Cheap Flight Tickets from Chicago (MDW) to Valparaiso (VPS), Starting at $210

Good to Know: Cheapest and Fastest MDW - VPS Flights

Useful information for finding best airline tickets from Chicago Midway International to Destin-Ft Walton Beach on your next trip.

Cheapest Round Trip Flight

$210

WN Southwest Airlines • 2 stops • 13h 30m

Oct 15 – Oct 19

The cheapest round trip flight from Chicago to Valparaiso (MDW-VPS-MDW) is currently $210

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Fastest Flight

7h 10m

The fastest nonstop flight from Chicago to Valparaiso (MDW-VPS) takes 7h 10m

Top Airlines Flying from Chicago to Valparaiso

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

WestJet Airlines

WestJet Airlines

Latest Flight Deals from Chicago (MDW) to Valparaiso (VPS)

Compare and book low fare round-trip air tickets from Chicago to Valparaiso. Ideal for travelers with confirmed return itineraries.

Oct 15 - Oct 19, Economy
WN
Chicago → Valparaiso
13h 30m
12:50 PM - 9:00 PM • 2 stops
WN
Chicago → Valparaiso
23h 30m
4:40 PM - 6:50 AM • 2 stops
$210
Southwest Airlines
Oct 15 - Oct 19, Economy
DL
Chicago → Valparaiso
20h 20m
10:59 AM - 11:19 PM • 1 stop
DL
Chicago → Valparaiso
28h 47m
7:20 PM - 12:47 PM • 2 stops
$226
Delta Airlines
Oct 15 - Oct 19, Economy
DL
Chicago → Valparaiso
35h 20m
10:59 AM - 8:19 AM • 1 stop
DL
Chicago → Valparaiso
28h 47m
7:20 PM - 12:47 PM • 2 stops
$226
Delta Airlines
Oct 15 - Oct 19, Economy
WN
Chicago → Valparaiso
10h
9:50 AM - 3:50 PM • 2 stops
WN
Chicago → Valparaiso
5h 55m
2:00 PM - 5:55 PM • 1 stop
$313
Southwest Airlines
Oct 15 - Oct 19, Economy
F9
Chicago → Valparaiso
28h 35m
6:22 AM - 11:37 PM • 3 stops
G4
Chicago → Valparaiso
3h 38m
3:07 PM - 5:25 PM • nonstop
$767
Frontier Airlines
Oct 15 - Oct 19, Economy
WN
Chicago → Valparaiso
7h 10m
4:30 PM - 9:00 PM • 1 stop
WN
Chicago → Valparaiso
5h 55m
2:00 PM - 5:55 PM • 1 stop
$945
Southwest Airlines

Fly from Chicago to Valparaiso with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Valparaiso? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Valparaiso Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to VPS?
The most popular airline flying from Chicago to Valparaiso are
Can I fly from MDW to VPS non-stop?
NO
Which airlines fly nonstop between Chicago and Valparaiso?
The non-stop flights between Chicago and Valparaiso are .
What’s the earliest departure time from MDW to VPS Airport?
The earliest flight leaves MDW at 6:22 am and lands in VPS - Destin-Ft Walton Beach
What are the airports in Valparaiso?
VPS
Can I make changes to my Chicago to Valparaiso flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to VPS?
Read the fare rules of the Chicago to Valparaiso air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Valparaiso?
operate flights between Chicago and Valparaiso
How long does a flight from Chicago to Valparaiso take?
It takes approximately 2 hour to fly non-stop from MDW to VPS, which is 782.31 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Valparaiso (VPS) ?
In the past couple of days, the cheapest tickets to VPS from MDW were found on WN : USD 945
Do I need a passport to fly between MDW and VPS?
No
What’s the latest departure time from MDW to VPS ?
The last flight leaves MDW at 4:30 pm

Chicago (MDW) to Valparaiso (VPS): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Destin-Ft Walton Beach , Valparaiso, US
Distance 782 miles

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