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Cheap flights from Valparaiso, Florida to Chicago from $65

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Valparaiso, Florida to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Allegiant Air Logo
7:30 am - 9:48 amVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
2h 18mnonstop
Allegiant Air Logo
1:08 pm - 3:19 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
$108Allegiant Air
Fri, Nov 13 - Mon, Nov 16
Allegiant Air Logo
6:16 pm - 8:34 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
2h 18mnonstop
Allegiant Air Logo
9:02 pm - 11:13 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
$131Allegiant Air
Fri, Oct 2 - Mon, Oct 5
Allegiant Air Logo
6:07 pm - 8:25 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
2h 18mnonstop
Allegiant Air Logo
6:44 pm - 8:55 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
$132Allegiant Air
Fri, Oct 23 - Mon, Oct 26
Allegiant Air Logo
6:07 pm - 8:25 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
2h 18mnonstop
Allegiant Air Logo
6:44 pm - 8:55 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
$142Allegiant Air
Fri, Oct 23 - Mon, Oct 26
Allegiant Air Logo
6:07 pm - 8:25 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
2h 18mnonstop
Allegiant Air Logo
6:44 pm - 8:55 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
$146Allegiant Air
Fri, Oct 23 - Mon, Oct 26
Allegiant Air Logo
6:16 pm - 8:34 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
2h 18mnonstop
Allegiant Air Logo
6:15 pm - 8:26 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
$154Allegiant Air
Fri, Oct 2 - Mon, Oct 19
Allegiant Air Logo
6:07 pm - 8:25 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
2h 18mnonstop
Allegiant Air Logo
6:44 pm - 8:55 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
$158Allegiant Air
Fri, Oct 23 - Mon, Oct 26
Allegiant Air Logo
6:07 pm - 8:25 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
2h 18mnonstop
Allegiant Air Logo
6:44 pm - 8:55 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
$159Allegiant Air
Fri, Oct 23 - Mon, Oct 26
Multiple Airlines Logo
1:39 pm - 11:47 pmVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
34h 08m2 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson
Multiple Airlines Logo
1:08 pm - 3:19 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
$227Multiple Airlines
Fri, Nov 13 - Mon, Nov 16
Multiple Airlines Logo
1:39 pm - 11:25 amVPS  Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway
21h 46m3 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson Dallas/Fort Worth
Multiple Airlines Logo
1:08 pm - 3:19 pmMDW  Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach
2h 11mnonstop
$266Multiple Airlines
Fri, Nov 13 - Mon, Nov 16

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Allegiant Air flights from Valparaiso, Florida to Chicago Midway Airport

Our best Allegiant Air deals on Valparaiso, Florida to Chicago Midway Airport flight tickets
Allegiant Air
Nov 13
VPS7:30 amValparaiso Destin-Ft Walton Beach
2h 18m
MDW9:48 amChicago Midway
Nov 16
MDW1:08 pmChicago Midway
2h 11m
VPS3:19 pmValparaiso Destin-Ft Walton Beach
$108
Allegiant Air
Oct 2
VPS6:16 pmValparaiso Destin-Ft Walton Beach
2h 18m
MDW8:34 pmChicago Midway
Oct 5
MDW9:02 pmChicago Midway
2h 11m
VPS11:13 pmValparaiso Destin-Ft Walton Beach
$131
Allegiant Air
Oct 23
VPS6:07 pmValparaiso Destin-Ft Walton Beach
2h 18m
MDW8:25 pmChicago Midway
Oct 26
MDW6:44 pmChicago Midway
2h 11m
VPS8:55 pmValparaiso Destin-Ft Walton Beach
$132

Delta flights from Valparaiso, Florida to Chicago Midway Airport

Our best Delta deals on Valparaiso, Florida to Chicago Midway Airport flight tickets
Delta
Oct 21
VPS5:07 pmValparaiso Destin-Ft Walton Beach
5h 26m
1 stop
MDW10:33 pmChicago Midway
Oct 26
MDW5:09 pmChicago Midway
6h 10m
1 stop
VPS11:19 pmValparaiso Destin-Ft Walton Beach
$319
Delta
Oct 8
VPS7:00 amValparaiso Destin-Ft Walton Beach
4h 54m
1 stop
MDW11:54 amChicago Midway
Oct 13
MDW5:09 pmChicago Midway
6h 10m
1 stop
VPS11:19 pmValparaiso Destin-Ft Walton Beach
$349
Delta
Oct 3
VPS5:05 pmValparaiso Destin-Ft Walton Beach
5h 39m
1 stop
MDW10:44 pmChicago Midway
Oct 6
MDW12:49 pmChicago Midway
5h 53m
1 stop
VPS6:42 pmValparaiso Destin-Ft Walton Beach
$400

momondo Fare Finder

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

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Quickest round-trip

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 11/13

7:30 am-9:48 am

Nonstop2h 18m

Chicago Midway

Mon 11/16

1:08 pm-3:19 pm

Nonstop2h 11m

$108

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/2

6:16 pm-8:34 pm

Nonstop2h 18m

Chicago Midway

Mon 10/5

9:02 pm-11:13 pm

Nonstop2h 11m

$131

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/23

6:07 pm-8:25 pm

Nonstop2h 18m

Chicago Midway

Mon 10/26

6:44 pm-8:55 pm

Nonstop2h 11m

$132

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/23

6:07 pm-8:25 pm

Nonstop2h 18m

Chicago Midway

Mon 10/26

6:44 pm-8:55 pm

Nonstop2h 11m

$142

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/23

6:07 pm-8:25 pm

Nonstop2h 18m

Chicago Midway

Mon 10/26

6:44 pm-8:55 pm

Nonstop2h 11m

$146

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/2

6:16 pm-8:34 pm

Nonstop2h 18m

Chicago Midway

Mon 10/19

6:15 pm-8:26 pm

Nonstop2h 11m

$154

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/23

6:07 pm-8:25 pm

Nonstop2h 18m

Chicago Midway

Mon 10/26

6:44 pm-8:55 pm

Nonstop2h 11m

$158

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/23

6:07 pm-8:25 pm

Nonstop2h 18m

Chicago Midway

Mon 10/26

6:44 pm-8:55 pm

Nonstop2h 11m

$159

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 11/13

1:39 pm-11:47 pm

2 stops34h 08m

Chicago Midway

Mon 11/16

1:08 pm-3:19 pm

Nonstop2h 11m

$227

ValparaisoChicago

VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 11/13

1:39 pm-11:25 am

3 stops21h 46m

Chicago Midway

Mon 11/16

1:08 pm-3:19 pm

Nonstop2h 11m

$266

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 Chicago from

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

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 cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Valparaiso, Florida. The lowest ticket price found for a Thursday departure recently was $138. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Valparaiso, Florida because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $182.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Valparaiso, Florida in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $144 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $232. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

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

There is only 1 cabin class available to choose from on Valparaiso, Florida to Chicago Midway Airport 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 Valparaiso, Florida to Chicago Midway Airport flights?

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

When to book flights from Valparaiso, Florida to Chicago Midway Airport

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

Cheap Valparaiso, Florida to Chicago Midway Airport (VPS to MDW) flight deals and tips

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

Best Price Found

$65

Fastest flight time

2h 18m

Direct flights

Tue, Fri and Sat
The best one-way flight to Chicago Midway Airport from Valparaiso, Florida in the past 72 hours is $65. The best round-trip flight deal from Valparaiso, Florida to Chicago Midway Airport found on momondo in the last 72 hours is $108.
The fastest flight from Valparaiso, Florida to Chicago Midway Airport takes 2h 18m
Direct flights go from Valparaiso, Florida to Chicago Midway Airport on Tuesday, Friday and Saturday. The only airline offering direct flights is Allegiant Air.
Search flight deals

Frequently asked questions about flying from Valparaiso, Florida to Chicago Midway Airport

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

    Chicago Midway is 781.8 mi away from Valparaiso Destin-Ft Walton Beach. 2h 18m is a normal flight duration for this route.

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

    Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago Midway Airport refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Valparaiso Destin-Ft Walton Beach Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

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

Best airlines flying from Valparaiso, Florida to Chicago Midway Airport

Compare and see reviews for airlines that fly from Valparaiso, Florida to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Allegiant AirPriceFrom $86Free CancellationRating
7.3
678 reviews
Search Allegiant Air flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Valparaiso to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

All flight searches from Valparaiso to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Valparaiso to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Chicago from Valparaiso are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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