S$63 Cheap Flights to Olympia Fields

View S$63 flight on Thu, 22 Jan, 2026Opens in a new window

Popular airlines to Olympia Fields

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Cheap round-trip flights to Olympia Fields

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
Mon, 20 Oct - Mon, 27 Oct
DTW
Detroit
MDW
Chicago
S$339 Return, found 12 hours ago
S$339
Return
found 12 hours ago
Select Delta flight, departing Mon, 20 Oct from Detroit to Chicago, returning Mon, 27 Oct, priced at S$339 found 12 hours ago
Delta
Fri, 21 Nov - Mon, 24 Nov
BOS
Boston
MDW
Chicago
S$406 Return, found 4 days ago
S$406
Return
found 4 days ago
Select Delta flight, departing Fri, 21 Nov from Boston to Chicago, returning Mon, 24 Nov, priced at S$406 found 4 days ago
Delta
Tue, 4 Nov - Tue, 11 Nov
BOS
Boston
MDW
Chicago
S$407 Return, found 2 days ago
S$407
Return
found 2 days ago
Select Delta flight, departing Tue, 4 Nov from Boston to Chicago, returning Tue, 11 Nov, priced at S$407 found 2 days ago
Cape Air
Thu, 2 Oct - Mon, 6 Oct
PVC
Provincetown
MDW
Chicago
S$785 Return, found 7 hours ago
S$785
Return
found 7 hours ago
Select Cape Air flight, departing Thu, 2 Oct from Provincetown to Chicago, returning Mon, 6 Oct, priced at S$785 found 7 hours ago
KLM
Wed, 17 Dec - Wed, 24 Dec
AMS
Amsterdam
MDW
Chicago
S$1,330 Return, found 15 hours ago
S$1,330
Return
found 15 hours ago
Select KLM flight, departing Wed, 17 Dec from Amsterdam to Chicago, returning Wed, 24 Dec, priced at S$1,330 found 15 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.

Frequently asked questions

What is the name of Olympia Fields' airport?
O'Hare Intl. Airport (ORD) is the main airport in Olympia Fields.
What airport is best to fly into Olympia Fields?
If you're planning to fly to Olympia Fields, you'll probably be heading to O'Hare Intl. Airport (ORD) (56 kilometres from downtown). Midway Intl. Airport (MDW) (31 kilometres from downtown) is the other major airport that services the city.
How many airlines fly to Olympia Fields?
There are a total of 51 air carriers connecting Olympia Fields to 237 airports across the globe.
Which airlines fly to Olympia Fields?
Olympia Fields receives the most flights from United Airlines, American Airlines and Delta with United Airlines being the number one choice of carrier. New York is the most popular city for travellers to take off from.
How many nonstop flights are there to Olympia Fields?
With approximately 7,564 nonstop flights operating every week, you'll be arriving in Olympia Fields before you can say, "Are we there yet?"
Where are the most popular flights to Olympia Fields departing from?
A large number of flights to Olympia Fields leave from New York, Washington and Dallas airports.
How long is the flight to Olympia Fields Airport?
Which city you depart from determines how much of the in-flight entertainment you'll get to enjoy. From New York to Olympia Fields, the average flight time is 2 hours and 44 minutes. From Washington it's around 2 hours and 15 minutes, and from Dallas it's 2 hours and 18 minutes.
How to book the cheapest flight to Olympia Fields?
Don't leave booking your flight to Olympia Fields until the last possible moment. That's one trick frequent travellers use to get the best deals. Booking in advance means more options and cheaper flights. Don't stop there, however. Do some research and see if there are multiple airports at your destination. Fares often differ depending on which airport you use. Make sure you compare fares across air carriers as well. Lastly, another simple way to save some cash is be ready to book at a moment's notice. If you find an irresistible bargain, don't hold off — grab it while you can.
Do you have any tips for my flight to Olympia Fields?
Wherever you're jetting in from, flying can be a pleasant experience if you're well prepared. Take a peek at these handy travel tips that will get your Olympia Fields holiday started on the right note. What to pack in your hand luggage:

  • The trick to having a hassle-free flight experience is to plan ahead. So, let's start with the basics: passport, travel docs, credit cards and daily medications. Next, bring items that'll help keep you entertained, like some electronic gadgets or a good read. It's also smart to pack your chargers, a comfy neck pillow and a pair of noise-cancelling headphones. Last but not least, be sure to squeeze in toiletry items like a toothbrush, lip balm and a clean set of clothes.

Do not pack the following items in your hand luggage:

  • While the list of restricted items differs between airlines, the general rule of thumb is nothing flammable, sharp or explosive. This includes screwdrivers, pocket knives, fuel and fireworks. Sporting equipment like golf clubs, and items that could harm other people, such as pepper spray and guns, are also banned from the cabin.

What to wear on a flight:

  • Go for comfort over style. Prepare for changes in cabin temperature by dressing in layers, and pick flat, slightly roomy footwear like sneakers.
  • Caused by lengthy periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect passengers during long-distance flights. Lower your risks by staying hydrated, keeping your legs and feet moving and wearing compression socks to help improve your circulation.

How to get through airport security fast when flying to Olympia Fields?
It's easy — be prepared. We've compiled some useful tips for a speedy trip through airport security. Look out Olympia Fields, here you come:

  • Be sure to have your ID and travel documents easily accessible. They're the first things you'll be asked for by security.
  • The X-ray machine is up next. Remove anything metal on you that is likely to beep. This includes items like headphones or earphones, as well as bulky coats or jackets. They'll need to be placed on the conveyor belt for screening.
  • Your 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 in no time.
  • Remember to remove gels and liquids from your carry-on bag. They often need to be sent through the X-ray separately. Each item should be no larger than 3.4 ounces (100 millilitres) and everything must fit inside a single quart-size (one litre), clear zip-close bag.
  • There's a good chance you'll need to remove your shoes to be X-rayed, so wearing slip-on shoes is always a clever idea.
  • Airlines will not allow any sharp or pointed objects in your carry-on baggage. If you must bring these kinds of items, put them in your checked luggage.

Book with confidence

Book with confidence

Find Your Flights to Olympia Fields MDW

Cheap flights to Olympia Fields (MDW)

Get started finding a cheap flight to Olympia Fields 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 Olympia Fields.

Return prices range from S$339 - S$2,061 and one-ways Olympia Fields start as low as S$63.

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 Olympia Fields (MDW)

You have several options for which airline you choose to travel with to Olympia Fields. There are 10 airlines flying into MDW: Delta, KLM, Cape Air, Air France, Korean Air, Virgin Atlantic. 

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 Olympia Fields (MDW) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to MDW in October and in January 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.

Find Your Flights to Olympia Fields MDW

Travel information

Travel information

Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Return price
S$338

Trending flights to Olympia Fields

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, 8 Apr - Thu, 16 Apr
SIN
Singapore
MDW
Chicago
S$1,779 Return, found 6 days ago
S$1,779
Return
found 6 days ago
Select Delta flight, departing Wed, 8 Apr from Singapore to Chicago, returning Thu, 16 Apr, priced at S$1,779 found 6 days ago

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