Flight Routes from Chicago to Valparaiso

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

Trip type
Cheapest roundtrip flight
from€132
Flight distance
1,273 km
Time difference
none
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Cheap flight offers from Chicago to Valparaiso

sorted by price and recency
filters
  1. –
    Allegiant Air
    –
    CHI–VPS
    non-stop flight
    Allegiant Air
    –
    VPS–CHI
    non-stop flight
    €132
  2. –
    American Airlines
    –
    CHI–VPS
    1 stopover
    American Airlines
    –
    VPS–CHI
    1 stopover
    €804
  3. –
    American Airlines
    –
    CHI–VPS
    1 stopover
    Sun Country Airlines
    –
    VPS–CHI
    1 stopover
    €1,042
  4. –
    American Airlines
    –
    CHI–VPS
    1 stopover
    American Airlines
    –
    VPS–CHI
    1 stopover
    €3,673
  5. –
    American Airlines
    –
    CHI–VPS
    1 stopover
    American Airlines
    –
    VPS–CHI
    2 stopovers
    €1,014

Flight schedule from Chicago (CHI) to Valparaiso (VPS)

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

offers
Active filtersnone
Matching outbound flightsCHI–VPS · 5 of 5
fromto
dep.arr.
durationstopovers
  1. November 8 – 14, 2026
  2. November 15 – 21, 2026
  3. November 22 – 28, 2026
    No flights could be found for the active filters.
    1. ORDVPS
      nonstop
      1. American Airlines
    2. ORDVPS
      nonstop
      1. American Airlines
    3. ORDVPS
      nonstop
      1. American Airlines
    4. MDWVPS
      nonstop
      1. Allegiant Air
    5. MDWVPS
      nonstop
      1. Allegiant Air

      Important flight information

      Discover more flights around Chicago and Valparaiso

      Departure airport Airport Chicago-IL, all airports (CHI)
      Arrival airport Airport Valparaiso (VPS)
      Destination country Flights to United States
      Departure airport - Destination country Chicago-IL, all airports - United States
      Alternative routes to United States
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