Book your own unforgettable travel experiences to Chicago


Chicago, Americas is a city that should be on everyone's travel bucket list. Known as the Windy City, Chicago offers a unique blend of urban culture and Midwestern charm. Not to mention, with cheap flights readily available, there's never been a better time to plan a trip to this Midwest gem.

From stunning architecture to world-class museums and attractions, Chicago has something for every type of traveler. For starters, a visit to the iconic Willis Tower, formerly known as the Sears Tower, is a must. This towering skyscraper offers 360-degree views of the city from its observation deck, Skydeck Chicago. Experience the Skydeck's Ledge, a glass box that extends four feet out of the tower, providing a thrilling view from above.

Another architectural marvel worth visiting is the Cloud Gate, also known as the Bean. This iconic sculpture by artist Anish Kapoor is made up of 168 stainless steel plates that reflect the city skyline and provide great photo opportunities. For museum lovers, the Art Institute of Chicago is a must-visit. This world-renowned museum boasts an impressive collection of artwork from around the globe, including pieces by Monet, Van Gogh, and Picasso.

Chicago is also known for its food scene, particularly its deep-dish pizza. Locals will tell you that the best place to try this hearty dish is at Lou Malnati's Pizzeria. For those who prefer a non-pizza option, head to Portillo's for a classic Chicago-style hot dog or Italian beef sandwich.

Of course, no trip to Chicago would be complete without taking a stroll along the picturesque Navy Pier. This family-friendly destination features attractions such as the Ferris wheel, musical performances, and boat rides on Lake Michigan.

With all of these incredible attractions and more, it's no wonder why Chicago is quickly becoming a popular travel destination. And with the availability of cheap flights, there's no excuse to not add this vibrant city to your travel plans. Experience the Windy City for yourself and discover why so many people are falling in love with Chicago.

Airlines flying to Chicago

Chicago is one of the most popular destinations in the United States and attracts visitors from all over the world. It is a hub for business travelers, tourists, and students alike. Thankfully, there are many airlines that offer direct flights to Chicago from various locations, making it easy to plan a trip to the Windy City.

Cheap Flights

Finding cheap flights to Chicago is easier than you might think. Many airlines offer competitive prices and deals throughout the year. Some of the popular airlines that offer cheap flights to Chicago include.

  • Southwest Airlines
  • Spirit Airlines
  • Frontier Airlines
  • JetBlue Airways
  • Delta Air Lines

Chicago Area Airports

There are two main airports that serve Chicago. O’Hare International Airport and Midway International Airport. O’Hare is the larger of the two airports and serves as a hub for many major airlines, including American Airlines, United Airlines, and Delta Air Lines. Midway is a smaller airport and is mostly used by Southwest Airlines.

Some of the most popular airlines flying to Chicago include American Airlines, United Airlines, Delta Air Lines, and Southwest Airlines. These airlines offer direct flights to Chicago from many locations across the United States and around the world.

Whether you're traveling for business or pleasure, finding the right flights to Chicago is important. With so many airlines offering direct flights to the city, it is easy to find a flight that fits your schedule and budget. So start planning your trip to Chicago today!

Getting to and from the airport

If you're planning a trip to Chicago, chances are you'll be arriving at the O'Hare International Airport or Midway International Airport. Both airports are well-connected to the city and offer multiple modes of transportation to choose from.

Flying to CHI - Cheap Flights

First things first, let's talk about getting there in the first place. Finding cheap flights to O'Hare or Midway is easier than you might think. You can use online travel agencies like Expedia or Kayak to find the best deals on flights from your departure city. Alternatively, you can sign up for alerts from airlines like Southwest and United to be notified of any special offers they might have.

Transportation Options to/from CHI

Once you've landed in Chicago, you'll have plenty of options to choose from when it comes to getting to your final destination.

1. Taxis and Rideshare - Both O'Hare and Midway have dedicated taxi stands and designated pickup areas for Uber and Lyft. Depending on your destination and time of day, a ride can cost anywhere from $25 to $50.

2. Public Transportation - If you're looking for a more affordable option, Chicago has an extensive public transportation network that includes the "L" train and buses. The blue line from O'Hare and the Orange line from Midway both connect to downtown Chicago and other areas of the city. A single-ride ticket costs $2.50, while a day pass is $10.

3. Rental Cars - If you plan on doing a lot of driving during your stay, renting a car might be the best option for you. All major car rental companies have locations at both airports, and rates can vary depending on the type of car and length of rental.

Tips for Navigating CHI

Here are a few pro tips to help you navigate both O'Hare and Midway airports.

  • Give yourself plenty of time to get through security, especially during peak travel times.
  • If you're traveling internationally, make sure you have all the necessary travel documents and visas before you arrive.
  • Both airports offer free Wi-Fi, so you can stay connected while you wait for your flight.
  • O'Hare has a free shuttle bus between its terminals, while Midway's layout is more compact and easy to navigate on foot.

Enjoy your trip to Chicago, and don't forget to try some deep-dish pizza while you're there!

What to do in Chicago

Chicago, the third most populous city in the United States, is located on the banks of Lake Michigan. It is one of the most dynamic and diverse cities in America and is known for its iconic skyscrapers, museums, and vibrant culture.

If you're planning a trip to Chicago and looking for things to do, here are some ideas.

Visit the iconic landmarks

Start your trip with a visit to iconic landmarks such as the Willis Tower, former Sears Tower, the tallest building in the Western Hemisphere. Marvel at Chicago's skyline from the Skydeck on the 103rd floor of the tower. Other iconic landmarks to visit include the Navy Pier, The Bean, Buckingham Fountain and the John Hancock Building.

Explore the museums

Chicago is famous for its museums, some of which are world-renowned. The Art Institute of Chicago is a must-visit for art lovers, while science enthusiasts shouldn't miss the Museum of Science and Industry. The Field Museum of Natural History, the Adler Planetarium, and the Shedd Aquarium are other museums you may consider visiting.

Take a stroll in the parks

Chicago boasts many beautiful parks that are perfect for a peaceful stroll. Millennium Park is a must-visit, famous for its iconic Cloud Gate sculpture, also known as The Bean. Grant Park, the largest park in the city, includes numerous attractions, such as Buckingham Fountain, Chicago's gift to its people.

Shop and eat at Chicago's neighborhoods

Chicago is a city of neighborhoods, each with a unique personality, vibe, and cuisine. Visit the Magnificent Mile, a shopper’s paradise known for its luxury retailers, or head to the independent boutiques in Wicker Park or Andersonville. For some of the city’s best Mexican and Puerto Rican fare, Pilsen on the south side is always your go-to the place.

Catch a show or game

Chicago has some of the best theaters in the country. Take in a Broadway show at the historic Cadillac Palace Theatre. Sports lovers can catch a Cubs or White Sox baseball game in summer, or see the Bears play at Soldier Field in winter.

With so much to do and see, Chicago is the perfect destination for travelers of all kinds. With cheap flights available, there's never been a better time to explore the Windy City.

When is best to visit Chicago

When is best to visit Chicago, Americas? Well, it really depends on what you're looking for.

Summer is the most popular time to visit Chicago because of its warm weather and many festivals and events. This is also when prices for hotels and flights tend to be at their highest. If you don't mind the crowds and higher costs, summer could be a great time to visit.

However, if you're looking for a better deal, consider visiting during the shoulder seasons of spring (April to May) or fall (September to November). You can still enjoy mild weather and fewer crowds, plus cheaper prices for flights and accommodations.

Winter in Chicago can be quite cold and snowy, but it also offers unique experiences like ice skating at Millennium Park or seeing the city lit up for the holidays. Just be sure to bundle up and pack warm clothes if you plan to visit during this time.

When it comes to finding cheap flights to Chicago, it's always a good idea to book in advance and search for deals. Many airlines offer sales and promotions throughout the year, so keep an eye out for those. Additionally, consider flying during the middle of the week when prices are often lower than on weekends.

Chicago is a great city to visit any time of year, but it's important to consider your budget and preferences when deciding on the best time to go. With a little planning, you can find the best deals and have a wonderful time exploring the Windy City.

What to eat in Chicago

Chicago, the windy city, is a paradise for food lovers. From deep-dish pizza to Chicago-style hot dogs, the city has a diverse range of food options for every craving. Here are some of the must-try dishes when in Chicago.

Deep-Dish Pizza

No visit to Chicago is complete without trying the famous deep-dish pizza. The pizza is characterized by its thick, buttery crust filled with cheese and chunky tomato sauce. Some popular places to try deep-dish pizza include Lou Malnati's, Giordano's, and Gino's East.

Chicago-style Hot Dog

Chicago-style hot dogs are another local favorite. The hot dog is topped with mustard, relish, onions, tomato slices, a pickle spear, sport peppers, and celery salt, all inside a poppy seed bun. Portillo's and Superdawg are two popular spots to indulge in this classic dish.

Italian Beef Sandwich

The Italian beef sandwich consists of thinly sliced beef that is slow-roasted, dipped in gravy, and placed into a roll. The sandwich is usually topped with hot or mild giardiniera, a mix of pickled vegetables. Al's Beef and Johnnie's Beef are two favorite spots for this sandwich.

Garrett Popcorn

Garrett Popcorn is a Chicago staple and a must-try for anyone with a sweet tooth. The popcorn is known for its unique mix of sweet and savory flavors. Choose from classic caramel, cheese, or a mix of the two.


Chicago also has a fantastic burger scene with some great choices including The Loyalist, Au Cheval, and Kuma's Corner.

With so many delicious food options in Chicago, foodies will surely be in heaven. And with cheap flights available to this culinary haven, there’s no excuse not to indulge in some of the best food America has to offer!

Top 5 attractions in Chicago

  • The Bean (Cloud Gate) One of the most iconic landmarks in Chicago, the Bean is a large, reflective sculpture that draws in crowds for its unique photo opportunities. Located in Millennium Park, visiting the Bean is a must-do for anyone traveling to Chicago.
  • Navy Pier This 3,300-foot-long pier on the shores of Lake Michigan boasts plenty of things to do, including a Ferris wheel, a sightseeing boat tour, a Shakespeare theater, and restaurants galore. It's also a great spot to catch a fireworks show during the summer months.
  • Art Institute of Chicago This world-renowned museum is home to a vast collection of art, from ancient artifacts to contemporary paintings. Visitors shouldn't miss the iconic "American Gothic" painting by Grant Wood, as well as works by Monet, Renoir, and Van Gogh.
  • Magnificent Mile A shopper's paradise, the Magnificent Mile is a long stretch of upscale shops and department stores, as well as restaurants and hotels. It's also a popular destination for its beautiful architecture, including the famous Tribune Tower.
  • Lincoln Park Zoo Unlike most urban zoos, Lincoln Park Zoo has no admission fee, making it a great option for budget-conscious travelers. The zoo is home to a wide variety of animals, including primates, big cats, and even polar bears. Be sure to check out the zoo's conservation efforts, too.

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Places like Chicago worth visiting

  • Chicago Known for its iconic deep-dish pizza, stunning skyline, and vibrant culture, Chicago is a must-visit destination in America. With its beautiful Lake Michigan shorelines, world-class museums, and lively nightlife, the Windy City offers something for everyone.
  • New York City The city that never sleeps, New York City is one of the most fascinating and diverse destinations in the world. From the bright lights of Times Square to the peaceful oases of Central Park, this bustling metropolis is an ideal destination for foodies, art lovers, and adventurers alike.
  • Las Vegas If you're looking for a wild and unforgettable vacation, Las Vegas is the perfect destination for you. With its thrilling casinos, electrifying nightlife, and incredible shows, this desert city is a true playground for adults.
  • San Francisco With its charming neighborhoods, iconic landmarks, and stunning natural beauty, San Francisco is a beloved destination for travelers from all over the world. Don't miss the chance to cross the Golden Gate Bridge, explore Alcatraz Island, or sample the city's famous sourdough bread and seafood.
  • Los Angeles From the glitz and glamour of Hollywood to the laid-back vibe of Venice Beach, Los Angeles is a city of endless possibilities. Whether you're a fan of star-studded movie premieres or hiking in the wilderness, LA has something for you.

If you're looking for cheap flights to these top 5 destinations, be sure to keep an eye out for deals and discounts, and don't be afraid to be flexible with your travel plans. With a little bit of research, you can score great deals on flights and make your dream vacation a reality.