$64 Cheap Flights to Darien, IL

Popular airlines to Darien

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How much is the cheapest flight to Darien?

Prices were available within the past 7 days and start at $64 for one-way flights and $132 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
American Airlines
Delta
United
Southwest Airlines

Alternative airports near Darien

Prices were available within the past 7 days. Prices and availability are subject to change.

What you need to know for your flight to Darien

Flights to Darien at a glance

Traveling to Darien is a breeze—simply select from a range of full-service or budget airlines, weigh the travel times, and choose the option that best fits your budget, itinerary, and plans to discover the city’s iconic attractions and neighborhoods.

  • Major airports near Darien: O'Hare International Airport (ORD), Midway International Airport (MDW)
  • Closest (typical) airport to Darien: Midway International Airport, MDW (around 12 miles)
  • Flights per week: 9,800+ flights arriving across Darien airports
  • Number of airlines that fly to Darien: around 75+ carriers

Popular airports near Darien

Darien is a vibrant city ideal for family getaways, outdoor adventures, and urban exploration. Travelers are drawn to Darien for its family-friendly atmosphere, business opportunities, cultural experiences, and outdoor activities. The city is conveniently accessible via two major airports.

  • O'Hare International Airport (ORD): Situated in Cook County, Illinois, approximately 16 miles from Darien, this airport operates both domestic and international flights, linking travelers to over 285 domestic cities and more than 315 international locations. Passengers have the option to enhance their travel experience by upgrading to first class, premium economy, or business class seating, depending on the airline and route. Major airlines serving O'Hare include American Airlines, United, and Frontier Airlines.
  • Midway International Airport (MDW): Found in Cook County, Illinois, around 12 miles from Darien, this airport provides connections for both domestic and international flights, reaching about 130 domestic cities and 30 international destinations. Travelers can opt for premium economy or first class seating for a more comfortable journey based on the airline and route. Southwest Airlines, Frontier Airlines, and Delta are among the popular carriers operating out of Midway.

Top routes to Darien

  • New York (JFK/LGA) to Darien (ORD/MDW), with one-way flight options from around $45
  • Los Angeles (LAX) to Darien (ORD/MDW), with one-way airfare from around $80
  • Boston (BOS) to Darien (ORD/MDW), with one-way flight options from around $50
  • Orlando (MCO) to Darien (ORD/MDW), with one-way airfare from around $45
  • Atlanta (ATL) to Darien (ORD/MDW), with one-way flights starting at around $40

Cheapest routes to Darien

  • Newark (EWR) to Darien (ORD/MDW), with low one-way fares from around $30
  • Dallas (DFW/DAL) to Darien (ORD/MDW), with cheap one-way fares from around $35
  • Atlanta (ATL) to Darien (ORD/MDW), with low-cost one-way tickets from around $40
  • Minneapolis (MSP) to Darien (ORD/MDW), with low one-way fares from around $40
  • Nashville (BNA) to Darien (ORD/MDW), with affordable one-way prices from around $40

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Darien

  • American Airlines: Operating flights to O'Hare International Airport (ORD), this airline represents roughly 31% of arrivals in Darien. One-way fares tend to hover around $390, with premium service options like premium economy, business, and first class available based on the route.
  • United: Also flying into O'Hare International Airport (ORD), United accounts for about 31% of arrivals to Darien. The average fare for a one-way ticket is approximately $380, offering premium service options that include premium economy, business, and first class depending on the specific route.
  • Southwest Airlines: This carrier operates flights into both O'Hare International Airport (ORD) and Midway International Airport (MDW), making up around 12% of arrivals to Darien. Travelers can expect average one-way fares to be around $220.
  • Delta: With services to both O'Hare International Airport (ORD) and Midway International Airport (MDW), Delta represents about 8% of arrivals in Darien. The typical one-way fare is roughly $290, and premium service options may include premium economy, business, and first class based on the route.
  • Frontier Airlines: Flying into O'Hare International Airport (ORD) and Midway International Airport (MDW), Frontier accounts for around 4% of arrivals to Darien. This low-cost airline typically has one-way fares averaging about $160.

Best time to fly to Darien

The most popular months for travelers to fly to Darien are January, March, and April, when peak temperatures in Darien can reach up to 48.4°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 66.7°F and typically the lowest average one-way fare (around $200), roughly 10% cheaper than the yearly average. Looking for additional cheaper months to fly? October, November, and May offer average one-way fares roughly ranging from $201 to $214, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January23.9°F (-4.5°C)Light RainMostly CloudyModerately High$275
February26.1°F (-3.3°C)Light RainMostly CloudyAverage$217
March38.5°F (3.6°C)Light RainMostly CloudyModerately High$242
April48.4°F (9.1°C)Light RainMostly CloudyModerately High$232
May60.4°F (15.8°C)Light RainMostly SunnyAverage$214
June70.2°F (21.2°C)Light RainMostly SunnyAverage$226
July74.3°F (23.5°C)Light RainMostly SunnyAverage$223
August73.2°F (22.9°C)Light RainMostly SunnyAverage$215
September66.7°F (19.3°C)Light RainMostly SunnyModerately Low$200
October54.1°F (12.3°C)Light RainMostly SunnyAverage$201
November41.0°F (5.0°C)Light RainMostly SunnyModerately Low$212
December31.5°F (-0.3°C)Light RainMostly CloudyModerately Low$218

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Darien

Getting some of the best deals on flights to Darien is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Darien hotel and flight deals.
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your Darien flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Darien

Darien welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Darien efficiently:

  • Public transportation: From O'Hare International Airport, O'Hare Station, a metro station, is located about 0.1 miles away and easily accessible on foot, while Rosemont Station, a train station, is about 2.2 miles from the airport and typically reached by car.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Darien, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Darien is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Darien on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay in and around Darien

  • Chicago: As a vibrant metropolis, Chicago offers an array of experiences for travelers. Situated in the heart of the city, Darien provides easy access to popular attractions including shopping areas, entertainment venues, and theaters. Visitors can explore notable landmarks such as the Griffin Museum of Science and Industry, perfect for family outings, or enjoy the stunning views from 875 North Michigan Avenue, a striking skyscraper. For those seeking outdoor spaces, the urban parks and sports facilities are ideal for relaxation and recreation.
  • Romeoville: Located 9 miles drive away from Darien, Romeoville is a charming city that caters to families and outdoor enthusiasts alike. With a mix of educational institutions and shopping centers, it offers a versatile experience for visitors. Key points of interest include the historic Lewis University, which adds a cultural touch, and the scenic Riverwalk, perfect for a leisurely stroll. For golf lovers, the Bolingbrook Golf Club is a delightful spot to unwind while enjoying the great outdoors.
  • Homer Glen: Homer Glen is located 11 miles drive away from Darien and is known for its family-friendly atmosphere and entertainment options. This city boasts various theaters and concert venues, making it a vibrant destination for music and culture lovers. Outdoor enthusiasts will appreciate the Morton Arboretum, an expansive garden ideal for exploring nature. Additionally, the Tinley Park Convention Center offers a hub for events and conferences, ensuring that there's something for everyone in this lively community.

Tips for short-haul flights to Darien

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—when flying with budget airlines, traveling with just a carry-on is often more economical. Maximize space by using travel-sized toiletries, wearing your bulkiest items, and planning your outfits strategically. This approach also allows you to bypass the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. To keep yourself entertained, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book as well. Remember to fully charge your devices before you board.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it’s advisable to arrive at least 1.5 to 2 hours prior to departure, allowing for traffic delays and security checks.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Darien

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines typically allow free seat selection once online check-in begins, usually 24–48 hours prior to your flight. Some airlines may even offer seat selection earlier.
  • Arrive at the airport in plenty of time—aim to reach the airport at least 3 hours before departure for international flights to ensure you have enough time for check-in, security, and immigration procedures.
  • Relax at the airport—if you find yourself with extra time, take the opportunity to explore the shops, enjoy a coffee, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is generally free and available.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and adjusting your sleep schedule to align with your destination's time zone. Try to sleep or stay awake on the flight according to the local time at your arrival destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Darien?
August is the cheapest month to travel to Darien. There's less demand then, so fares are generally more affordable. Booking your trip outside of school breaks and public holidays could also help you save.
Which US cities have the cheapest flights to Darien?
Get cheap flights to Darien from New York, Washington and Dallas. These cities typically offer the best fares to this top destination. But bear in mind that stopovers, seasonality and demand also influence rates, so remain flexible and book when you spot a bargain.
Which US cities fly direct to Darien?
You can fly to Darien without a stopover from 150 US cities. To find a nonstop journey, select "Direct flights only" when searching for flights to Darien on Expedia. Then, explore your options and pick the best departure out of one of these cities:

  • New York
  • Washington
  • Dallas
  • Boston
  • Phoenix

How to find a cheap flight to Darien?
Book early or look for cheap flights to Darien during off-peak months like April and July. Leaving on a Thursday could also save you an average of 16% compared to a Sunday flight.* The Expedia app makes it even easier to know when to book. Just activate the toggle for "Watch prices" and you'll receive a notification when fares go down.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Darien?
Although booking in advance is generally the best way to save cash, don't panic if your Darien vacation is last minute. It's still possible to find cheap flights to Darien, especially if your plans have a little wiggle room. Try changing your trip dates, looking at different ticket options or departing from another airport.
How far in advance should I book a flight to Darien?
Book your flight to Darien two to four months ahead if you're taking off from an international destination. For domestic travel, the timeframe is around 28 days in advance. Lower prices and a greater choice of departure dates, schedules and seating options are just a few of the benefits of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Darien?
Sundays are typically the best day to book a cheap flight to Darien, with savings of about 8% on average compared to Fridays. If you purchase tickets on a Friday, expect to pay more as this is typically the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Darien?
A total of 44 carriers connect 216 airports around the world to Darien. Here are some of the most popular airlines to Darien, where O'Hare Intl. Airport (ORD) is the major gateway:

  • United Airlines
  • American Airlines
  • Delta Air Lines
  • Alaska Airlines

Where do you fly into Darien?
Darien's main gateway is Lewis University Airport (LOT). If you want more nearby options when flying to Darien, check out Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) or Dupage Airport (DPA). It's also possible to fly to Darien through Joliet Park District Airport (JOT).
How far is the airport from central Darien?
You'll be approximately 12 mi southwest of the center of Darien after landing at Lewis University Airport (LOT).
Can I save money by booking a Darien trip package?
Book a Darien flight and hotel package deal on Expedia, and you can benefit from significant savings. It's a breeze to bundle your hotel and flight, and you can add car rentals and activities to create your own customized Darien vacation. Plus, nothing beats the convenience of booking everything in one place.
Can I change or cancel my flight to Darien?
If you booked your flight to Darien within the last 24 hours, you can usually cancel or change it without fees. After that, extra charges may apply depending on the airline's rules and restrictions. For more information, visit our Customer Service Portal. Remember that some flights are non-refundable, so you may receive a credit toward a future trip rather than a direct refund. When browsing on Expedia, select the "No cancel fee" or "Changes included" boxes to find fares with flexible change policies.

*Flight schedules are subject to change.

*Available to One Key members.

 

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Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
$132

Trending flights to Darien

Prices were available within the past 7 days and start at $64 for one-way flights and $132 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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