Flight Routes from Hilton Head Island to Chicago

Compare cheap outbound and return flights from Hilton Head Island (HHH) to Chicago (CHI) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€348
Flight distance
1,238 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Cheap flight offers from Hilton Head Island to Chicago

sorted by price and recency
  1. –
    American Airlines
    –
    HHH–CHI
    1 stopover
    American Airlines
    –
    CHI–HHH
    1 stopover
    €939
  2. –
    American Airlines
    –
    HHH–CHI
    1 stopover
    American Airlines
    –
    CHI–HHH
    1 stopover
    €530
  3. –
    American Airlines
    –
    HHH–CHI
    1 stopover
    American Airlines
    –
    CHI–HHH
    1 stopover
    €489
  4. –
    American Airlines
    –
    HHH–CHI
    1 stopover
    American Airlines
    –
    CHI–HHH
    1 stopover
    €348

Flight schedule from Hilton Head Island (HHH) to Chicago (CHI)

Select a travel date in the flight schedule for the route from Hilton Head Island (HHH) to Chicago (CHI) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flightsHHH–CHI · 1 of 1
fromto
dep.arr.
durationstopovers
  1. November 22 – 28, 2026
  2. Nov 29 – Dec 5, 2026
  3. December 6 – 12, 2026
    No flights could be found for the active filters.
    1. HHHORD
      nonstop
      1. American Airlines

      Important flight information

      Discover more flights around Hilton Head Island and Chicago

      Departure airport Airport Hilton Head Island, SC (HHH)
      Arrival airport Airport Chicago-IL, all airports (CHI)
      Destination country Flights to United States
      Departure airport - Destination country Hilton Head Island, SC - United States
      Alternative routes to United States
      Alternative flights to Chicago
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