S$89 Cheap Flights to Rolling Meadows

View S$89 flight on Sat, 4 Oct, 2025Opens in a new window

Popular airlines to Rolling Meadows

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 40% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap round-trip flights to Rolling Meadows

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
Sat, 4 Oct - Wed, 8 Oct
SEA
Seattle
ORD
Chicago
S$166 Return, found 5 days ago
S$166
Return
found 5 days ago
Select Delta flight, departing Sat, 4 Oct from Seattle to Chicago, returning Wed, 8 Oct, priced at S$166 found 5 days ago
American Airlines
Sat, 10 Jan - Sat, 17 Jan
EWR
New York
ORD
Chicago
S$254 Return, found 5 days ago
S$254
Return
found 5 days ago
Select American Airlines flight, departing Sat, 10 Jan from New York to Chicago, returning Sat, 17 Jan, priced at S$254 found 5 days ago
United
Sat, 10 Jan - Sat, 17 Jan
EWR
New York
ORD
Chicago
S$254 Return, found 5 days ago
S$254
Return
found 5 days ago
Select United flight, departing Sat, 10 Jan from New York to Chicago, returning Sat, 17 Jan, priced at S$254 found 5 days ago
JetBlue Airways
Tue, 23 Sept - Wed, 24 Sept
JFK
New York
ORD
Chicago
S$383 Return, found 1 day ago
S$383
Return
found 1 day ago
Select JetBlue Airways flight, departing Tue, 23 Sept from New York to Chicago, returning Wed, 24 Sept, priced at S$383 found 1 day ago
All Nippon Airways
Mon, 20 Oct - Tue, 4 Nov
SIN
Singapore
ORD
Chicago
S$1,083 Return, found 7 hours ago
S$1,083
Return
found 7 hours ago
Select All Nippon Airways flight, departing Mon, 20 Oct from Singapore to Chicago, returning Tue, 4 Nov, priced at S$1,083 found 7 hours 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 Rolling Meadows CHI

Cheap flights to Rolling Meadows (CHI)

Get started finding a cheap flight to Rolling Meadows 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 Rolling Meadows.

Return prices range from S$166 - S$1,083 and one-ways Rolling Meadows start as low as S$89.

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 Rolling Meadows (CHI)

You have several options for which airline you choose to travel with to Rolling Meadows. There are 10 airlines flying into CHI: Delta, American Airlines, United, JetBlue Airways, Air Canada, Cathay Pacific, All Nippon Airways. 

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 Rolling Meadows (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to CHI in October and in October 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 Rolling Meadows' airport?
Many visitors like to fly into O'Hare Intl. Airport (ORD) when visiting the vibrant city of Rolling Meadows.
How far is O'Hare Intl. Airport (ORD) from central Rolling Meadows?
If you're staying in central Rolling Meadows, it's wise to work out how you'll get into the city before you arrive. The downtown area is about 14 kilometres from O'Hare Airport.
What airport is best to fly into Rolling Meadows?
Before flying to Rolling Meadows, it's a wise idea to find out which airport is the most convenient. ORD is 14 kilometres from the downtown area. If you touchdown at Chicago Airport, you'll find yourself 40 kilometres away from the city centre.
How many airlines fly to Rolling Meadows?
Rolling Meadows is serviced by 51 airlines from 237 worldwide airports.
Which airlines fly to Rolling Meadows?
In general, travellers choose to fly with United Airlines, American Airlines and Delta when heading off to Rolling Meadows. The biggest proportion of these flights originate in New York, with United Airlines operating this route the most frequently.
How many nonstop flights are there to Rolling Meadows?
Organising an exciting Rolling Meadows getaway is a cinch when there are 7,564 direct flights each week to choose from.
Where are the most popular flights to Rolling Meadows departing from?
Flights to Rolling Meadows from New York, Washington and Dallas airports are in high demand.
How long is the flight to Rolling Meadows Airport?
If you're flying to Rolling Meadows from New York, you'll have a flight duration of 2 hours and 44 minutes. Those setting off from Washington can expect to be travelling for 2 hours and 15 minutes. From Dallas it's roughly 2 hours and 18 minutes away.
How to book the cheapest flight to Rolling Meadows?
We've all come across those lucky travellers who somehow manage to nab impossibly cheap airfares every time they fly. Would you like to know how to do it for your Rolling Meadows holiday? Don't wait until the very last minute to secure your flight. Another great way to nab the best price is to compare all options. If where you're headed has several airports, look into the cost of flying into a smaller terminal. Last of all, another easy way to save some money is be ready to book fast. If you stumble on an irresistible deal, don't think twice — grab it while you've got the chance.
Do you have any tips for my flight to Rolling Meadows?
Depending on where you're coming from, your journey to Rolling Meadows could be completely stress-free or it could go on forever. Below are some handy hints that will help you start your next unforgettable escape on a positive note. What to pack in your hand luggage:

  • Air travel can be a cruisy experience if you carry the right gear. First things first, you'll need toiletry items, such as deodorant and a toothbrush, a fresh change of clothes and a good read. Secondly, find room in your bag for your mobile phone, a charger, any medications and perhaps a proper neck pillow too. Last, but definitely not least, remember to take your passport, travel papers and your credit cards.

Do not pack the following items in your hand luggage:

  • Check carefully that you don't have sharp objects (like a knife or scissors) lurking in the bottom of your carry-on luggage. Other restricted items include explosive or flammable goods, like aerosols and matches, and liquids and gels in containers with a volume of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • Go for comfort over style. Prepare for changes in temperature by wearing layers, and opt for flat, easy-to-remove shoes like sneakers.
  • Most travellers have heard about deep vein thrombosis (DVT), a blood clotting condition caused by prolonged periods of sitting. To reduce your risk on board, stay hydrated, consider wearing compression socks or tights and move your lower limbs often.

How to get through airport security fast when flying to Rolling Meadows?
The answer is — be prepared. We've rounded up some tips and tricks for a stress-free trip through security. Watch out Rolling Meadows, here you come:

  • First things first. Your passport and boarding pass will need to be inspected by security personnel. Keep them someplace accessible so you don't hold up the queue.
  • After that, both you and your carry-on bag must be X-rayed. To make the process quick and painless, take off anything that might set the alarms off. Items such as your jacket, belt and earphones need to go through the machine.
  • All electronic gadgets, including your phone and tablet, must also be scanned separately.
  • Travelling with a new hand and nail cream? No problem. As long as the volume is no larger than 3.4 ounces (100 millilitres) and it's stored in a zip-close bag, you're permitted to bring it with you in your carry-on.
  • The right choice of footwear can save you several valuable minutes. Hiking boots are often required to be removed and separately scanned. Lightweight sneakers usually aren't.
  • Airlines will not allow any pocket knives or other sharp items in the cabin. If you need to bring these kinds of items, check them in.

Flights to Rolling Meadows information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
S$176

Trending flights to Rolling Meadows

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, 4 Nov
SIN
Singapore
ORD
Chicago
S$1,083 Return, found 7 hours ago
S$1,083
Return
found 7 hours ago
Select All Nippon Airways flight, departing Mon, 20 Oct from Singapore to Chicago, returning Tue, 4 Nov, priced at S$1,083 found 7 hours ago
*Available to Expedia members.