$21 Cheap Flights to Hillside , IL

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How much is the cheapest flight to Hillside?

Prices were available within the past 7 days and start at $21 for one-way flights and $41 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
United
American Airlines
United
American Airlines

Find Your Flights to Hillside CHI

Cheap flights to Hillside (CHI)

Get started finding a cheap flight to Hillside 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 Hillside.

Roundtrip prices range from $41 - $95, and one-ways to Hillside 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 Hillside (CHI)

You have several options for which airline you choose to travel with to Hillside. There are 10 airlines flying into CHI: American Airlines, United, 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 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 Hillside (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to CHI in July and in July 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 Hillside that have flexible change policies?
At Expedia, we’ve been channeling our inner acrobat to provide you with the most flexible airfares in town. Simply tick the “No change fee” box directly underneath the “Flexible change policies” heading to find your dream flight to Hillside.
What is the name of the airport in Hillside?
If you’re taking off to Hillside, you have a few options. Most passengers use O’Hare Intl. Airport (ORD), followed by Midway Intl. Airport (MDW).
How far is O'Hare Intl. Airport (ORD) from central Hillside?
If you plan on staying in central Hillside, it’s a smart idea to arrange how you’ll get into the city before you touchdown. The downtown area is 11 mi from O’Hare Intl. Airport (ORD).
How can I book the cheapest flight to Hillside?
If you’d love to have more spending money for your stay in Hillside, it’s wise to book your ticket in advance. Prices are usually more expensive close to the departure date. Also look into your airport options. Airfares can differ based on which airport you fly into. Be sure to compare prices across airlines and try to keep your dates flexible. Another tip? Be ready to act fast. If you see an amazing deal, snap it up! Right now, one of the cheapest one-way tickets to Hillside costs $26. This is for a flight that takes off from Atlanta in May.
Which day of the week is the best day to buy a plane ticket to Hillside?
Research suggests that Sundays are the best day of the week for booking cheaper fares. The odds of picking up an incredible deal to Hillside also depend on how far in advance you book your trip. The cheapest tickets are usually found from 21 days to about 45 days out from the departure date. You’re also likely to find some bargains when tickets are first released. Savings are subject to change and may vary depending on selections made.
What airport is best to fly into Hillside?
There are two major airports that service Hillside. O’Hare Intl. Airport (ORD) is about 11 mi from the central area, while MDW is around 17 mi away. After you find a great price and book a place to stay, you’ll have a better idea of which to head to.
Which airlines fly to Hillside?
Choose from 47 airlines that connect Hillside with 233 airports across the globe, including United Airlines. New York is the most popular departure point for United Airlines flights to Hillside. American Airlines also operates services to this destination.
How many nonstop flights are there to Hillside?
Flying to a new place is much more fun when there aren’t any stopovers to slow you down. If you’re traveling to Hillside, the fantastic news is that there are approximately 7,977 nonstop flights each week.
Where are the most popular flights to Hillside departing from?
The most popular flights to Hillside set off from New York, Dallas and Phoenix airports.
Do you have any tips for my flight to Hillside?

  • What you pack in your carry-on can make the difference between a comfortable flight, and a restless one. Start with the crucial things, like your passport (or a valid ID) and your travel documents. Once they’re packed, toss in any medications you might need. Next, think about comfort. Earphones, a quality neck pillow and a juicy novel will help the hours fly by while you’re in the air.
  • Don’t forget there’s also a list of prohibited items for your hand luggage which differs between airlines. As a general rule, avoid carrying anything explosive, flammable or sharp. This includes things like box cutters, razor blades, flares and aerosol cans. Sporting equipment like baseball bats, ski poles and objects considered weapons, such as batons and swords, are also banned from the cabin.

What to wear on a flight:

  • Go for comfort over fashion when flying. Dress in layers and wear natural materials as they allow air and moisture to pass through and keep you cool. Cabins can get colder on longer flights, so pack a hoodie or similar and always wear sneakers or enclosed shoes.
  • Consider wearing compression tights or socks to reduce the risk of deep vein thrombosis (DVT). This blood clotting condition can be caused by prolonged periods of sitting, especially on long-haul journeys. Performing foot and leg stretches in your seat or wandering around the cabin will help improve your circulation.

How can I get a cheap last-minute flight to Hillside?
Securing a cheap, last-minute flight to Hillside is as easy as being flexible with your travel plans. Keep your options open when it comes to your travel dates, flight times and choice of carrier. If your destination has a few airports, compare the prices of flying into each of them for the best deal.
Where can I learn more about changing or canceling my flight to Hillside?
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 Hillside information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, Spirit Airlines, Sun Country Airlines, United
Roundtrip price
$90
Popular airline
Delta

Trending flights to Hillside

Prices were available within the past 7 days and start at $21 for one-way flights and $41 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
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