Flight Routes from New Haven to Chicago

Compare cheap outbound and return flights from New Haven (HVN) to Chicago (CHI) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€427
Flight distance
1,228 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Cheap flight offers from New Haven to Chicago

sorted by price and recency
  1. –
    Breeze Airways
    –
    HVN–CHI
    3 stopovers
    United Airlines
    –
    CHI–HVN
    2 stopovers
    €934
  2. –
    Avelo Airlines
    –
    HVN–CHI
    1 stopover
    American Airlines
    –
    CHI–HVN
    1 stopover
    €788

Flight schedule from New Haven (HVN) to Chicago (CHI)

Select a travel date in the flight schedule for the route from New Haven (HVN) to Chicago (CHI) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flightsHVN–CHI · 3 of 3
fromto
dep.arr.
durationstopovers
  1. November 8 – 14, 2026
  2. November 15 – 21, 2026
  3. November 22 – 28, 2026
    1. HVNORD
      nonstop
      1. Avelo Airlines
    2. HVNORD
      nonstop
      1. Avelo Airlines
    3. HVNORD
      nonstop
      1. Avelo Airlines

      Important flight information

      Discover more flights around New Haven and Chicago

      Departure airport Airport New Haven, CT (HVN)
      Arrival airport Airport Chicago-IL, all airports (CHI)
      Destination country Flights to United States
      Departure airport - Destination country New Haven, CT - United States
      Alternative routes to United States
      Alternative flights to Chicago
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