S$66 Cheap Flights to Oak Brook

View S$66 flight on Wed, 11 Jun,2025Opens in a new window

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Cheap round-trip flights to Oak Brook

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 28 May - Mon, 2 Jun
BOS
Logan Intl.
ORD
O'Hare Intl.
S$210 Return, found 3 hours ago
S$210
Return
found 3 hours ago
Select Delta flight, departing Wed, 28 May from Logan Intl. to O'Hare Intl., returning Mon, 2 Jun, priced at S$210 found 3 hours ago
United
Mon, 5 May - Mon, 12 May
BOS
Logan Intl.
ORD
O'Hare Intl.
S$223 Return, found 3 days ago
S$223
Return
found 3 days ago
Select United flight, departing Mon, 5 May from Logan Intl. to O'Hare Intl., returning Mon, 12 May, priced at S$223 found 3 days ago
American Airlines
Wed, 28 May - Tue, 3 Jun
BOS
Logan Intl.
ORD
O'Hare Intl.
S$304 Return, found 1 day ago
S$304
Return
found 1 day ago
Select American Airlines flight, departing Wed, 28 May from Logan Intl. to O'Hare Intl., returning Tue, 3 Jun, priced at S$304 found 1 day ago
Air Canada
Thu, 9 Oct - Tue, 14 Oct
SIN
Changi
ORD
O'Hare Intl.
S$1,224 Return, found 3 days ago
S$1,224
Return
found 3 days ago
Select Air Canada flight, departing Thu, 9 Oct from Changi to O'Hare Intl., returning Tue, 14 Oct, priced at S$1,224 found 3 days ago
Korean Air
Sun, 19 Oct - Wed, 29 Oct
SIN
Changi
ORD
O'Hare Intl.
S$1,281 Return, just found
S$1,281
Return
just found
Select Korean Air flight, departing Sun, 19 Oct from Changi to O'Hare Intl., returning Wed, 29 Oct, priced at S$1,281 just found

Find Your Flights to Oak Brook CHI

Cheap flights to Oak Brook (CHI)

Get started finding a cheap flight to Oak Brook on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport and whether you want a return or one-way airfare. You can filter for flexibility, number of stops, airline and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Oak Brook.

Return prices range from S$210 - S$1,281 and one-ways Oak Brook start as low as S$66.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

 

Airlines that fly to Oak Brook (CHI)

You have several options for which airline you choose to travel with to Oak Brook. There are 10 airlines flying into CHI: Delta, American Airlines, United, Cathay Pacific, Air Canada, Korean Air. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check in a bag or bring hand baggage, it's worth checking whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked in/hand baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

 

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Oak Brook (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to CHI in May and in June for one-ways.

 

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Frequently asked questions

What is the name of Oak Brook's airport?
If you’re travelling by plane, you won’t have to worry which airport to fly into. Oak Brook has just one – O’Hare Intl. Airport (ORD).
How far is O'Hare Airport from central Oak Brook?
It’s 16 kilometres from O’Hare Airport to downtown Oak Brook. Make things easy by researching the quickest way of travelling from the airport to the city centre before you arrive.
What airport is best to fly into Oak Brook?
Get off the plane at ORD and you’ll be 16 kilometres from the centre of town. MDW is another big airport in Oak Brook. You’ll find it 18 kilometres from the city centre.
How many airlines fly to Oak Brook?
There are 45 airlines connecting Oak Brook with 220 airports around the world.
Which airlines fly to Oak Brook?
In general, travellers opt to fly with American Airlines, United Airlines and Delta Air Lines when heading off to Oak Brook. The majority of these flights arrive from Queens Village, with American Airlines flying this route the most frequently.
How many nonstop flights are there to Oak Brook?
Organising an unforgettable Oak Brook escape is child’s play when there are 8,014 direct flights every week to get you there.
Where are the most popular flights to Oak Brook departing from?
The most popular flights to Oak Brook take off from Atlanta, Denver and Dallas airports.
How long is the flight to Oak Brook Airport?
If it’s Queens Village you’re leaving behind, you’ll be in the air for around 2 hours and 34 minutes before you arrive in Oak Brook. Terminal to terminal from Washington takes approximately 2 hours and 5 minutes and from Denver, 2 hours and 23 minutes.
How to book the cheapest flight to Oak Brook?
If you’d like to save some cash on your Oak Brook holiday, listen up! As every seasoned traveller will tell you, avoid booking at the last minute. Airfares are generally more expensive close to the departure date. Also, look around online and compare your options. If your destination has multiple airports, you may be able to nab an excellent price by flying into a less busy terminal. And finally, remember that it’s first in, best dressed. Familiarize yourself with airfare costs and be ready to snap up a ticket as soon as you spot an unbeatable bargain. The best deals don’t last long.
How to survive the flight to Oak Brook?
Wherever you’re jetting in from, flying can be a pleasurable experience if you’ve prepared well. We’ve made a list of handy tips and tricks that will help get your Oak Brook holiday started on the right note.What to pack in your hand luggage:

  • First of all, put in your passport, travel docs, wallet and daily medications. Next, you’ll want some extra in-flight entertainment to while away the time. A thrilling novel and a laptop crammed with your favourite shows are good options. If you plan to take a short nap, a comfy neck pillow and some noise-cancelling headphones will also be useful. Finally, leave some space for a toothbrush and some deodorant to ensure you arrive at your destination looking fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Make sure you don’t have sharp or pointed objects hiding in one of the compartments of your hand luggage. Other banned items include explosive or flammable products, such as bleach and fuel, and gels and liquids in containers with a capacity of more than 3.4 ounces (100 milliliters).

What to wear on a flight:

  • The best way to ensure a comfortable flight is often as simple as your clothing choices. Prepare for changes in temperature by bringing layers. This will keep you nice and warm if the cabin gets too cold. Shoes like flip flops and heels are best left for other occasions. Even though they may be your favourites, go for flat, closed-toed footwear like sneakers. Your feet will appreciate it.
  • The serious condition called deep vein thrombosis (DVT) can pose a risk on long-distance flights. It’s the result of blood clotting due to inactivity and poor circulation. Walking around the cabin and doing regular leg and foot exercises while seated is a great way to prevent this happening. Wearing a good pair of compression tights or socks is also recommended.

How to get through airport security fast when flying to Oak Brook?
Being prepared before you arrive at the airport will help make your trip to Oak Brook a breeze. We’ve rounded up some useful tips and tricks for a swift journey through security:

  • Be sure to have your travel documents and passport at hand. They’re the first items you’ll be asked for by security.
  • After that, both you and your carry-on luggage will be X-rayed. To speed things up, take off anything that might trigger the alarms. Items such as your belt, jacket and headphones will be required to go through the machine.
  • All electronic gadgets, including your tablet and phone, will also need to be separately scanned.
  • Remember to remove gels and liquids from your carry-on bag. They often need to be sent through the X-ray machine separately. Each product should be in a container no larger than 3.4 ounces (100 milliliters) and everything must fit in a single quart-size (one litre), clear zip-lock bag.
  • Choosing your footwear wisely can save you several precious minutes. Boots and bulky shoes are often required to be removed and separately scanned. Lightweight sneakers are usually not.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp objects like a pocket knife or tools, pack them safely away in your checked baggage. They won’t be allowed in the cabin.

Flights to Oak Brook information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
S$210

Trending flights to Oak Brook

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, 9 Oct - Tue, 14 Oct
SIN
Changi
ORD
O'Hare Intl.
S$1,224 Return, found 3 days ago
S$1,224
Return
found 3 days ago
Select Air Canada flight, departing Thu, 9 Oct from Changi to O'Hare Intl., returning Tue, 14 Oct, priced at S$1,224 found 3 days ago
*Available to Expedia members.