Here's why travelers choose OneTravel
Get Great Deals!
Choose from 500+ airlines for low airfares!
Price Match Promise
Find low prices to destinations worldwide.
Easy Cancellations with OneTravel
Convenient self-service options available online.
Expert Guidance
Get personalized assistance from our travel experts.
Call us at 1-646-738-4872 to get great deals!

Why to Book with Call Center

Expert guidance by our Travel experts

Immediate booking confirmation

24-hour cancellation

Flexible payment plans

What Our Customers Say About Our Service?

Submit A Review
  • Aug 29, 2023RobertoNice island!We often visit Saint Martin/Sint Maarten. It has European ambiance, close to home.

    Read More

  • Jul 18, 2023NanaeVery pleasant flightI flew with JAL between Europe to Japan. Entertainment can be better. But I am happy with everything else.

    Read More

Search Airline Tickets to Chicago, Illinois

Flights to Chicago: Your Guide to Exploring the Windy City

Your Gateway to Adventure
Chicago, the third-largest city in the United States, is a major hub for domestic and international flights. With two major airports, O'Hare International Airport and Midway International Airport, getting to Chicago is a breeze. These airports offer a wide range of flight options, making it convenient for travelers from around the world to visit this vibrant city.

  • O'Hare International Airport: Your Connection to Chicago- As one of the busiest airports in the world, O'Hare International Airport serves as the primary gateway to Chicago. With its extensive network of airlines and destinations, O'Hare offers numerous flights to Chicago from major cities across the globe. Whether you're flying in from New York, London, Tokyo, or anywhere else, chances are you'll find a convenient flight to O'Hare.
  • Midway International Airport: Another Option to Consider- If you're looking for an alternative to O'Hare, Midway International Airport is a fantastic choice. Located closer to downtown Chicago, Midway offers a more compact and efficient travel experience. With a wide range of domestic flights and select international routes, Midway is a popular choice for travelers seeking convenience and affordability.

Booking Flights to Chicago: Tips and Tricks
When it comes to booking flights to Chicago, there are several factors to consider to provide a seamless travel experience. Here are some valuable tips and tricks to help you get cheap deals and make your journey to the Windy City a breeze.

  • Plan Ahead for Better Deals: One of the key strategies to finding affordable flights to Chicago is planning ahead. By booking your tickets well in advance, you can take advantage of early bird discounts and get cheap deals. Airlines often offer lower fares for travelers who book their flights several months in advance, so be sure to plan your trip ahead of time to maximize savings.
  • Be Flexible with Your Travel Dates: Flexibility with your travel dates can make a significant difference in finding the most affordable flights to Chicago. Instead of being tied to specific dates, consider using flexible date search options when booking your tickets. By exploring different departure and return dates, you can compare prices and choose the most cost-effective options.
  • Take Advantage of Airlines' Offers: Keep an eye out for offers and promotions from airlines. Sign up for newsletters and follow airlines' social media accounts to stay updated on the latest deals. Airlines often announce deals and limited-time promotions, offering reduce fares to popular destinations like Chicago. By being proactive and staying informed, you can score cheap flights.
  • Consider Alternative Airports: While O'Hare and Midway are the main airports serving Chicago, don't forget to explore nearby regional airports as well. Sometimes, flying into smaller airports like Milwaukee's General Mitchell International Airport or Indianapolis International Airport can offer more competitive fares. Depending on your location and budget, considering alternative airports can be a smart move to find affordable flights to Chicago.
  • Keep an Eye on Airline Alliances: If you're a frequent flyer and have loyalty status with a particular airline, make sure to take advantage of airline alliances. Many airlines are part of global alliances such as Star Alliance, oneworld, and SkyTeam, which allow you to earn and redeem miles across multiple airlines. By leveraging these partnerships, you can accumulate miles faster and potentially score reduce or upgraded flights to Chicago.

Frequently Asked Questions (FAQs):

Q: When is a good time to book flights to Chicago?
A: It is generally recommended to book flights to Chicago at least 2-3 months in advance to get affordable deals. However, keep in mind that prices can fluctuate depending on the season and demand.

Q: How long is the flight to Chicago from New York?
A: The flight duration from New York to Chicago typically ranges from 2 to 3 hours, depending on the airline and the specific route.

Q: Are there direct flights to Chicago from London?
A: Yes, several airlines offer direct flights from London to Chicago. The flight duration is approximately 8-9 hours.

Q: What airlines offer flights to Chicago from Tokyo?
A: Airlines such as Japan Airlines, All Nippon Airways, and United Airlines offer flights from Tokyo to Chicago with convenient connections.

Q: Can I find last-minute deals on flights to Chicago?
A: While it's possible to find last-minute deals on flights to Chicago, it's generally recommended to book in advance for better prices and availability.

Q: Are there any budget airlines that fly to Chicago?
A: While budget airlines may not operate direct flights to Chicago, you can often find affordable options by comparing prices on flight comparison websites or considering alternative airports.

Download Our App

Find the deals you want & manage your trips ... all while on the go.

Apply for Our Credit Card

Earn rewards points & other travel perks when you spend.

Apply Now
Check out our Blog

Get inspired, learn expert tips & add to your travel bucket list.

Read it Now
Check Your Flight Status

Get there on time,
every time!

Check Status