RM657 Cheap Flights to Chicago

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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.

American Airlines
Thu, 23 Jan - Sun, 26 Jan
YYZ
Pearson Intl.
ORD
O'Hare Intl.
RM1,254 Return, found 3 days ago
RM1,254
Return
found 3 days ago
Select American Airlines flight, departing Thu, 23 Jan from Pearson Intl. to O'Hare Intl., returning Sun, 26 Jan, priced at RM1,254 found 3 days ago
American Airlines
Thu, 23 Jan - Sun, 26 Jan
YYZ
Pearson Intl.
ORD
O'Hare Intl.
RM1,254 Return, found 3 days ago
RM1,254
Return
found 3 days ago
Select American Airlines flight, departing Thu, 23 Jan from Pearson Intl. to O'Hare Intl., returning Sun, 26 Jan, priced at RM1,254 found 3 days ago
American Airlines
Thu, 13 Feb - Sun, 16 Feb
YYZ
Pearson Intl.
ORD
O'Hare Intl.
RM1,258 Return, found 1 day ago
RM1,258
Return
found 1 day ago
Select American Airlines flight, departing Thu, 13 Feb from Pearson Intl. to O'Hare Intl., returning Sun, 16 Feb, priced at RM1,258 found 1 day ago
Porter Airlines
Thu, 13 Feb - Sun, 16 Feb
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
RM1,266 Return, found 1 day ago
RM1,266
Return
found 1 day ago
Select Porter Airlines flight, departing Thu, 13 Feb from Billy Bishop Toronto City to Midway Intl., returning Sun, 16 Feb, priced at RM1,266 found 1 day ago
Delta
Thu, 23 Jan - Sun, 26 Jan
YYZ
Pearson Intl.
MDW
Midway Intl.
RM1,279 Return, found 3 days ago
RM1,279
Return
found 3 days ago
Select Delta flight, departing Thu, 23 Jan from Pearson Intl. to Midway Intl., returning Sun, 26 Jan, priced at RM1,279 found 3 days ago

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

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 kilometers 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 kilometers from downtown). Midway Intl. Airport (MDW) (14 kilometers 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
RM657

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.

Turkish Airlines
Tue, 4 Mar - Tue, 6 May
KUL
Kuala Lumpur Intl.
ORD
O'Hare Intl.
RM4,319 Return, just found
RM4,319
Return
just found
Select Turkish Airlines flight, departing Tue, 4 Mar from Kuala Lumpur Intl. to O'Hare Intl., returning Tue, 6 May, priced at RM4,319 just found
*Available to Expedia members.