Cheap Flights to Chicago: Chicago Flight Deals

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Cheap round-trip flights to Chicago

Prices were available within the past 7 days and start at €86 for one-way flights and €190 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 12 Dec - Sun, 15 Dec
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
€190 Return, found 1 hour ago
€190
Return
found 1 hour ago
Select American Airlines flight, departing Thu, 12 Dec from Philadelphia Intl. to O'Hare Intl., returning Sun, 15 Dec, priced at €190 found 1 hour ago
Delta
Thu, 5 Dec - Mon, 9 Dec
PHL
Philadelphia Intl.
MDW
Midway Intl.
€207 Return, found 5 days ago
€207
Return
found 5 days ago
Select Delta flight, departing Thu, 5 Dec from Philadelphia Intl. to Midway Intl., returning Mon, 9 Dec, priced at €207 found 5 days ago
United
Thu, 12 Dec - Sun, 15 Dec
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
€257 Return, found 1 hour ago
€257
Return
found 1 hour ago
Select United flight, departing Thu, 12 Dec from Philadelphia Intl. to O'Hare Intl., returning Sun, 15 Dec, priced at €257 found 1 hour ago
JetBlue Airways
Fri, 6 Dec - Mon, 9 Dec
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
€327 Return, found 22 hours ago
€327
Return
found 22 hours ago
Select JetBlue Airways flight, departing Fri, 6 Dec from Philadelphia Intl. to O'Hare Intl., returning Mon, 9 Dec, priced at €327 found 22 hours ago
Scandinavian Airlines
Wed, 12 Feb - Sun, 16 Feb
DUB
Dublin
ORD
O'Hare Intl.
€393 Return, found 4 days ago
€393
Return
found 4 days ago
Select Scandinavian Airlines flight, departing Wed, 12 Feb from Dublin to O'Hare Intl., returning Sun, 16 Feb, priced at €393 found 4 days ago

Expedia.ie is an online travel company that specialises in securing the best prices for flights to Chicago. With Expedia you get highly specialised services, combining the best of technology, in-depth knowledge and the best connections in order to offer great deals to Chicago. Expedia shares your passion for travel and has built the best online travel service that promotes and encourages travel. Whether you are looking for cheap flights to Chicago, or are just on the lookout for the best flights to Chicago, you are sure to find the best deals with Expedia.ie.

"One of the many benefits of booking your flights through Expedia is that we are one of the world’s largest online travel agency, which means we use our collective experience and work tirelessly to bring you the best prices. With Expedia you get a user-friendly internet experience and a dedicated customer support service that ensures that everything goes smoothly. The goal of Expedia is to offer premium services at the lowest price, all at one single place. If you wish to save even more try combing a hotel in Chicago to your flight and create a personalised low cost city break or holiday to your favourite destination. Book early and you could save even more!

If you have an Expedia.ie itinerary number and have a question or concern about your travel plans you can call us on (01) 524 5005 from 8am - 10pm Monday to Friday, and 9am - 10pm at weekends and an Expedia agent will help you.

Frequently asked questions

What is the name of Chicago's airport?
Chicago has more than one airport, but most travellers fly into O’Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Chicago?
ORD is 26 kilometres from downtown Chicago, so be prepared for a bit of a journey into the city.
What airport is best to fly into Chicago?
If you’re jumping on a plane to Chicago, you’ll most likely land at O’Hare Intl. Airport (ORD) (26 kilometres from downtown). Midway Intl. Airport (MDW) (14 kilometres from downtown) is the other major airport here.
How many airlines fly to Chicago?
Chicago is serviced by 45 air carriers from at least 220 worldwide airports.
Which airlines fly to Chicago?
In general, travellers fly with American Airlines, United Airlines and Delta Air Lines when going to Chicago. The largest number of these flights come in from Queens Village, with American Airlines flying this route the most frequently.
How many nonstop flights are there to Chicago?
Arranging an unforgettable Chicago getaway is a cinch when there are 8,014 nonstop flights each week to pick from.
Where are the most popular flights to Chicago departing from?
Travellers frequently depart from Atlanta, Denver and Dallas airports when heading to Chicago.
How long is the flight to Chicago Airport?
If you’re flying to Chicago from Queens Village, you’re looking at a flight duration of 2 hours and 34 minutes. Those leaving from Washington can expect to be travelling for 2 hours and 5 minutes. From Denver it’s approximately 2 hours and 23 minutes away.
How to book the cheapest flight to Chicago?
Don’t leave locking in your flight to Chicago until the very last minute. That’s one move well-versed travellers use to get the best deals. Booking in advance means more options and cheaper flights. Don’t stop there, though. Do some research and see if there is more than one airport at your destination. Ticket prices often differ depending on which airport you pick. Make sure you compare fares across airlines too. And finally, remember that the early bird catches the worm. Know what a typical airfare costs and have your credit card ready to book your ticket as soon as you see a great bargain. The best deals never last long.
How to survive the flight to Chicago?
If you’re not prepared, airports and flying can be testing. But don’t hit the panic button just yet. Follow these useful tips and enjoy a trouble-free start to your getaway in Chicago.What to pack in your hand luggage:

  • It’s simple — first, pack in your passport, important documents, cash and daily medications. Next, you’ll want some entertainment to while away the time. A thrilling novel and a laptop crammed with your favourite movies are some fantastic options. If you intend to take a short snooze, a quality neck pillow and a pair of noise-cancelling headphones will also come in handy. Finally, make room for a toothbrush and some facial wipes to ensure you arrive at your destination looking fresh and raring to go.

Do not pack the following items in your hand luggage:

  • While the list of prohibited items differs between airlines, the general guide to follow is nothing flammable, sharp or explosive. This includes knives, scissors, spray paint and flares. Sporting equipment like bows and arrows, and objects that could harm passengers, such as pepper spray and firearms, can’t come on board with you either.

What to wear on a flight:

  • Your number one priority is to be as comfortable as possible. Layer up with loose, breathable clothing and remember to bring a pullover in case it gets cool in the cabin. Pick a pair of well-fitting, flat shoes as it’s possible that your feet and ankles will swell a little during the journey. Leave the high heels and hiking boots in your checked baggage.
  • The serious condition by the name of DVT (deep vein thrombosis) is a potential risk on long-haul flights. It’s the result of blood clots forming due to poor circulation. Walking up and down the aisle and doing leg and foot exercises while seated is a great way to prevent this from happening. Wearing a quality pair of compression socks or tights is also recommended.

How to get through airport security fast when flying to Chicago?
A little pre-planning before your flight can make your getaway to Chicago easy and painless. Check out our handy tips and tricks for a stress-free journey past security:

  • First things first. Your passport and travel documents will need to be shown to security personnel. Keep them within easy reach to avoid fumbling around for them.
  • Time to strip down. Well kind of. Your jacket, belt, keys and other contents of your pockets, like your headphones, will need to go on a tray through the X-ray machine. Make the whole process faster by removing them as it gets closer to your turn.
  • All your electronic devices, including your tablet and phone, are also required to be separately scanned.
  • Remember to remove gels and liquids from your hand luggage. They often need to be sent through the X-ray separately. Each product should be no larger than 3.4 ounces (100 milliliters) and everything must fit inside a quart-size (one litre), clear zip-lock bag.
  • Lightweight sneakers are a clever footwear choice as you’re less likely to be asked to remove them when passing through security. Safety boots and other heavy shoes are often subjected to additional screening.
  • Sharp or pointed objects (like knives and scissors) can’t be taken on board. They’ll be confiscated at security, so pack them safely away in your checked bags.

Flights to Chicago information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
€133

Trending flights to Chicago

Prices were available within the past 7 days and start at €86 for one-way flights and €190 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Scandinavian Airlines
Wed, 12 Feb - Sun, 16 Feb
DUB
Dublin
ORD
O'Hare Intl.
€393 Return, found 4 days ago
€393
Return
found 4 days ago
Select Scandinavian Airlines flight, departing Wed, 12 Feb from Dublin to O'Hare Intl., returning Sun, 16 Feb, priced at €393 found 4 days ago
*Available to Expedia members.