$106+ Cheap flights to Illinois

Winters along the Great Lakes are long and cold. From late November into April, there is plenty of snow, icy winds, and sub-freezing temperatures, but it’s also the best time to find cheap flights to Illinois. Conversely, July and August can be hot and sticky and good Illinois flight and hotel deals are usually available. Spring and fall tend to have perfect weather and are great times to visit, although the tornado season is March through May.Chicago summers can have temperatures well into the 90s with humidity to match. Winters are cold and raw with temperatures in the teens and occasional blizzards. Mild winters are not uncommon, but if booking Illinois flight and travel plans during the winter it’s advisable to pack with snow and cold in mind.

Peak Season: Winter is a prime time for skiing and snowmobiling in Illinois. Summer is the peak of the festival season in the Chicago area with major events taking place in the parks and neighborhoods every weekend, despite the heat and humidity. While many tourists gather on the great state of Illinois during the summer season, it’s more likely cheap flights to Illinois will be available during the winter months. Off Season: September can be the most enjoyable and mildest month of the year to visit Chicago, but there is less going on during this period. Fall is a wonderful time to visit the rest of the state and enjoy the milder temperatures and changing foliage. January to March is when Chicago is least busy and deals on hotels are usually attainable. However, it can be cold and windy.

A tough city to drive in, Chicago has convenient public transportation, taxis are easy to come by, and many areas are a pleasure to walk through. The Chicago Transit Authority operates the “L” (or “El”) a system of elevated trains that run 24 hours a day. There is also a River Bus that runs during rush hour in the summer, and the city is becoming increasingly bike friendly. Except for Chicago, Illinois is mostly a quiet, rural state. Yet Amtrak trains, numerous commuter railroads, and, to a lesser extent, buses make getting around on public transportation feasible. Cycling is also generally easy on the state’s flat plains. Once you reach your destination, check for local transportation, but be prepared to rent a car.

Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Illinois on Cheapflights that require 1 or 2 stops for potential cost savings.

Based on reviews from Cheapflights users, Southwest is rated the highest out of the airlines that fly to Illinois.

Chicago Midway is currently the cheapest airport to fly to in Illinois. One-way flights to Chicago Midway typically cost $45, while round-trip flights cost around $46.

A round-trip flight to Illinois will typically cost around $121, however they can be found for as little as $104.

For those looking to save time traveling to Illinois, Milwaukee-Mitchell offers the quickest one-way flight (0 hours 50 minutes).

If being close to Aragon Ballroom is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

Yes. Those touching down at Chicago O'Hare Intl can take advantage of the rental car services offered upon their arrival.

Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 mi away from Chicago O'Hare Intl).