$27 Cheap Flights to Crestwood , IL

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How much is the cheapest flight to Crestwood?

Prices were available within the past 7 days and start at $27 for one-way flights and $57 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
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Find Your Flights to Crestwood CHI

Cheap flights to Crestwood (CHI)

Get started finding a cheap flight to Crestwood 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 Crestwood.

Roundtrip prices range from $57 - $134, and one-ways to Crestwood start as low as $27.

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 Crestwood (CHI)

You have several options for which airline you choose to travel with to Crestwood. There are 10 airlines flying into CHI: Frontier Airlines, United, Spirit Airlines, Delta, American 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 Crestwood (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to CHI in April and in April 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 Crestwood that have flexible change policies?
It’s as easy as counting 1-2-3 with Expedia. Step 1: Enter your travel details and press “Search.” Next, check the “No change fee” box underneath the “Flexible change policies” heading on the top left of your screen. Step 3. Nab your flexible and cheap ticket to Crestwood.
What is the name of the airport in Crestwood?
Crestwood’s busiest airport is Midway Intl. Airport (MDW). If you’re looking for an alternative, try O’Hare Intl. Airport (ORD).
How far is O'Hare Airport from central Crestwood?
The trip from ORD to downtown Crestwood is reasonably long. You’ll need to travel 35 mi before you can check in to your hotel in the city.
How can I book the cheapest flight to Crestwood?
To improve your chances of landing the cheapest flight, enter your travel details into the search fields, then filter the results by airline, arrival/departure times and number of stops. Also compare the prices of flying out of and into alternative airports if possible. Timing plays a big role when it comes to clinching a bargain — book domestic flights at least a month out and international flights around six months before departure to save an average of 10%. And if you spot an exceptional deal, book it before it’s gone! One of the cheapest flights to Crestwood currently is $20, departing Atlanta in April. Wherever you’re traveling from, Expedia will get you to Crestwood for the best price possible.
Which day of the week is the best day to buy a plane ticket to Crestwood?
Research suggests Sundays are the best day of the week when it comes to booking cheaper airfares. The chances of scoring an awesome deal to Crestwood also depend on how far in advance you book your journey. The cheapest tickets can usually be found from 21 days to around 45 days out from the departure date. You’re also likely to find some great deals when tickets are released. Savings are subject to change and may vary depending on selections made.
What airport is best to fly into Crestwood?
Travelers going to Crestwood can opt to hit the runway at two major airports. O’Hare Intl. Airport (ORD) is 35 mi away from the downtown streets. Chicago Airport is 14 mi away.
Which airlines fly to Crestwood?
You’ll find 47 airlines connecting Crestwood with 233 airports worldwide. One of the best choices is United Airlines, which operates the greatest number of flights to Crestwood from New York. Another popular option is American Airlines.
How many nonstop flights are there to Crestwood?
Organizing an exciting Crestwood adventure is a cinch when there are 7,977 nonstop flights every week to select from.
Where are the most popular flights to Crestwood departing from?
Flights to Crestwood from New York, Dallas and Phoenix airports are highly sought after.
Do you have any tips for my flight to Crestwood?

  • What you pack in your carry-on baggage can mean the difference between a comfortable flight, and one you’d prefer to forget. Start with the most important things, such as your passport (or a valid ID) and your travel documents. Once they’re safely packed, toss in any medications you might need. Next? Consider your comfort factor. A neck pillow, noise-canceling headphones and a good book will help the time fly by while you’re soaring through the sky.
  • There’s also a list of prohibited items for your hand luggage which can differ between airlines. Generally, avoid carrying anything flammable, explosive or sharp. This includes things like pocket knives, razor blades, flares and aerosol cans. Sporting equipment like ski poles, baseball bats and objects that could harm passengers, such as swords and batons, are also banned from the cabin.

What to wear on a flight:

  • The aisles of an aircraft aren’t the place for a fashion show. Layer up in comfortable, loose-fitting clothing and bring a sweater since it can get cool in the cabin on long-haul flights. Closed-toe shoes are ideal for longer journeys.
  • The condition called deep vein thrombosis (DVT) is a risk on long-haul flights. It’s the result of blood clotting caused by inactivity and poor circulation. Walking up and down the aisle and doing leg and foot exercises while seated can prevent it developing. Wearing compression socks or tights can also help to reduce your risk.

How can I get a cheap last-minute flight to Crestwood?
The key to getting a cheap last-minute flight to Crestwood is to stay flexible. You can increase your odds of landing an awesome deal if you’re not tied to particular airlines, travel dates and flight times. Also compare the prices of flying out of and into alternative airports if that’s an option.
Where can I learn more about changing or canceling my flight to Crestwood?
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 Crestwood information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United
Roundtrip price
$68
Popular airline
Frontier Airlines

Trending flights to Crestwood

Prices were available within the past 7 days and start at $27 for one-way flights and $57 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
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