Users have found that booking a flight from Connecticut to Chicago at least 20 days early can save you up to 10% on average compared to booking a flight this week. If booking 20 days before your flight isn’t an option for you, users have found flights from Connecticut to Chicago for as little as $137 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $157 for flights departing within the next 3 days.
April can be a great time to fly to Chicago from Connecticut with a flight ticket averaging about $135. Cheapflights users have found deals in the month of April for as cheap as $33. The most expensive prices can be found in the month of December.
The chart below displays the airlines Cheapflights users traveling from Connecticut to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
||$141||$262||No cancel fee||65%|
||$100||$345||No cancel fee||71%|
||$122||$399||No cancel fee||N/A|
||$192||$411||No cancel fee||69%|