Cheap flights from Chicago to Valparaiso (CHI - VPS)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

The best prices from Chicago to Valparaiso Destin-Ft Walton Beach are usually found in January or September, booked 32 days in advance, depart on a Thursday or Sunday and return on a Sunday

How to find the cheapest flight from
Chicago (CHI) to Valparaiso (VPS)

All the information you need to plan the best CHI to VPS flight in 2022: compare Chicago to Valparaiso flight prices with the expected peak season, weather and rainfall in Valparaiso.
CHI - VPS
Price
$139 - $385
VPS
Temperature
50 - 80.6 °F
VPS
Rainfall
3.1 - 7.5 inches

Popular in

March

High demand for flights, 41% potential price rise

Cheapest in

January

Best time to find cheap flights, 39% potential price drop

Average price

$217

Average for round-trip flights in June 2022

Round-trip from

$139

From Chicago (CHI) to Valparaiso Destin-Ft Walton Beach

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago to Valparaiso, Florida?

It’s generally more expensive to depart on a Wednesday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

When is the cheapest time to fly from Chicago to Valparaiso, Florida (CHI - VPS)?

A simple way to save on the total cost of your ticket is to fly from Chicago to Valparaiso, Florida in the evening. If you’re flexible enough to do this you can expect to save up to 60% on your trip compared to booking a flight in the morning.

How far in advance should I book a flight from Chicago to Valparaiso, Florida?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 32 days in advance, which can save you up to 31% on flights from Chicago to Valparaiso, Florida compared to booking the week you need them. Waiting 32 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $239. For sooner than that we have options available in the next 3 days from $289.

Cheap flights from Chicago to Valparaiso in June, July 2022

The best prices found for CHI to VPS flights for June, July
28 Jul - 31 Jul
$324pp
MDW
Chicago Midway
Allegiant Air
   
2 STOPS
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
Allegiant Air
 
1 STOP
MDW
Chicago Midway
28 Jul - 31 Jul
$341pp
MDW
Chicago Midway
Allegiant Air
   
2 STOPS
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
Allegiant Air
 
1 STOP
MDW
Chicago Midway
26 Jul - 3 Aug
$342pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Valparaiso 2022 flight deals

Cheap flights to Valparaiso from Chicago found for this year
3 Nov - 6 Nov
$150pp
MDW
Chicago Midway
Allegiant Air
Non-Stop
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
Allegiant Air
Non-Stop
MDW
Chicago Midway
20 Oct - 23 Oct
$152pp
MDW
Chicago Midway
Allegiant Air
Non-Stop
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
Allegiant Air
Non-Stop
MDW
Chicago Midway
20 Oct - 23 Oct
$174pp
MDW
Chicago Midway
Allegiant Air
Non-Stop
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
Allegiant Air
 
1 STOP
MDW
Chicago Midway

Non-stop flights to Valparaiso from Chicago

Save time with Chicago to Valparaiso direct flight deals
3 Nov - 6 Nov
$150pp
MDW
Chicago Midway
Allegiant Air
Non-Stop
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
Allegiant Air
Non-Stop
MDW
Chicago Midway
20 Oct - 23 Oct
$152pp
MDW
Chicago Midway
Allegiant Air
Non-Stop
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
Allegiant Air
Non-Stop
MDW
Chicago Midway
20 Oct - 23 Oct
$174pp
MDW
Chicago Midway
Allegiant Air
Non-Stop
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
Allegiant Air
Non-Stop
MDW
Chicago Midway

Last minute flights from Chicago to Valparaiso

Late deals on round-trip flights to Valparaiso from Chicago, departing today and this week
3 Jul - 4 Jul
$361pp
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
4 Jul - 11 Jul
$395pp
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
3 Jul - 4 Jul
$397pp
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
VPS
Valparaiso Destin-Ft Walton Beach
VPS
Valparaiso Destin-Ft Walton Beach
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Destin-Ft Walton Beach from Chicago

The cheapest one-way flights from Chicago to Valparaiso
3:13 am - 6:06 am
Allegiant Air
3 Stops
26h 53m
MDW - VPS
Allegiant Air
$264
Kiwi.com
9:22 am - 4:53 pm
American Airlines
1 Stop
7h 31m
ORD - VPS
American Airlines
5:29 am - 2:06 pm
Delta
2 Stops
8h 37m
MDW - VPS
Delta
$354
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Valparaiso</span> flights.

Flight FAQs

From Chicago to Valparaiso

What airport do you fly into for flights to Valparaiso from Chicago?

Most people fly into Valparaiso Destin-Ft Walton Beach (VPS) if they book a flight to Valparaiso from Chicago. On average, Destin-Ft Walton Beach has 0 inbound flights from Chicago per day from 5 airlines. Valparaiso Destin-Ft Walton Beach is conveniently located just 3.1 mi from Valparaiso’s city center.

Which airlines flying from Chicago to Valparaiso Destin-Ft Walton Beach have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, Delta, and Allegiant Air flying from Chicago to Valparaiso Destin-Ft Walton Beach have implemented new flexible cancellation policies.

Can I find flights from Chicago to Valparaiso, Florida for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago to Valparaiso, Florida for under $200. The cheapest flight booked recently is on Allegiant Air for just $150, but on average you can expect to pay $309.

Are there nonstop flights from Chicago to Valparaiso, Florida for under $200 on Cheapflights?

Cheapflights has at least 8 direct flights from Chicago to Valparaiso, Florida under $200. A good price for a nonstop flight from Chicago to Valparaiso, Florida is less than $416.

Are there last-minute flights available from Chicago to Valparaiso, Florida for under $400?

There are currently 20+ open flights from Chicago to Valparaiso, Florida within the next 7 days for less than $400.

What days are nonstop flights available from Chicago to Valparaiso, Florida?

Nonstop flights can be found on the following days: Friday.

How many flights depart from Chicago to Valparaiso, Florida on average per day?

1 flight departure from Chicago to Valparaiso, Florida per day on average.
Morning (6am - Noon) - 100% of flight departures

How long is the flight from Chicago to Valparaiso, Florida?

Airlines like Allegiant Air, American Airlines, and Delta fly from Chicago to Valparaiso, Florida in about 2h 05m. The time it takes to get you to your destination can typically vary by up to 3h 15m. Chicago and Valparaiso, Florida are separated by a distance of 802 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Chicago to Valparaiso, Florida round-trip?

Currently priced at $150, Allegiant Air will fly you from Chicago to Valparaiso, Florida and back. In addition to Allegiant Air, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Delta - these airlines can fly you to your destination from $335 and $344, respectively. Allegiant Air is 34% cheaper than the average price of flights available within the next 90 days to this destination.

What are the cheapest airlines to fly from Chicago to Valparaiso, Florida one-way?

To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $171. Delta flights start at $204 while deals on Allegiant Air start at $264 one-way.

What are the cheapest flights from Chicago to Valparaiso, Florida?

The cheapest flight price from Chicago to Valparaiso, Florida is $245. On average you can expect to pay $471. The most popular route, (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach), can usually be booked for $341.

What are the most popular airlines that fly from Chicago to Valparaiso, Florida?

American Airlines, Delta and Allegiant Air are the most popular airlines when flying from Chicago to Valparaiso, Florida.

COVID Restrictions

View COVID Travel Restrictions for Valparaiso (VPS)

Do I need a COVID test to fly to Valparaiso from Chicago?

Information is based on travel restrictions for travel to Valparaiso Destin-Ft Walton Beach within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Valparaiso Destin-Ft Walton Beach.

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Valparaiso Destin-Ft Walton Beach.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Valparaiso Destin-Ft Walton Beach.

Do I need a test to fly back to Chicago from Valparaiso?

Returning to Chicago from Valparaiso Destin-Ft Walton Beach

COVID-19 testing requirements
Visitors from Valparaiso Destin-Ft Walton Beach are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago.

Quarantine requirements
Visitors from Valparaiso Destin-Ft Walton Beach are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for Valparaiso (VPS)

Alternative routes for Chicago to Valparaiso

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Valparaiso

Things to know before you go - useful duration and weather info for your trip from Chicago to Valparaiso.
Flight duration from Chicago to VPS
2h 11m
Average temperature for June in Valparaiso
87.8 °F
Avg rainfall for June in Valparaiso
5.7 ″

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing Valparaiso

Top 4 airlines flying from Chicago to Valparaiso Destin-Ft Walton Beach

The chart below displays the airlines Cheapflights users traveling from Chicago to Valparaiso choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Allegiant Air
$56 $159 No cancel fee 88%
United Airlines
$64 $286 No cancel fee 69%
American Airlines
$125 $418 No cancel fee 71%
Delta
$154 $439 No cancel fee N/A
Weekly flight availability
from Chicago to Valparaiso
See how many times per day planes take to the skies headed from Chicago to Valparaiso.
Sunday
0 flights
Monday
0 flights
Tuesday
0 flights
Wednesday
0 flights
Thursday
0 flights
Friday
0 flights
Saturday
1 daily flight
Home North America USA Florida Valparaiso Cheap flights from Chicago to Valparaiso