If you want to know What is the cheapest time of year to fly to Chicago?, the best answer is winter, more so in January and February. These months have the lowest number of people who fly, and that is because Chicago can be very cold. There are not as many travelers, so airlines lower prices to get people to book flights.

Winter flights to Chicago usually drop by 30–50% when you compare them to summer fares. This is good for budget travelers, students, or anyone who is okay with cold weather. If you try BookingTrolley, you can check prices from many airlines. You may even spot deals that are there only during winter.

Many people may not like to visit Chicago in the winter, but the city still has many things to do indoors. The Museum of Science and Industry and the Art Institute of Chicago are open all year. There are also cozy cafes, theater shows, and winter events such as Chicago Restaurant Week for people to enjoy.

Another good thing about going on trips in winter is that hotels cost less. When there are not many guests, hotels drop their prices. So you can save money on both flights and rooms. Also, with fewer people around, you can enjoy your trip and explore the city in your own way.

If you want to save money, winter is the best time to fly to Chicago. You can save even more if you book your ticket in the middle of the week and use fare-tracking tools on BookingTrolley. If you plan ahead, you can have a great time in this famous city without spending too much.