Find Cheap Flights from Valparaiso Destin-Ft Walton Beach to Chicago (VPS - CHI)

Search hundreds of travel sites at once for deals on flights to Chicago

Mon 2/19
Mon 2/26
Any month
Compare vs. KAYAK |

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $280 or less.

FAQs for Booking Valparaiso Destin-Ft Walton Beach to Chicago Flights

How long does a flight from Valparaiso Destin-Ft Walton Beach to Chicago take?
An average nonstop flight takes 4h 45m, covering a distance of 791 miles.
Which airlines provide the cheapest flights from Valparaiso Destin-Ft Walton Beach to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($279), Delta ($300) and American Airlines ($334).
Do I need a passport to fly between Valparaiso Destin-Ft Walton Beach and Chicago?
No.
What’s the cheapest day of the week to fly Valparaiso Destin-Ft Walton Beach to Chicago?
For Valparaiso Destin-Ft Walton Beach to Chicago, Tuesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Chicago back to Valparaiso Destin-Ft Walton Beach, the best deals are generally found on Tuesday, with Wednesday being the most expensive.

Book cheap flights from Valparaiso Destin-Ft Walton Beach to Chicago (round-trip)

Airports
Origin
Valparaiso
$279
only
$279
Destination
Chicago
$279
only
$279
$300
only
$300
Tue, Mar 20
VPS
ORD
5h 10m
Tue, Mar 27
ORD
VPS
7h 43m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Feb 28
VPS
MDW
6h 44m
Mon, Mar 19
MDW
VPS
4h 42m
Trip: 19 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16068 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
AMS
JFK
Okay 5.6

Food was better than the usual airline food. We also got a Valentine's day chocolate.

seats too narrow, barely have room to sit and stand. No USB charger

ATL
EYW
Excellent 8.6

Once we hit the coast we skirted down the coas of Florida which provided a spectacular view. The approach and landing at Key West airport was thrilling and absolutely perfect. We’ve flown Delta many times but this was our first but not last time to Key West.

Nothing

OKC
DTW
Excellent 10.0

As usual

Landing was a bit rough

IND
MSP
Okay 4.3

Flight attendant from IND to Minneapolis must have had a rough evening or bad morning. Service in airplane is usually poor but this one was worse. Bumping most of the passenger when passing, handing drinks behind his back, not smiling.

ATL
CUN
Good 6.3

The crew was outstanding, polite, and professional.

Seats were comfortable, but much too crowded. The seating would have been very good for children but for adults it was much too crowded. My knees were up against the seat in front and my back is sore from having to spend most of the trip twisted to try to fit into the small space. Also, my seat was is row 16 and was called a “premium” seat and I was charged an extra $24 for it. I did not find it any different than all the seats around me. What was the extra charge for?

Fri, Apr 6
VPS
ORD
6h 47m
Sun, Apr 8
ORD
VPS
5h 09m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28266 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LHR
JFK
Excellent 9.3

Good flight—no delays, in & out.

London’s security—horrible service. Those folks really hate their jobs.

DFW
COS
Good 7.0

Everyone was nice

No gluten free snacks. Flight was late

DFW
SEA
Excellent 10.0

The fight was not over crowded.

ORD
FWA
Excellent 8.4

The flight attendant was one of the best that we have ever had on this flight. Since we were a late afternoon flight out of O'Hare we did had a departure delay. But the flight attendant served us drinks and snacks while on the ground. And after we took off he came around again and offered us more drinks and snacks. As we departed the plane he even offered us snacks to take with us.

Small plane, cramped seating.

LAX
MIA
Okay 4.0

ABSOLUTELY NOTHING TO LIKE ABOUT THIS FLIGHT.

Flight was delayed, the baggage was not transferred on the connecting flight.

Wed, Feb 28
VPS
ORD
6h 46m
Mon, Mar 19
ORD
VPS
5h 34m
Trip: 19 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16068 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
GPT
ATL
Good 6.0

The crew was organized and made us all laugh, and had a great personality.

I upgraded my seat and paid extra for one with more room. And I wasn’t impressed with my upgrade, doesn’t feel like more leg than regular seats. Comfort was below average.

AMS
PDX
Mediocre 3.0

NOTHING

ATL
EYW
Excellent 8.6

Once we hit the coast we skirted down the coas of Florida which provided a spectacular view. The approach and landing at Key West airport was thrilling and absolutely perfect. We’ve flown Delta many times but this was our first but not last time to Key West.

Nothing

ATL
ALB
Good 6.0

The crew was amazing. They were attentive and very professional

I upgraded my seat and paid extra for one with more room. And I wasn’t impressed with my upgrade, doesn’t feel like more leg than regular seats. Comfort was below average. The crew

AMS
JFK
Okay 5.6

Food was better than the usual airline food. We also got a Valentine's day chocolate.

seats too narrow, barely have room to sit and stand. No USB charger

Thu, Jun 21
VPS
ORD
6h 35m
Tue, Jun 26
ORD
VPS
6h 42m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16068 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
EYW
Excellent 8.6

Once we hit the coast we skirted down the coas of Florida which provided a spectacular view. The approach and landing at Key West airport was thrilling and absolutely perfect. We’ve flown Delta many times but this was our first but not last time to Key West.

Nothing

ATL
CUN
Good 6.3

The crew was outstanding, polite, and professional.

Seats were comfortable, but much too crowded. The seating would have been very good for children but for adults it was much too crowded. My knees were up against the seat in front and my back is sore from having to spend most of the trip twisted to try to fit into the small space. Also, my seat was is row 16 and was called a “premium” seat and I was charged an extra $24 for it. I did not find it any different than all the seats around me. What was the extra charge for?

IND
MSP
Okay 4.3

Flight attendant from IND to Minneapolis must have had a rough evening or bad morning. Service in airplane is usually poor but this one was worse. Bumping most of the passenger when passing, handing drinks behind his back, not smiling.

IND
ATL
Excellent 8.4

Very comfortable seat and nice boarding and exit.

Not clear at all on what was complimentary, etc. Had a very large man next to me, practically sharing my seat so getting any needed work done was out of the question unfortunately.

STL
ATL
Okay 4.6

They changed my flight to a different one departing 2 hours earlier and did not notify me! The original flight was still available & they would not let me take it despite my reservation paper work. CRAZY! I have a two hour drive to the airport this gave me the option to leave home at 2:30am or go the night before and pay for a hotel. Flight was managed by DELTA who also did not care! All involved blamed each other. Beware

Thu, Jul 19
VPS
ORD
5h 21m
Fri, Jul 27
ORD
VPS
6h 42m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Apr 11
VPS
MDW
5h 59m
Sun, Apr 15
MDW
VPS
3h 54m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16068 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
CUN
Good 6.3

The crew was outstanding, polite, and professional.

Seats were comfortable, but much too crowded. The seating would have been very good for children but for adults it was much too crowded. My knees were up against the seat in front and my back is sore from having to spend most of the trip twisted to try to fit into the small space. Also, my seat was is row 16 and was called a “premium” seat and I was charged an extra $24 for it. I did not find it any different than all the seats around me. What was the extra charge for?

ATL
ALB
Good 6.0

The crew was amazing. They were attentive and very professional

I upgraded my seat and paid extra for one with more room. And I wasn’t impressed with my upgrade, doesn’t feel like more leg than regular seats. Comfort was below average. The crew

ATL
EYW
Excellent 8.6

Once we hit the coast we skirted down the coas of Florida which provided a spectacular view. The approach and landing at Key West airport was thrilling and absolutely perfect. We’ve flown Delta many times but this was our first but not last time to Key West.

Nothing

IND
MSP
Okay 4.3

Flight attendant from IND to Minneapolis must have had a rough evening or bad morning. Service in airplane is usually poor but this one was worse. Bumping most of the passenger when passing, handing drinks behind his back, not smiling.

OKC
DTW
Excellent 10.0

As usual

Landing was a bit rough

Fri, Mar 9
VPS
MDW
4h 45m
Sun, Mar 11
MDW
VPS
4h 52m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16068 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
IND
MSP
Okay 4.3

Flight attendant from IND to Minneapolis must have had a rough evening or bad morning. Service in airplane is usually poor but this one was worse. Bumping most of the passenger when passing, handing drinks behind his back, not smiling.

ATL
CUN
Good 6.3

The crew was outstanding, polite, and professional.

Seats were comfortable, but much too crowded. The seating would have been very good for children but for adults it was much too crowded. My knees were up against the seat in front and my back is sore from having to spend most of the trip twisted to try to fit into the small space. Also, my seat was is row 16 and was called a “premium” seat and I was charged an extra $24 for it. I did not find it any different than all the seats around me. What was the extra charge for?

ATL
ALB
Good 6.0

The crew was amazing. They were attentive and very professional

I upgraded my seat and paid extra for one with more room. And I wasn’t impressed with my upgrade, doesn’t feel like more leg than regular seats. Comfort was below average. The crew

ATL
EYW
Excellent 8.6

Once we hit the coast we skirted down the coas of Florida which provided a spectacular view. The approach and landing at Key West airport was thrilling and absolutely perfect. We’ve flown Delta many times but this was our first but not last time to Key West.

Nothing

OKC
DTW
Excellent 10.0

As usual

Landing was a bit rough

Fri, Mar 30
VPS
ORD
5h 10m
Mon, Apr 9
ORD
VPS
4h 18m
Trip: 11 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28266 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
FWA
Excellent 8.4

The flight attendant was one of the best that we have ever had on this flight. Since we were a late afternoon flight out of O'Hare we did had a departure delay. But the flight attendant served us drinks and snacks while on the ground. And after we took off he came around again and offered us more drinks and snacks. As we departed the plane he even offered us snacks to take with us.

Small plane, cramped seating.

LAX
MIA
Okay 4.0

ABSOLUTELY NOTHING TO LIKE ABOUT THIS FLIGHT.

Flight was delayed, the baggage was not transferred on the connecting flight.

GEG
PHX
Good 7.3

On this flight back to Arizona they arrayed mutt husband and I together, unlike on our way to Spokane. That was much better. We had more leg room this time.

The seats are hard, fine for young people, but difficult for older people with arthritis and Auto immune diseases, such as fibromyalgia.

STL
DFW
Good 7.3

Smooth boarding. On time flight

No gluten free snacks:(

CLT
GGT
Excellent 8.0

Seat back in front of us broke. So my partner and I had to move to other seats during landing.

Valparaiso Destin-Ft Walton Beach to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Valparaiso Destin-Ft Walton Beach
Flight Price $279
Distance 791 miles
Airlines Delta, American Airlines
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

^
The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.