S$76 Cheap Flights to Orland Park

View S$76 flight on Wed, 19 Nov, 2025Opens in a new window

Popular airlines to Orland Park

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Cheap round-trip flights to Orland Park

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
Tue, 4 Nov - Tue, 11 Nov
BOS
Boston
ORD
Chicago
S$151 Return, found 15 hours ago
S$151
Return
found 15 hours ago
Select Delta flight, departing Tue, 4 Nov from Boston to Chicago, returning Tue, 11 Nov, priced at S$151 found 15 hours ago
United
Wed, 12 Nov - Wed, 19 Nov
BOS
Boston
ORD
Chicago
S$196 Return, found 2 days ago
S$196
Return
found 2 days ago
Select United flight, departing Wed, 12 Nov from Boston to Chicago, returning Wed, 19 Nov, priced at S$196 found 2 days ago
American Airlines
Wed, 12 Nov - Wed, 19 Nov
BOS
Boston
ORD
Chicago
S$240 Return, found 2 days ago
S$240
Return
found 2 days ago
Select American Airlines flight, departing Wed, 12 Nov from Boston to Chicago, returning Wed, 19 Nov, priced at S$240 found 2 days ago
Swiss International Air Lines
Thu, 5 Feb - Fri, 13 Feb
LHR
London
ORD
Chicago
S$705 Return, found 1 day ago
S$705
Return
found 1 day ago
Select Swiss International Air Lines flight, departing Thu, 5 Feb from London to Chicago, returning Fri, 13 Feb, priced at S$705 found 1 day ago
Austrian Airlines
Sun, 5 Oct - Wed, 15 Oct
LHR
London
ORD
Chicago
S$736 Return, found 2 days ago
S$736
Return
found 2 days ago
Select Austrian Airlines flight, departing Sun, 5 Oct from London to Chicago, returning Wed, 15 Oct, priced at S$736 found 2 days ago

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

July is typically the cheapest month to fly

From S$99 - S$336 per traveller.

Find Your Flights to Orland Park CHI

Cheap flights to Orland Park (CHI)

Get started finding a cheap flight to Orland Park 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 Orland Park.

Return prices range from S$151 - S$1,083 and one-ways Orland Park start as low as S$76.

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 Orland Park (CHI)

You have several options for which airline you choose to travel with to Orland Park. There are 10 airlines flying into CHI: Delta, American Airlines, United, Virgin Atlantic, Iberia, Swiss International Air Lines, Austrian Airlines. 

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 Orland Park (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to CHI in November and in November 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 Orland Park's airport?
Orland Park is served by multiple airports, but most visitors touch down at O'Hare Intl. Airport (ORD).
How far is O'Hare Airport from central Orland Park?
The trip from ORD to downtown Orland Park is fairly long. You'll need to travel 40 kilometres before you can check in to your hotel in the city.
What airport is best to fly into Orland Park?
There are two main airports that operate in Orland Park. ORD is approximately 40 kilometres from the central area, while MDW is approximately 19 kilometres away. As soon as you check prices and lock in a place to stay, you'll better know which to fly into.
How many airlines fly to Orland Park?
There are a total of 51 airlines connecting Orland Park with 237 airports across the world.
Which airlines fly to Orland Park?
United Airlines, American Airlines and Delta are the most frequent fliers to Orland Park. The majority of flights come in from New York, with United Airlines having the most services on this route.
How many nonstop flights are there to Orland Park?
With 7,564 direct flights operating each week, you'll be hitting the runway in Orland Park before you can ask, "Are we there yet?"
Where are the most popular flights to Orland Park departing from?
Travellers frequently set off from New York, Washington and Dallas airports when going to Orland Park.
How long is the flight to Orland Park Airport?
Which city you depart from determines how long you'll be strapped into your seat. From New York to Orland Park, the average flight time is 2 hours and 44 minutes. From Washington it's more like 2 hours and 15 minutes, and from Dallas it's 2 hours and 18 minutes.
How to book the cheapest flight to Orland Park?
If you want to save some cash on your trip to Orland Park, listen up! As any seasoned traveller will tell you, avoid booking at the last minute. Airfares are generally more expensive close to the departure date. Don't stop there, however. Do some research and find out if there is more than one airport at your destination. Fares often differ depending on which airport you pick. Be sure to compare fares across air carriers as well. Last but not least, another simple way to save some cash is be ready to book at a moment's notice. If you spot a good deal, don't hesitate — grab it while you can.
Do you have any tips for my flight to Orland Park?
No matter where you're coming from, flying can be a seamless experience if you're well prepared. Check out these essential travel tips that will help get your Orland Park escape started on the right foot. What to pack in your hand luggage:

  • Travelling on a plane can be a stress-free experience if you take the right stuff. First of all you'll need basic toiletries, such as lip balm and hand cream, a spare set of clothes and a magazine or two. Secondly, find room in your bag for your laptop, a charger, your medications and perhaps a proper neck pillow as well. Lastly, and most importantly, remember to bring your passport, travel docs and your credit cards.

Do not pack the following items in your hand luggage:

  • While the list of banned items can differ between airlines, the general guide to follow is nothing sharp, flammable or explosive. This includes knives, scissors, spray paint and flares. Sporting equipment like ski poles, and items that could harm passengers, such as pepper spray and firearms, aren't allowed in the cabin either.

What to wear on a flight:

  • Comfort should be your main concern when deciding what to wear on your flight. Loose, breathable clothing is a smart option, as are flat, slightly roomy shoes.
  • Deep vein thrombosis (DVT), a blood clotting condition caused by prolonged inactivity, can be a risk on long-haul flights. Make a point of walking around the cabin or do some gentle exercises in your seat to improve your circulation.

How to get through airport security fast when flying to Orland Park?
The trick is to be well organised before you arrive at security. That way, you'll be hopping onto that plane to Orland Park in no time at all. Follow these helpful tips and get your holiday off to a great start:

  • Be sure to keep your ID and travel documents at hand. They're the first items you'll be asked to present to security.
  • Time to strip down. Well kind of. Your coat, belt, keys and other contents of your pockets, like your earphones, will need to go on a tray through the X-ray machine. Make the whole process faster by removing them as your turn draws near.
  • Electronic devices like phones and laptops will also have to go on a tray to be scanned. Don't worry, you'll be back online in no time.
  • Any gels or liquids, such as shampoo or hand cream, that you want to take on board must be no greater than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), zip-lock bag.
  • Lightweight sneakers are a great footwear choice as you're less likely to be asked to remove them when going through security. Safety boots and other heavy-style shoes are often subjected to additional screening.
  • Airlines will not allow any sharp objects in your hand luggage. If you must bring these kinds of items, put them in your checked luggage.

Flights to Orland Park information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
S$664

Trending flights to Orland Park

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.

All Nippon Airways
Mon, 20 Oct - Tue, 28 Oct
SIN
Singapore
ORD
Chicago
S$1,083 Return, found 15 hours ago
S$1,083
Return
found 15 hours ago
Select All Nippon Airways flight, departing Mon, 20 Oct from Singapore to Chicago, returning Tue, 28 Oct, priced at S$1,083 found 15 hours ago
*Available to Expedia members.