Cheap Flights to Chicago: Chicago Flight Deals

Cheap round-trip flights to Chicago

Prices were available within the past 7 days and starts at €310 for one-way flights and €350 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Swiss International Air Lines
Swiss International Air Lines
American Airlines
Aer Lingus
Turkish Airlines
Austrian Airlines
Lufthansa 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

"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 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

Where can I learn more about changing or cancelling my flight to Chicago?
For more information about updating your flight to Chicago or cancelling it, head over to our Customer Service Portal.
How do I find cheap flights to Chicago that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight you select. When you’re searching for flights to Chicago, you’ll see a “no change fees” filter for you to select.
Can I fly to Chicago now?
Make your flight to Chicago straightforward and simple by first stopping off at our Covid-19 Travel Advisor. This is the easiest way to stay informed about current travel restrictions, including quarantine requirements and the latest official health advisory information.
What is the name of Chicago's airport?
Chicago is served by several airports, but most visitors prefer O’Hare Intl. Airport (ORD).
How far is O'Hare Airport from central Chicago?
The trip between O’Hare Airport and downtown Chicago is reasonably long. You’ll need to travel 26 kilometres before you can drop your bags at your city hotel.
What airport is best to fly into Chicago?
Before booking tickets to Chicago, it’s a wise idea to work out which airport is most convenient. O’Hare Intl. Airport (ORD) is 26 kilometres from the downtown area. If you’re landing at Chicago Airport, you’ll find yourself 14 kilometres away from the city centre.
How many airlines fly to Chicago?
There are 44 airlines that jet into Chicago from 235 worldwide airports.
Which airlines fly to Chicago?
Delta, American Airlines and United Airlines are the most frequent fliers to Chicago. The majority of these flights come in from New York, with Delta offering the most services on this route.
How many nonstop flights are there to Chicago?
Organising an awesome Chicago getaway is easy when there are 8820 nonstop flights every week to get you there.
Where are the most popular flights to Chicago departing from?
Travellers frequently set off from Clinton, Hudson and Belmont airports when flying to Chicago.
How long is the flight to Chicago Airport?
If it’s Clinton you’re leaving behind, you’ll be in the sky for around 2 hours and 26 minutes before you arrive in Chicago. Airport to airport from Hudson takes about 2 hours and 8 minutes and from Belmont, it’s 2 hours and 27 minutes.
How to book the cheapest flight to Chicago?
If you’d like to have some extra spending money on your Chicago holiday, then listen up! As any seasoned jet-setter knows, don’t book at the very last minute. Airfares are often highest just prior to the departure date. Another terrific way to score the most affordable fare is to shop around. If your destination has a few airports, look into the cost of flying into a less busy terminal. Finally, another simple way to save some money is be ready to book at a moment’s notice. If you see a terrific bargain, don’t hesitate — snap it up while the opportunity’s there.
How to survive the flight to Chicago?
If you’re not prepared, travelling can be daunting. But there’s no need to worry. Follow these tips and tricks for a pain-free start to your getaway in Chicago.What to pack in your hand luggage:

  • It’s simple — first, put in your passport, travel documents, bank cards and medications. Next, you’ll want some in-flight entertainment to while away the hours. A juicy book and a tablet filled with your favourite shows are some fantastic options. If you intend to take a short snooze, a quality neck pillow and some noise-cancelling headphones will also be useful. Finally, leave space for a toothbrush and some cleansing wipes so you’ll touchdown feeling fresh as a daisy.

Do not pack the following items in your hand luggage:

  • While the list of banned items differs between airlines, the general rule to follow is avoid carrying anything sharp, flammable or explosive. This includes things like box cutters, razor blades, spray paint and fireworks. Sporting equipment like hockey sticks, and items that could injure passengers, such as pepper spray and firearms, aren’t allowed in the cabin either.

What to wear on a flight:

  • The aisles of an airplane are not the best place for a fashion parade. Layer up with comfy clothing and remember to bring a sweater as the temperature can drop inside the cabin during long-haul flights. Enclosed, flat shoes are also recommended.
  • Unfortunately, one risk of flying long distances is developing deep vein thrombosis (DVT), a blood clotting condition caused by prolonged periods of inactivity. To prevent this, take every opportunity to wander around the cabin. Compression socks and tights are another great idea to help lower your risk.

How to get through airport security fast when flying to Chicago?
It’s simple — be prepared. We’ve put together some helpful hints for a stress-free trip through security. Watch out Chicago, here you come:

  • Airport security personnel first need to determine that you have a valid passport and matching travel documents before you can proceed any further. Have them ready to show.
  • Your jacket, belt, keys and other contents of your pockets, like your earphones, will need to go through the X-ray machine. Make your life easier by removing them as it gets closer to your turn.
  • All your electronics, including your tablet and phone, will also need to be scanned separately.
  • Want to bring along your favourite perfume or cologne? As long as the volume is no greater than 3.4 ounces (100 milliliters) and it’s stored in a clear zip-close bag, you can bring it with you in your carry-on luggage.
  • Lightweight sneakers are a clever footwear choice as you’re less likely to have to remove them when going through security. Safety boots and other heavy shoes are usually subjected to extra screening.
  • Take all prohibited items out of your carry-on bag. If you have any sharp or pointed objects, pack them in your checked baggage. They won’t be allowed on board.

Flights to Chicago information
Destination AirportMidway Intl.
Destination Airport IATA codeMDW
Destination City NameChicago
Flight Price€138

Trending flights to Chicago

Prices were available within the past 7 days and starts at €310 for one-way flights and €350 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Swiss International Air Lines