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Cheap flights from Chicago to Valparaiso from $47

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Valparaiso

Cheap round-trip flights

Enter your travel dates to find the best prices.
Allegiant Air Logo
1:08 pm - 3:19 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
Allegiant Air Logo
6:30 am - 8:54 amVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
2h 24mnonstop
$78Allegiant Air
Mon, Nov 16 - Thu, Nov 19
Allegiant Air Logo
1:08 pm - 3:19 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
Allegiant Air Logo
6:30 am - 8:54 amVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
2h 24mnonstop
$79Allegiant Air
Mon, Nov 16 - Thu, Nov 19
Multiple Airlines Logo
1:08 pm - 3:19 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
Multiple Airlines Logo
8:47 am - 11:47 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
15h 00m2 stops Cincinnati Cinci./N. Kentucky Atlanta Hartsfield-Jackson
$217Multiple Airlines
Mon, Nov 16 - Thu, Nov 19
Multiple Airlines Logo
1:08 pm - 3:19 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
Multiple Airlines Logo
8:47 am - 11:47 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
15h 00m2 stops Cincinnati Cinci./N. Kentucky Atlanta Hartsfield-Jackson
$232Multiple Airlines
Mon, Nov 16 - Thu, Nov 19
Southwest Logo
11:10 am - 9:00 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
9h 50m2 stops Lambert-St Louis Nashville Intl
Southwest Logo
6:00 pm - 12:20 amVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
6h 20m1 stop Nashville Intl
$310Southwest
Thu, Dec 17 - Tue, Dec 22
Southwest Logo
5:25 pm - 9:15 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
3h 50m1 stop Nashville Intl
Southwest Logo
2:10 pm - 8:50 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
6h 40m1 stop Nashville Intl
$317Southwest
Mon, Dec 7 - Fri, Dec 11
American Airlines Logo
8:11 am - 10:39 amORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
2h 28mnonstop
American Airlines Logo
11:07 am - 2:00 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
2h 53mnonstop
$446American Airlines
Wed, Mar 10 - Wed, Mar 17
American Airlines Logo
8:11 am - 10:39 amORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
2h 28mnonstop
American Airlines Logo
11:07 am - 2:00 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
2h 53mnonstop
$446American Airlines
Tue, Feb 16 - Tue, Mar 2
Delta Logo
8:00 am - 9:28 pmORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
13h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 8:53 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
14h 53m1 stop Atlanta Hartsfield-Jackson
$449Delta
Thu, Nov 26 - Wed, Dec 2
Delta Logo
6:15 pm - 8:44 amORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
14h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:30 am - 11:20 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
13h 50m1 stop Atlanta Hartsfield-Jackson
$449Delta
Sat, Nov 21 - Thu, Nov 26

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Allegiant Air flights from Chicago to Valparaiso, Florida

Our best Allegiant Air deals on Chicago to Valparaiso, Florida flight tickets
Allegiant Air
Nov 16
MDW1:08 pmChicago Midway
2h 11m
VPS3:19 pmValparaiso Destin-Ft Walton Beach
Nov 19
VPS6:30 amValparaiso Destin-Ft Walton Beach
2h 24m
MDW8:54 amChicago Midway
$78
Allegiant Air
Nov 16
MDW1:08 pmChicago Midway
2h 11m
VPS3:19 pmValparaiso Destin-Ft Walton Beach
Nov 19
VPS6:30 amValparaiso Destin-Ft Walton Beach
2h 24m
MDW8:54 amChicago Midway
$79
Allegiant Air
Nov 16
MDW1:08 pmChicago Midway
2h 11m
VPS3:19 pmValparaiso Destin-Ft Walton Beach
Nov 19
VPS6:30 amValparaiso Destin-Ft Walton Beach
2h 24m
MDW8:54 amChicago Midway
$84

American Airlines flights from Chicago to Valparaiso, Florida

Our best American Airlines deals on Chicago to Valparaiso, Florida flight tickets
American Airlines
Feb 16
ORD8:11 amChicago O'Hare Intl
2h 28m
VPS10:39 amValparaiso Destin-Ft Walton Beach
Mar 2
VPS11:07 amValparaiso Destin-Ft Walton Beach
2h 53m
ORD2:00 pmChicago O'Hare Intl
$446
American Airlines
Feb 16
ORD4:54 pmChicago O'Hare Intl
5h 34m
1 stop
VPS10:28 pmValparaiso Destin-Ft Walton Beach
Mar 2
VPS11:07 amValparaiso Destin-Ft Walton Beach
2h 53m
ORD2:00 pmChicago O'Hare Intl
$456
American Airlines
Feb 15
ORD8:11 amChicago O'Hare Intl
2h 28m
VPS10:39 amValparaiso Destin-Ft Walton Beach
Feb 20
VPS12:06 pmValparaiso Destin-Ft Walton Beach
11h 05m
1 stop
ORD11:11 pmChicago O'Hare Intl
$468

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Valparaiso, Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoValparaiso

MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach

MDWVPS

Chicago Midway

Mon 11/16

1:08 pm-3:19 pm

Nonstop2h 11m

Valparaiso Destin-Ft Walton Beach

Thu 11/19

6:30 am-8:54 am

Nonstop2h 24m

$78

ChicagoValparaiso

MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach

MDWVPS

Chicago Midway

Mon 11/16

1:08 pm-3:19 pm

Nonstop2h 11m

Valparaiso Destin-Ft Walton Beach

Thu 11/19

6:30 am-8:54 am

Nonstop2h 24m

$79

ChicagoValparaiso

MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach

MDWVPS

Chicago Midway

Mon 11/16

1:08 pm-3:19 pm

Nonstop2h 11m

Valparaiso Destin-Ft Walton Beach

Thu 11/19

8:47 am-11:47 pm

2 stops15h 00m

$217

ChicagoValparaiso

MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach

MDWVPS

Chicago Midway

Mon 11/16

1:08 pm-3:19 pm

Nonstop2h 11m

Valparaiso Destin-Ft Walton Beach

Thu 11/19

8:47 am-11:47 pm

2 stops15h 00m

$232

ChicagoValparaiso

MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach

MDWVPS

Chicago Midway

Thu 12/17

11:10 am-9:00 pm

2 stops9h 50m

Valparaiso Destin-Ft Walton Beach

Tue 12/22

6:00 pm-12:20 am

1 stop6h 20m

$310

ChicagoValparaiso

MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach

MDWVPS

Chicago Midway

Mon 12/7

5:25 pm-9:15 pm

1 stop3h 50m

Valparaiso Destin-Ft Walton Beach

Fri 12/11

2:10 pm-8:50 pm

1 stop6h 40m

$317

ChicagoValparaiso

ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach

ORDVPS

Chicago O'Hare Intl

Wed 3/10

8:11 am-10:39 am

Nonstop2h 28m

Valparaiso Destin-Ft Walton Beach

Wed 3/17

11:07 am-2:00 pm

Nonstop2h 53m

$446

ChicagoValparaiso

ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach

ORDVPS

Chicago O'Hare Intl

Tue 2/16

8:11 am-10:39 am

Nonstop2h 28m

Valparaiso Destin-Ft Walton Beach

Tue 3/2

11:07 am-2:00 pm

Nonstop2h 53m

$446

ChicagoValparaiso

ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach

ORDVPS

Chicago O'Hare Intl

Thu 11/26

8:00 am-9:28 pm

1 stop13h 28m

Valparaiso Destin-Ft Walton Beach

Wed 12/2

6:00 am-8:53 pm

1 stop14h 53m

$449

ChicagoValparaiso

ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach

ORDVPS

Chicago O'Hare Intl

Sat 11/21

6:15 pm-8:44 am

1 stop14h 29m

Valparaiso Destin-Ft Walton Beach

Thu 11/26

9:30 am-11:20 pm

1 stop13h 50m

$449

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Valparaiso from

How to get the cheapest flight ticket from Chicago to Valparaiso, Florida

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Valparaiso, Florida?

Prices are currently low for flights on this route.

Typical prices usually range from $200 to $550.
The lowest price recently found on this route was $78.

What is the cheapest month to fly to Valparaiso, Florida?

If you aren’t able to travel during the month of October, then book flights to Valparaiso, Florida from Chicago during January instead. Flights to Valparaiso, Florida in January, while not as cheap as those in October, still average around $314.

What is the cheapest day to depart on your flight to Valparaiso, Florida?

The cheapest day to depart on your flight to Valparaiso, Florida is on a Monday when prices can be found for as low as $166. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $413.

What is the cheapest time of day to depart on your flight to Valparaiso, Florida?

Our data shows that the cheapest Chicago to Valparaiso, Florida flights are usually those with departure times in the afternoon. Our users have found flights to Valparaiso, Florida in the afternoon for as low as $180. In contrast, the most expensive time of day to depart to Valparaiso, Florida is in the morning when prices are around $444.

What is the cheapest Chicago to Valparaiso Destin-Ft Walton Beach flight route?

Fly from Chicago Midway to Valparaiso Destin-Ft Walton Beach for the best Chicago - Valparaiso Destin-Ft Walton Beach flight prices

What cabin class options are available on Chicago to Valparaiso, Florida flights?

There are 3 cabin classes available to choose from on Chicago to Valparaiso, Florida flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Valparaiso, Florida flights?

No. A direct flight is the cheapest option for a flight between Chicago to Valparaiso, Florida.

How have Chicago to Valparaiso, Florida flight prices changed over time?

When to book flights from Chicago to Valparaiso, Florida

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Valparaiso, Florida according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Valparaiso, Florida (CHI to VPS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Valparaiso, Florida

Best Price Found

$47

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Valparaiso, Florida

1 airport
The best one-way flight to Valparaiso, Florida from Chicago in the past 72 hours is $47. The best round-trip flight deal from Chicago to Valparaiso, Florida found on momondo in the last 72 hours is $78.
The fastest flight from Chicago to Valparaiso, Florida takes 2h 05m
Direct flights go from Chicago to Valparaiso, Florida every day.
There is 1 airport in Valparaiso, Florida. From Chicago there are direct flights to Valparaiso Destin-Ft Walton Beach (VPS).
Search flight deals

Frequently asked questions about flying from Chicago to Valparaiso, Florida

  • How far is Chicago to Valparaiso Destin-Ft Walton Beach by plane?

    The distance between Chicago and Valparaiso Destin-Ft Walton Beach is about 787.3 mi. In terms of flight time, this usually takes a little over 2h 05m.

  • When did momondo last update prices for flights from Chicago to Valparaiso Destin-Ft Walton Beach Airport?

    Prices for flights from Chicago to Valparaiso Destin-Ft Walton Beach Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Valparaiso Destin-Ft Walton Beach Airport?

  • How old do you have to be to fly from Chicago to Valparaiso Destin-Ft Walton Beach Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Valparaiso Destin-Ft Walton Beach Airport.

  • What documentation or ID do you need to fly to Valparaiso Destin-Ft Walton Beach Airport?

    The travel and health documents required for your trip to Valparaiso Destin-Ft Walton Beach Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Valparaiso Destin-Ft Walton Beach Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Valparaiso, Florida?

  • What is the most popular airline from Chicago to Valparaiso, Florida?

Best airlines flying from Chicago to Valparaiso, Florida

Compare and see reviews for airlines that fly from Chicago to Valparaiso, Florida with momondo
Airline
Rating
Free Cancellation
Price
Allegiant AirPriceFrom $129Free CancellationRating
7.3
677 reviews
Search Allegiant Air flights
SouthwestPriceFrom $250Free CancellationRating
7.9
4,221 reviews
Search Southwest flights
American AirlinesPriceFrom $295Free CancellationRating
7.0
12,192 reviews
Search American Airlines flights
DeltaPriceFrom $334Free CancellationRating
7.8
8,678 reviews
Search Delta flights

  • Allegiant Air Flights From Chicago to Valparaiso, Florida

    The lowest priced Allegiant Air flight from Chicago to Valparaiso, Florida from the last 72 hours was $129. Generally, Allegiant Air has 1 flight on this route every week with an average price of $410. Allegiant Air is rated 7.3/10 by our users.

Traveling to a place near Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Fort Walton Beach
Crestview
DeFuniak Springs
Niceville
Andalusia

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Valparaiso?

Finding the right flight to Valparaiso from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Valparaiso quick and easy, saving you time and money.

Can I find flights from Chicago to Valparaiso with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Valparaiso flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Valparaiso?

Once all potential Chicago to Valparaiso flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Valparaiso right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Valparaiso flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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