Flight Routes from Valparaiso to Chicago

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

Cheapest roundtrip flight: from€184
Flight distance: 1,273 km
Time difference: none
Airports in Chicago: O'Hare International Airport, IL
Midway International Airport, IL
Rockford, IL

Cheap flight offers from Valparaiso to Chicago

sorted by price and recency

filtersRound tripnon-stop flightlast minute

Thu, Dec 17 – Sun, Dec 20
06:30 – 08:51
VPS–CHI
2h 21minnon-stop flight
09:41 – 11:46
CHI–VPS
2h 5minnon-stop flight
€184
Sat, Dec 12, 2026 – Sun, Jan 3, 2027
16:52 – 17:20
VPS–CHI
24h 28min
3 stopovers
09:41 – 11:46
CHI–VPS
2h 5minnon-stop flight
€590
Mon, Jan 4 – Wed, Jan 20
16:50 – 23:00
VPS–CHI
6h 10min
1 stopover
21:09 – 12:09
CHI–VPS
15h
2 stopovers
€544
Mon, Jan 4 – Tue, Jan 19
16:50 – 23:00
VPS–CHI
6h 10min
1 stopover
09:00 – 16:29
CHI–VPS
7h 29min
1 stopover
€481
Mon, Jan 4 – Tue, Jan 19
16:50 – 23:00
VPS–CHI
6h 10min
1 stopover
14:38 – 23:59
CHI–VPS
9h 21min
1 stopover
€3,074
Mon, Jan 4 – Tue, Jan 19
16:50 – 23:00
VPS–CHI
6h 10min
1 stopover
16:46 – 23:59
CHI–VPS
7h 13min
1 stopover
€634

Important flight information

Discover more flights around Valparaiso and Chicago

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

Alternative routes to United States

Flight Valparaiso - New York from 394 US$
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Flight Valparaiso - Des Moines from 394 US$
Flight Valparaiso - Detroit Metropolitan Area from 394 US$
Flight Valparaiso - Denver from 360 US$
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Alternative flights to Chicago

Flight New York - Chicago from 273 US$
Flight Los Angeles - Chicago from 328 US$
Flight Las Vegas - Chicago from 333 US$
Flight Boston - Chicago from 94 US$
Flight Washington-DC - Chicago from 267 US$
Flight Atlanta - Chicago from 120 US$
Flight Orlando - Chicago from 210 US$
Flight Miami - Chicago from 426 US$
Flight Denver - Chicago from 200 US$
Flight Fort Myers - Chicago from 493 US$

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Flight destinations with a similar price

Flight Valparaiso - Chicago Midway from 184 US$