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  1. Flights
  2. United States
  3. Chicago
  4. Valparaiso, FL - Chicago

Cheap Flights from Valparaiso, FL (VPS) to Chicago (CHI)

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Discover the cheapest flights from Valparaiso, FL to Chicago
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Fri, May 30 - Mon, Jun 2
Allegiant Air
Allegiant AirDirect
VPS - CHI
Allegiant Air
Allegiant AirDirect
CHI - VPS
85$
84$
Prime price per passenger
Wed, Jun 11 - Mon, Jun 16
Allegiant Air
Allegiant AirDirect
VPS - CHI
Allegiant Air
Allegiant AirDirect
CHI - VPS
86$
85$
Prime price per passenger
Thu, May 8 - Sun, May 11
Allegiant Air
Allegiant AirDirect
VPS - CHI
Allegiant Air
Allegiant AirDirect
CHI - VPS
89$
88$
Prime price per passenger
Fri, Jun 27 - Fri, Jul 4
Allegiant Air
Allegiant AirDirect
VPS - CHI
Allegiant Air
Allegiant AirDirect
CHI - VPS
90$
89$
Prime price per passenger
Thu, May 1 - Sun, May 4
Allegiant Air
Allegiant AirDirect
VPS - CHI
Allegiant Air
Allegiant AirDirect
CHI - VPS
-11 %
102$
91$
Prime price per passenger
Fri, May 23 - Mon, May 26
Allegiant Air
Allegiant AirDirect
VPS - CHI
Allegiant Air
Allegiant AirDirect
CHI - VPS
100$
98$
Prime price per passenger
Thu, May 1
Allegiant Air
Allegiant AirDirect
VPS - CHI
-22 %
48$
38$
Prime price per passenger
Mon, May 19
Allegiant Air
Allegiant AirDirect
VPS - CHI
-22 %
48$
38$
Prime price per passenger
Fri, Jun 13
Allegiant Air
Allegiant AirDirect
VPS - CHI
-22 %
48$
38$
Prime price per passenger
Mon, Jun 23
Allegiant Air
Allegiant AirDirect
VPS - CHI
-22 %
48$
38$
Prime price per passenger
Mon, Jun 2
Allegiant Air
Allegiant AirDirect
VPS - CHI
-20 %
52$
42$
Prime price per passenger
Fri, May 16
Allegiant Air
Allegiant AirDirect
VPS - CHI
-21 %
55$
44$
Prime price per passenger
Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from Valparaiso, FL to Chicago

Flexible with dates? We find the best price for the week of the day you select *Prices may vary after you search.
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week: Apr 21 - Apr 27
Flights from just $68
$79
$68
$81
$80
$99
$89
$81
$79
$83
$77
$84
$97
AprilMayJune
Cheapest flight$37The best price for flights from Valparaiso, FL to Chicago offered by eDreams, which have been found by our customers in the last 3 days
Departure AirportFort Walton BeachFort Walton Beach is where you'll take off when flying from Valparaiso, FL to Chicago
Arrival AirportMidway AirportYou'll land at Midway Airport when flying from Valparaiso, FL to Chicago
Peak seasonSeptemberSeptember is the busiest time to fly from Valparaiso, FL to Chicago according to search data results from our customers
Airlines operating this routeAllegiant Air, American AirlinesAirline(s) that fly from Valparaiso, FL to Chicago
Best time to bookAugustAugust is one of the most frequent times to fly to Chicago from Valparaiso, FL according to real data from our customers

Route information

Distance: 785 miles
Valparaiso, FL airports
Fort Walton Beach (VPS)How far from city center: 3 miles
Chicago airports
O'hare International Airport (ORD)How far from city center: 14 miles
Midway Airport (MDW)How far from city center: 4 miles

Are you searching for flights from Valparaiso, FL to Chicago?

Are you planning to travel to Chicago for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Valparaiso, FL. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Chicago and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Valparaiso, FL to Chicago

What are the benefits of booking flexible flight tickets?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to United States. At eDreams have you covered!
For flights from Valparaiso, FL to Chicago, how can I find the cheapest price?
The cheapest price for a flight from Valparaiso, FL to Chicago is $38. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
When booking, when is the best time to get the best prices for flights from Valparaiso, FL to Chicago?
The most popular months to book a trip from Valparaiso, FL to Chicago are August, November and March, based on the searches of our customers.
When is the best time to travel from Valparaiso, FL to Chicago?
The best time of the year to visit Chicago depends on lots of personal preferences, especially the price. Regarding popularity, September is the best month to fly to Chicago from Valparaiso, FL in terms of searches from our customers, followed by July and October. If you prefer to avoid the busy season and get away from the crowds May, April and June are the months with fewer searches for Valparaiso, FL - Chicago.
Which airports have flights between Valparaiso, FL and Chicago?

The main route from Valparaiso, FL to Chicago is: Fort Walton Beach (VPS) to Midway Airport (MDW). The following airlines fly this route:

Allegiant Air.

Alternatively, you can find Valparaiso, FL - Chicago flights between Fort Walton Beach (VPS) to O'hare International Airport (ORD) with the following airline(s) flying the route: American Airlines.

Which airlines fly from Valparaiso, FL to Chicago?

The airlines that fly non-stop from Valparaiso, FL to Chicago are:

  • Delta Air Lines.

Delta Air Lines, stopping at Atlanta during at least 91 minutes.

Plan your trip

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