the beach as well. The breakfast buffet was also ..."

Reviewed on 11 Jul 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
Fully refundableReserve now, pay when you stay
The price is £223 per night from 26 Jul to 27 Jul
£223
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,906 reviews)
"Great location and a friendly staff made this a great experience. The rooms are very nice, but a little dated, which made it feel a little less clean. The staff was amazing, especially the doorman/bellman, Ham. He went out of his way help everytime we arrived or departed, he asked how our day was ..."

Reviewed on 11 Jul 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
The price is £168 per night from 10 Aug to 11 Aug
£168
10 Aug - 11 Aug
includes taxes & fees
8/10 Very good! (10,226 reviews)
"We’ve stayed there twice and probably will again."

Reviewed on 11 Jul 2026

Congress Plaza Hotel
See all 4,451 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

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 Theatre.
See properties

What to do in Oak Lawn

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£19
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Flyover in Chicago

Flyover in Chicago

£24
per adult
96% of travellers recommend
Flyover in Chicago
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 £943. 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.

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. Flight-inclusive packages are ATOL protected.