Travelers have found it’s best to book a flight 20 days in advance to save up to 10% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 20 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Hawaii to Chicago 1-2 weeks in advance for as low as $137, or $157 for flights within the next 24 hours.
Our data shows that April tends to be the cheapest month to fly to Chicago from Hawaii. Users have commonly found prices around $135 for the month, but tickets can be as low as $33. Due to multiple factors, prepare for potentially higher prices in December.
||$270||$566||No cancel fee||75%|
||$301||$612||No cancel fee||N/A|
||$269||$617||No cancel fee||71%|
||$304||$754||No cancel fee||69%|