S$150 Cheap Flights to Des Plaines

View S$150 flight on Sun, 12 Oct, 2025Opens in a new window

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Cheap round-trip flights to Des Plaines

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
Tue, 7 Oct - Sat, 11 Oct
YYC
Calgary
ORD
Chicago
S$240 Return, found 3 days ago
S$240
Return
found 3 days ago
Select Air Canada flight, departing Tue, 7 Oct from Calgary to Chicago, returning Sat, 11 Oct, priced at S$240 found 3 days ago
United
Tue, 7 Oct - Sat, 11 Oct
YYC
Calgary
ORD
Chicago
S$247 Return, found 3 days ago
S$247
Return
found 3 days ago
Select United flight, departing Tue, 7 Oct from Calgary to Chicago, returning Sat, 11 Oct, priced at S$247 found 3 days ago
WestJet
Mon, 6 Oct - Sun, 12 Oct
YYC
Calgary
ORD
Chicago
S$256 Return, found 5 hours ago
S$256
Return
found 5 hours ago
Select WestJet flight, departing Mon, 6 Oct from Calgary to Chicago, returning Sun, 12 Oct, priced at S$256 found 5 hours ago
American Airlines
Fri, 19 Sep - Thu, 25 Sep
YYC
Calgary
ORD
Chicago
S$325 Return, found 16 hours ago
S$325
Return
found 16 hours ago
Select American Airlines flight, departing Fri, 19 Sep from Calgary to Chicago, returning Thu, 25 Sep, priced at S$325 found 16 hours ago
Delta
Mon, 25 Aug - Mon, 1 Sep
YYC
Calgary
MDW
Chicago
S$436 Return, found 1 day ago
S$436
Return
found 1 day ago
Select Delta flight, departing Mon, 25 Aug from Calgary to Chicago, returning Mon, 1 Sep, priced at S$436 found 1 day ago

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

June is typically the cheapest month to fly

From S$99 - S$317 per traveller.

Graph displaying average flight prices per month

Find Your Flights to Des Plaines CHI

Cheap flights to Des Plaines (CHI)

Get started finding a cheap flight to Des Plaines 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 Des Plaines.

Return prices range from S$240 - S$900 and one-ways Des Plaines start as low as S$150.

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 Des Plaines (CHI)

You have several options for which airline you choose to travel with to Des Plaines. There are 10 airlines flying into CHI: Air Canada, American Airlines, United, WestJet, Delta. 

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 Des Plaines (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 Des Plaines' airport?
Des Plaines is served by just a single airport, O'Hare Intl. Airport (ORD).
How far is ORD from central Des Plaines?
O'Hare Airport is only a short drive from all the action of downtown Des Plaines. You'll find it 6 kilometres from the centre of the city.
What airport is best to fly into Des Plaines?
Travellers heading to Des Plaines can touchdown at two major airports. ORD is 6 kilometres away from the downtown streets. Midway Intl. Airport (MDW) is 31 kilometres away.
How many airlines fly to Des Plaines?
There are a total of 45 air carriers connecting Des Plaines to 220 airports globally.
Which airlines fly to Des Plaines?
Des Plaines receives the largest number of flights from American Airlines, United Airlines and Delta Air Lines with American Airlines being the number one choice of carrier. Queens Village is the most popular city for passengers to jet off from.
How many nonstop flights are there to Des Plaines?
Planning an awesome Des Plaines holiday is a cinch when there are 8,014 direct flights each week to choose from.
Where are the most popular flights to Des Plaines departing from?
Travellers often jet off from Atlanta, Denver and Dallas airports when flying to Des Plaines.
How long is the flight to Des Plaines Airport?
If it's Queens Village you're leaving behind, you'll be in the sky for around 2 hours and 34 minutes before you arrive in Des Plaines. Tarmac to tarmac from Washington takes about 2 hours and 5 minutes and from Denver, 2 hours and 23 minutes.
How to book the cheapest flight to Des Plaines?
If you'd like to save some cash on your Des Plaines holiday, then listen up! As every seasoned jet-setter knows, avoid booking at the last minute. Airfares are usually more expensive close to the departure date. Don't stop there, though. Do some research and see if there are a couple of airports at your destination. Fares often differ depending on the airport you pick. Be sure to compare fares across airlines as well. Finally, be prepared to secure your seat quickly if you stumble on a great price. It might not stick around for long! With a bit of know-how and a little good fortune, the perfect fare can be yours.
How to survive the flight to Des Plaines?
We've pulled together all the info you need to make your flight as pain-free as possible. Follow our top tips and you'll be speeding through the airport and having a ball in Des Plaines in no time.What to pack in your hand luggage:

  • A plane ride can be a cruisy experience if you've got all the right things. First of all you'll need basic toiletries, such as a toothbrush and hairbrush, a spare set of clothes and a magazine or two. Next, make room in your carry-on bag for your phone and charger, your important medications and maybe a cosy neck pillow too. Lastly, be sure to bring your passport, travel papers and some cash.

Do not pack the following items in your hand luggage:

  • While the list of restricted items differs between air carriers, the general rule of thumb is avoid carrying anything sharp, flammable or explosive. This includes screwdrivers, knives, fireworks and fuel. Sporting equipment like bows and arrows, and items that could harm other people, such as firearms and swords, aren't allowed in the cabin either.

What to wear on a flight:

  • Comfort should always be your highest priority when picking what to wear on board. Consider your choice of footwear with care too, as swollen feet are a common occurrence. Shoes which are flat and slightly roomy are always a smart option.
  • Caused by sustained periods of inactivity, DVT (deep vein thrombosis) is a blood clot condition that can affect passengers on long-haul flights. The good news is there are proven ways to significantly reduce your risk of developing it. Stay well hydrated, wander around the cabin whenever possible and wear compression tights or socks.

How to get through airport security fast when flying to Des Plaines?
The secret is to be well organised before you arrive at the security gate. That way, you'll be stepping onto that plane to Des Plaines in no time at all. Follow these tips and get your holiday off to a great start:

  • First things first. Your passport and travel documents will need to be inspected by airport security. Have them close by so you don't hold up the line.
  • Next up is the X-ray machine. Remove anything metal on you that is likely to beep. This includes things like headphones or earphones, as well as heavy coats or jackets. They'll need to be placed on the conveyor belt for screening.
  • Electronic devices like laptops and phones will also have to go on a tray to be scanned. No need to worry though, you'll be back online before you know it.
  • Travelling with your favourite cologne? Not a problem. As long as the volume is no greater than 3.4 ounces (100 milliliters) and it's stored in a zip-close bag, you can keep it with you on board.
  • The right choice of footwear can save you several valuable minutes. Boots and heavy shoes are often required to be removed and separately scanned. Slip-on sneakers are usually not.
  • Airlines won't allow any pocket knives or other sharp items in your carry-on luggage. If you need to bring these kinds of items, pack them in your checked luggage.

Flights to Des Plaines information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
S$240

Trending flights to Des Plaines

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
Tue, 28 Oct - Wed, 5 Nov
SIN
Singapore
ORD
Chicago
S$900 Return, found 5 days ago
S$900
Return
found 5 days ago
Select Air Canada flight, departing Tue, 28 Oct from Singapore to Chicago, returning Wed, 5 Nov, priced at S$900 found 5 days ago
*Available to Expedia members.