Cheap Flights to Chicago from RM2,764

Cheap round-trip flights to Chicago

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Cheap flights to Chicago

One of the most iconic cities in the USA, Chicago is home to towering skyscrapers, legendary sports teams, great food and a vibrant cultural scene. Book flights to Chicago and you can explore everything the Windy City has to offer.

When to book flights to Chicago

Summer is the busiest time for tourists visiting Chicago. The weather is warm, the skies are generally clear and the city hosts numerous festivals throughout June, July and August. Although the popularity of the summer months can make it more of a challenge to find cheap flights to Chicago, if you know where to look finding a great deal should still be possible.

If you want to avoid the crowds of the summer months, visit Chicago in April, May, September or October. Attractions, sports events and hotels are normally quieter during the autumn and spring months, making it easy for you to make the most of the city during your stay.

Winters in Chicago can be bitingly cold, with the city’s famous winds making the temperature feel even lower. Unless all of the attractions you’re planning to see are indoor, it might be best to plan your trip outside of the winter season.

How to find cheap flights to Chicago

Whenever you decide to plan your trip to Chicago, using Expedia will help you to find the best value deals available.

Alternatively, you can click the ‘Nearby Airports’ option once your flights are returned to see if there are any other nearby airports with cheap Chicago flights.

You can narrow down your flight options by airline, departure time and travel time using the filters on the left-hand side of the results page.

Main Airports in Chicago

Chicago is home to two large international airports.

Chicago O’Hare and Chicago Midway. O’Hare International is one of the world’s busiest airports and sees millions of people pass through its terminals every year. Located around 27 miles northwest of central Chicago, it’s connected to the city via the ‘L’ train as well as buses, taxis and airport shuttles.

The city’s second airport is Chicago Midway. Located just eight miles from The Loop (Chicago’s central district), it serves a wide choice of domestic airports as well as a few selected international destinations. Like O’Hare, Chicago Midway is on the city’s public transport network.

Which airlines fly to Chicago?

These include:

  • Finnair
  • Iberia
  • British Airways
  • American Airlines
  • Austrian Airlines
  • United
  • Brussels Airlines
  • Lufthansa
  • Aer Lingus
  • Icelandair

How to get around Chicago

Chicago’s public transport network is the second most extensive in the United States.

The fastest and most convenient form of public transport in the city is the ‘L’ train. An icon of Chicago, it connects the entire central area of the city as well as some outlying neighbourhoods.

Buses also run on routes all over the city, making it easy to reach your destination no matter where you’re off to.

The centre of Chicago is easy to navigate on foot. A number of attractions are within walking distance of each other. Alternatively, you can hire a bike and explore Chicago on two wheels.

Must-see attractions in Chicago

When you touch down in the Windy City, the first sightseeing spot on your itinerary should be Millennium Park. This 25-acre site is known for its free concerts and events and makes a great destination for an afternoon stroll or a bit of people watching.

Another must see sight in Chicago is Navy Pier. Originally opened in 1916, the pier is home to a great choice of attractions, shops, eateries and gardens.

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 kilometers 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 kilometers from the downtown area. If you’re landing at Chicago Airport, you’ll find yourself 14 kilometers 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 AirportO'Hare Intl.
Destination Airport IATA codeORD
Destination City NameChicago
Flight PriceRM703

Trending flights to Chicago

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

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