On this page, you can find and book flights from Hilton Head Island to Chicago. The distance between the cities is 1,233 km, and there are approximately 7 scheduled flights per week on this route.
Flights are served by United Airlines and American Airlines. Ticket prices are dynamic, so we recommend using the low price calendar and checking information on how to get to the airport to plan your trip as cost-effectively as possible.
The table shows direct flights Hilton Head Island → Chicago on the selected date. The flight takes approximately 2 h 36 min. Regular flights are operated by United Airlines and American Airlines. Departures from Hilton Head Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.
For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.
Below is a calendar of the lowest flight ticket prices for Hilton Head Island — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $209 in y, and the most expensive are around $471 in r. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.
Hilton Head Island → Chicago, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | $232 | low | May | $272 | high | Sep | $243 | medium |
| Feb | $237 | low | Jun | $301 | high | Oct | $237 | low |
| Mar | $249 | medium | Jul | $313 | high | Nov | $260 | medium |
| Apr | $255 | medium | Aug | $272 | medium | Dec | $295 | high |
Some values are estimated based on seasonality.
The warmest month in Chicago is July, with an average high temperature of 26.5°C, while the coldest is January, when temperatures drop to -5°C. Precipitation peaks in May, while November and December have the highest number of dry days.
The lowest flight cost is recorded in July, starting $190. The most expensive month for booking is December, when ticket prices can start $473.
The optimal time for a trip is July, as it offers both the best fares and comfortable weather. It is best to avoid traveling in December due to the significant increase in airfares.
The main carriers on the route from Hilton Head Island to Chicago are United Airlines and American Airlines. There are approximately 7 flights per week, making it easy to find a convenient departure time. Detailed information on schedules and available flight options is provided in the list below.
Flights Hilton Head Island — Chicago depart from Hilton Head Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
The approximate travel time for a direct flight is about 1 hour and 45 minutes, considering the distance of 1,233 km between the cities.
Regular flights from Hilton Head Island to Chicago are operated by United Airlines and American Airlines.
Ticket prices change constantly based on demand. You can find the current minimum for the coming months in the price calendar; prices currently start from 14,783 ₽.
Flights arrive at Chicago international airports. You can find detailed information on how to get from the airport to the city in the relevant section.
Yes, this route is subject to seasonal price fluctuations, so purchasing 1–2 months before your trip will help you save significantly on your budget.
Where travelers fly most — pick a route and check prices
