Due to multiple factors, expect to potentially pay more when booking in October. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from Orlando Sanford Intl Airport in August are about $127 on average during August, but can be found for as low as $33.
When flying from Orlando Sanford Intl Airport to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Users have found that booking a flight from Orlando Sanford Intl Airport to Chicago at least 14 days early can save you up to 16% on average compared to booking a flight this week. If booking 14 days before your flight isn’t an option for you, users have found flights from Orlando Sanford Intl Airport to Chicago for as little as $120 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 $153 for flights departing within the next 3 days.