$21 Cheap Flights to Darien , IL

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How much is the cheapest flight to Darien?

Prices were available within the past 7 days and start at $21 for one-way flights and $51 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines

Find Your Flights to Darien CHI

Cheap flights to Darien (CHI)

Get started finding a cheap flight to Darien on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip 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 Darien.

Roundtrip prices range from $51 - $103, and one-ways to Darien start as low as $21.

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 Darien (CHI)

You have several options for which airline you choose to travel with to Darien. There are 10 airlines flying into CHI: Spirit Airlines, Frontier 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 a bag or bring a carry-on, check 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/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programs 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 in 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 the optimal times. Airfare to Darien (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to CHI in June 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

How do I find cheap flights to Darien that have flexible change policies?
It’s as easy as can be with Expedia. Firstly, type in your preferred dates and destination and click on the “Search” button. Second step: Check the “No change fee” box just below the “Flexible change policies” filter on the left-hand side of your screen. Step 3. Book your cheap and flexible airfare to Darien.
What is the name of the airport in Darien?
If you’re heading for Darien, you have a number of choices. Midway Intl. Airport (MDW) is the most popular, followed by O’Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Darien?
Lengthy commutes aren’t a big deal if you consider your options ahead of time. Downtown Darien is 25 mi from ORD, so it’s wise to know how you’ll get into the city before you land.
How can I book the cheapest flight to Darien?
To enhance your chances of scoring the cheapest flight, enter your travel details into the search fields, then filter the results by your preferred airline, arrival/departure times and any stops on your route. Also compare the prices of flying into and out of different airports if that’s an option for you. Timing is a big factor in nabbing a bargain — book domestic flights at least a month out and international flights around six months before departure to save 10% on average. And if you stumble on an incredible deal, grab it while you can! One of the cheapest fares to Darien right now is $19, departing Charlotte in June. Wherever you’ll be taking off from, Expedia will send you to Darien for the cheapest price possible.
Which day of the week is the best day to buy a plane ticket to Darien?
Based on our research, Sunday is the best day to buy plane tickets. Fares do vary with demand though, so it’s wise to check prices regularly. Want another insider tip? Research prices to Darien as soon as you’ve chosen your travel dates and book as soon as you spot a bargain. The optimal booking window ranges from 21 days to about 45 days out from departure, so the earlier you begin looking, the greater the odds of scoring a deal! Savings are subject to change and may vary depending on selections made.
What airport is best to fly into Darien?
There are two main airports that service Darien. O’Hare Intl. Airport (ORD) is approximately 25 mi from the central area, while Midway Intl. Airport (MDW) is approximately 20 mi away. As soon as you have a look at prices and lock in a place to stay, you’ll have more of an idea of which one you should touchdown at.
Which airlines fly to Darien?
There are 47 airlines connecting Darien with 233 airports around the globe. One of the best is United Airlines, which operates the greatest number of flights to Darien from New York. Another good option is American Airlines.
How many nonstop flights are there to Darien?
Organizing an exciting Darien vacation is simple when there are 7,977 direct flights each week to get you there.
Where are the most popular flights to Darien departing from?
Flights to Darien from New York, Dallas and Phoenix airports are the most popular.
Do you have any tips for my flight to Darien?

  • Get your trip off to a good start by being well prepared. Pack the important stuff — like travel documents, your passport and any medications you need — first. Next, think about downloading some movies on your tablet for a guilt-free binge session. Or, throw in that thrilling bestseller you’ve been itching to read. Lastly, a few snacks and a quality neck pillow will go a long way to making the trip as comfortable as possible.
  • There’s a lengthy list of items you should not pack in your carry-on too. Flammables, sharps and explosives are strictly prohibited in the cabin — they often include box cutters, razor blades, aerosol cans and flares. Some sporting equipment, like tennis rackets and baseball bats, are also not allowed in your hand luggage. Check your airline’s website for details about what you can and can’t take on board.

What to wear on a flight:

  • The aisles of an aircraft aren’t suitable for a fashion parade. Layer up in comfy clothing and pack a pullover since it can get cool in the cabin on long-haul flights. Sneakers or other closed-toe shoes are perfect for longer journeys.
  • The condition known as deep vein thrombosis (DVT) is a risk on long-haul flights. It’s the result of blood clotting due to poor circulation and inactivity. Wandering up and down the aisle and doing leg and foot stretches while seated can prevent it developing. Wearing compression tights or socks also helps to lessen your risk.

How can I get a cheap last-minute flight to Darien?
To score a cheap, spur-of-the-moment flight to Darien, flexibility is important. If possible, have a bit of wiggle room with your travel dates. It will also help to have a bit of flexibility with your departure and arrival airports, choice of airline, flight times and possible stops or layovers.
Where can I learn more about changing or canceling my flight to Darien?
Most flights are free to cancel within 24 hours of making the reservation. However, some flights are non-refundable, and you may receive a flight credit from the airline to use for a future booking. For more information, please visit our Customer Service Portal.
Flights to Darien information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
$50

Trending flights to Darien

Prices were available within the past 7 days and start at $21 for one-way flights and $51 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
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