Cheap flights Hilton Head — Chicago (HHH — CHI)

Good to know - Cheap tickets Hilton Head — Chicago

Minimal flight time 2h 35m
Flight distance 1237 km
Most popular airline United Express
Round-trip from $179

Airfare Hilton Head – Chicago by month

Here you can find out in what months how much a ticket Hilton Head – Chicago costs to buy cheap plane tickets.

Month One-way Round-trip
March 2026

Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.

Schedule of direct flights Hilton Head — Chicago

Departure Arrival Flight days Flight Airlines Flight time Airports
14:50 16:25 sat UA3542 United Express 2h 35m Hilton Head Airport — O'Hare International Airport Select dates
All routes

Popular airlines flying Hilton Head — Chicago

Flight Hilton Head – Chicago is served by 3 airlines.  1 airlines operate direct flights.


Airlines with direct flights


Other airlines flying with transfers

Flights Hilton Head — Chicago

The selection of cheap flights Hilton Head — Chicago

The price of the flight Hilton Head — Chicago (United States) — Hilton Head from $179 (round-trip).

The average price of the flight Hilton Head — Chicago (United States) — Hilton Head $481 (round-trip).

Low cost flights Hilton Head — Chicago (HHH — CHI)

The distance between Hilton Head and Chicago 769 miles (or 1237 kilometres).

The time difference between Hilton Head and Chicago is 1 h.

Minimal flight time from Hilton Head to Chicago 2h 35m.

Routes from nearby cities to Chicago

A flight from a neighbouring city can help you save money on plane tickets.

Most often, departures to Chicago are from Fort Lauderdale, this is the cheapest flight from $192. The nearest airports from Hilton Head with a flight to Chicago are located in Huntington.

Popular International routes from Hilton Head

Popular routes from Chicago

If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:

Popular domestic routes from Hilton Head

FAQ about Hilton Head — Chicago

Yes, you can fly from Hilton Head to Chicago. Hilton Head has an airport (Hilton Head Airport) for flights. United Express departs from Hilton Head on sat. There are non-direct flights through American Eagle, Contour Aviation, Jet Linx Aviation.

A direct flight lasts an average of 2h 35m, during which time the aircraft covers a distance of 1237 km.

The price of flights Hilton Head — Chicago starts from $179.

Planes fly Hilton Head — Chicago 1 times a week on the following days: sat

In Hilton Head — Hilton Head Airport. In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport.

The following flights fly between Hilton Head and Chicago: UA3542

High season is considered to be and the cheapest month is . Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Hilton Head — Chicago flight deals.

Only one airline operates a direct flight Hilton Head — Chicago: United Express.

All the following airlines flights Hilton Head — Chicago: American Eagle, Contour Aviation, Jet Linx Aviation, United Express.

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