Best Airline to Fly to Chicago

Best Airline to Fly to Chicago

Looking to fly to Chicago? You have a plethora of options to choose from! Airlines like United Airlines, American Airlines, Delta Air Lines, Southwest Airlines, and Spirit Airlines offer flights to the Windy City. Now, let’s explore what makes Chicago such an enticing destination.

A Trip to Chicago

Chicago, often referred to as the “Windy City,” is a vibrant metropolis located on the shores of Lake Michigan. Known for its iconic skyline, diverse neighborhoods, rich history, and world-class dining scene, Chicago has something to offer for every type of traveler. From exploring renowned museums like the Art Institute of Chicago to indulging in deep-dish pizza and experiencing the lively atmosphere of Millennium Park, there’s never a dull moment in this bustling city.

Best Airline to Fly to Chicago

When it comes to choosing the best airline to fly to Chicago, you’ll want to consider factors like comfort, reliability, and affordability. Here are the top-rated airlines for traveling to Chicago:

  1. United Airlines: Known for its extensive route network and excellent customer service, United Airlines offers numerous daily flights to Chicago O’Hare International Airport (ORD) from major cities across the globe. Passengers praise United for its comfortable seating options, in-flight entertainment, and on-time performance.
  2. American Airlines: With its convenient flight schedules and modern aircraft, American Airlines is a popular choice for travelers heading to Chicago. From economy to first class, American Airlines provides a range of amenities to enhance your flying experience, including complimentary snacks and beverages, Wi-Fi access, and spacious seating.
  3. Delta Air Lines: Delta Air Lines is another reliable option for flying to Chicago. Passengers appreciate Delta’s friendly crew, efficient check-in process, and smooth flight operations. Whether you’re traveling for business or leisure, Delta offers a seamless travel experience with amenities like in-flight entertainment and complimentary snacks.
  4. Southwest Airlines: If you’re looking for affordability without sacrificing quality, Southwest Airlines is worth considering. Known for its transparent pricing and generous baggage policy, Southwest offers competitive fares to Chicago Midway International Airport (MDW). Passengers love Southwest’s no-change-fee policy and friendly cabin crew.
  5. Spirit Airlines: For budget-conscious travelers, Spirit Airlines provides an economical way to reach Chicago. Despite its low fares, Spirit offers a comfortable flying experience with spacious seating options and a variety of add-on services. Passengers praise Spirit for its punctuality and hassle-free booking process.
Also check  Best Airline to Fly to Canada from Buenos Aires

How to Find Cheap Flights to Chicago?

Finding cheap flights to Chicago is easier than you might think. Here are some tips to help you snag the best deals:

  1. Book in Advance: Try to book your flights to Chicago well in advance to take advantage of lower fares.
  2. Be Flexible with Your Travel Dates: Flexibility with your travel dates can help you find cheaper flights, as prices often vary depending on the day of the week and time of year.
  3. Sign Up for Fare Alerts: Subscribe to airline newsletters and fare alert services to receive notifications about discounted fares and special promotions.
  4. Consider Alternative Airports: Look for flights to nearby airports like Chicago Midway International Airport (MDW) in addition to Chicago O’Hare International Airport (ORD) to find potentially cheaper options.

Which City is Cheap to Fly to in Chicago?

When it comes to finding cheap flights to Chicago, some cities offer more affordable options than others. Here are some top destinations for scoring budget-friendly flights to the Windy City:

  1. Atlanta, Georgia: Atlanta is a popular hub for connecting flights to Chicago, offering competitive fares and convenient flight options.
  2. Dallas, Texas: With multiple airlines serving the route, Dallas is another great city to find cheap flights to Chicago.
  3. Denver, Colorado: Denver serves as a major transit point for flights to Chicago, with several airlines offering affordable fares.
  4. Las Vegas, Nevada: Las Vegas often has discounted flights to Chicago, making it an attractive option for budget-conscious travelers.
  5. Orlando, Florida: Orlando is known for its tourist attractions, but it’s also a gateway to affordable flights to Chicago, especially during off-peak seasons.
Also check  Best Airline to Fly to Canada from South Africa

Before You Fly to Chicago

Before you embark on your journey to Chicago, here are some essential tips to ensure a smooth travel experience:

  • Check Visa Requirements: If you’re traveling from abroad, make sure to check the visa requirements for entering the United States.
  • Pack Accordingly: Chicago experiences a range of weather conditions throughout the year, so pack clothing appropriate for the season of your visit.
  • Arrive Early: Arrive at the airport well in advance of your flight to allow ample time for check-in, security screening, and boarding.
  • Download Travel Apps: Download relevant travel apps for your smartphone to stay updated on flight status, gate changes, and other important information.
  • Stay Informed: Keep yourself informed about any travel advisories or restrictions in place due to unforeseen circumstances, such as inclement weather or public health concerns.


  1. Which airport is best to fly into Chicago? Both Chicago O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW) serve the city, so the best airport depends on your specific needs and preferences.
  2. How far is Chicago O’Hare International Airport from downtown Chicago? Chicago O’Hare International Airport is located approximately 17 miles northwest of downtown Chicago, with various transportation options available for reaching the city center.
  3. Do I need a rental car in Chicago? While having a rental car can provide convenience for exploring the outskirts of Chicago, it’s not necessary for getting around within the city, as Chicago has an extensive public transportation system.
  4. Are there direct flights to Chicago from international destinations? Yes, Chicago O’Hare International Airport serves as a major international gateway, with direct flights available from various cities around the world.
  5. What are some must-visit attractions in Chicago? Some must-visit attractions in Chicago include Millennium Park, the Art Institute of Chicago, Navy Pier, and Willis Tower (formerly known as the Sears Tower).
Also check  Best Airline to fly to Venezuela


In conclusion, when it comes to choosing the best airline to fly to Chicago, it ultimately depends on your individual preferences and priorities. However, airlines like United Airlines, American Airlines, Delta Air Lines, Southwest Airlines, and Spirit Airlines consistently receive high marks for their quality of service, reliability, and affordability.

One standout feature of United Airlines is its extensive route network, providing travelers with a wide range of options for reaching Chicago and beyond. With comfortable seating, top-notch amenities, and exceptional customer service, United Airlines ensures a pleasant flying experience for passengers.

Whether you’re visiting Chicago for business or leisure, the airlines mentioned above offer a variety of options to suit your needs, ensuring that your journey to the Windy City is nothing short of enjoyable.

Leave a Comment

Your email address will not be published. Required fields are marked *