Find Cheap Flights from Chicago O'Hare International to Valparaiso Destin-Ft Walton Beach (ORD - VPS)

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Good to Know

Average Price:
$400
(avg. price over the last 2 weeks)
Good Deal:
$308
or less (round trip)

When to Book Flights from Chicago O'Hare International to Valparaiso Destin-Ft Walton Beach

Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $307 or less.
The cheapest flight from Chicago O'Hare International to Valparaiso Destin-Ft Walton Beach was found 42 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 4% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago O'Hare International to Valparaiso Destin-Ft Walton Beach Flights

How long does a flight from Chicago O'Hare International to Valparaiso Destin-Ft Walton Beach take?
An average nonstop flight takes 4h 14m, covering a distance of 799 miles.
Which airlines provide the cheapest flights from Chicago O'Hare International to Valparaiso Destin-Ft Walton Beach?
In the past 3 days, the cheapest round-trip tickets were found on American Airlines ($277), Multiple Airlines ($280) and Delta ($280).
Do I need a passport to fly between Chicago O'Hare International and Valparaiso Destin-Ft Walton Beach?
No.
What’s the cheapest day of the week to fly Chicago O'Hare International to Valparaiso Destin-Ft Walton Beach?
For Chicago O'Hare International to Valparaiso Destin-Ft Walton Beach, Wednesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Valparaiso Destin-Ft Walton Beach back to Chicago O'Hare International, the best deals are generally found on Tuesday, with Sunday being the most expensive.

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

Airports
Origin
Chicago
$277
only
$277
Destination
Valparaiso
$277
only
$277
Wed, Jan 24
ORD
VPS
7h 11m
Sun, Jan 28
VPS
ORD
5h 05m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27267 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
PHL
ORD
Mediocre 2.0

The baggage customer service said the crew will wait for us, but they never did. THANKS for NOTHING!

CDG
DFW
Good 6.3

The snacks and meals were decent, as far as plane food goes (although the “vegetables” with the chicken were pretty awful). Also the entertainment selection had a wide assortment of movies, but disappointing tv show selection.

The boarding process was a mess. Just a huddle of people, with no clear direction and no one enforcing lines or boarding groups. Also my husband and I weren’t seated together and when I tried to change it online, the entire flight showed as booked. However once on board there were clearly a number of empty seats.

DUB
PHL
Excellent 8.6

Smooth boarding, the crew was really nice (and it didn't hurt that they were generous with the wine).

LAX
AKL
Excellent 8.3

New plane, great crew on board.

seats were hard especially for a 13 1/2 hour flight.

GRU
LIM
Good 7.0

Entertainment, crew

Several flights were delayed and canceled on last minute.

Wed, May 9
ORD
VPS
6h 00m
Tue, May 22
VPS
ORD
4h 57m
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jun 7
ORD
VPS
4h 14m
Tue, Jun 12
VPS
ORD
5h 36m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
DEN
SLC
Excellent 10.0

Delta is great

SAN
LAX
Excellent 10.0

on time

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

AUA
ATL
Excellent 10.0

The entertainment

Had to pay for bags

YUL
DTW
Mediocre 2.0

Not applied

Not applied

Wed, Feb 28
ORD
VPS
4h 53m
Wed, Mar 7
VPS
ORD
4h 42m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27267 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
GRU
LIM
Good 7.0

Entertainment, crew

Several flights were delayed and canceled on last minute.

LAX
AKL
Excellent 8.3

New plane, great crew on board.

seats were hard especially for a 13 1/2 hour flight.

DFW
MIA
Mediocre 2.0

Terrible

CMH
DCA
Mediocre 2.0

Never knew flying domestically with a company named American would be so impossible. A true joke. Never had such difficulties traveling about. Super unsatisfiee and will not be traveling with them again. I urge everyone considering to purchase other airlines as well.

TPA
PHX
Excellent 9.3

We had a newer plane. I LOVED that the seatbelts had a little more room, and also that each seat had it down screen. I really enjoyed the new pre-flight video; it was entertaining and I appreciated that it allowed the crew to get ready, rather than demonstrate a seatbelt for us.

I am not sure how boarding groups work, but I will never understand why we don't board from the back of the plane to the front. People waiting and trying to load luggage or climb over others makes the pre-flight more stressful than it needs to be. (This is obviously not specific to you airline.)

Tue, Mar 27
ORD
VPS
7h 11m
Tue, Apr 3
VPS
ORD
4h 35m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27267 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
SFO
Good 6.0

The seats actually had individual screens, which was a very nice surprise. There’s a decent movie collection. alao the flight attendants were very nice and friendly.

The tv show selection is quite poor. Also, like the previous flight, my husband and I weren’t seated together (not even in the same row) and when I tried to change it online, the entire flight showed as booked. However once on board there were clearly a number of empty seats.

FCO
PHL
Okay 4.3

Not much.

The flight was late due to maintenance and caused us to miss our connecting flight to Chicago. American Airlines customer assistance at the airport was absolutely terrible. They were rude and inconsiderate as they kept suggesting to fly standby. We shouldn't have to fly standby when it wasn't our fault why were late. They told us our bags would be ok going to Chicago and they we would make the flight, but we did not. I do not know why didn't wait for us considering there were 8 others that also missed the connecting flight. We had to fly to Denver and stay overnight with no luggage and catch a 7:00am flight to Chicago. The last surprise I received was my damaged bag when I got back to Chicago. Thank you for making this trip memorable in a terrible way. I will never book or recommend Kayak or use American Airlines again.

PHL
ORD
Mediocre 2.0

The baggage customer service said the crew will wait for us, but they never did. THANKS for NOTHING!

ORD
MSP
Okay 5.6

The touch down at MSP. Was sitting over the wing and barely felt it.

Was told carry on needed to be checked because there wasn't any more overhead room for my 9X14X16. So then I had to dig through it at the gate to remove lithium batteries and it took an additional 20+ minutes at MSP to get to baggage claim/wait/claim bag. There was plenty of room in overhead storage for my bag.

TPA
PHX
Excellent 9.3

We had a newer plane. I LOVED that the seatbelts had a little more room, and also that each seat had it down screen. I really enjoyed the new pre-flight video; it was entertaining and I appreciated that it allowed the crew to get ready, rather than demonstrate a seatbelt for us.

I am not sure how boarding groups work, but I will never understand why we don't board from the back of the plane to the front. People waiting and trying to load luggage or climb over others makes the pre-flight more stressful than it needs to be. (This is obviously not specific to you airline.)

Sat, Mar 10
ORD
VPS
6h 27m
Tue, Mar 13
VPS
ORD
6h 18m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
FAR
MSP
Good 7.3

Love the free movies and individual screen, and the new seats are more comfortable

That it wasn’t 1970, with full meals and more leg room

SEA
LAX
Good 6.0

On time flight arrival

Baggage Claim was very disorganized. They indicated bags were to be picked up at a carousel that was under construction. When we went to the service desk, they directed us to another carousel which was incorrect. There was no announcement made and there was a delay in updating the baggage claim board.

DEN
SLC
Excellent 10.0

Delta is great

MEX
ATL
Excellent 10.0

Delta siempre excelente servicio al cliente.

YUL
DTW
Mediocre 2.0

Not applied

Not applied

Sun, Apr 1
ORD
VPS
7h 08m
Thu, Apr 5
VPS
ORD
4h 35m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27267 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
TPA
PHX
Excellent 9.3

We had a newer plane. I LOVED that the seatbelts had a little more room, and also that each seat had it down screen. I really enjoyed the new pre-flight video; it was entertaining and I appreciated that it allowed the crew to get ready, rather than demonstrate a seatbelt for us.

I am not sure how boarding groups work, but I will never understand why we don't board from the back of the plane to the front. People waiting and trying to load luggage or climb over others makes the pre-flight more stressful than it needs to be. (This is obviously not specific to you airline.)

LAX
AKL
Excellent 8.3

New plane, great crew on board.

seats were hard especially for a 13 1/2 hour flight.

ORD
MSP
Okay 5.6

The touch down at MSP. Was sitting over the wing and barely felt it.

Was told carry on needed to be checked because there wasn't any more overhead room for my 9X14X16. So then I had to dig through it at the gate to remove lithium batteries and it took an additional 20+ minutes at MSP to get to baggage claim/wait/claim bag. There was plenty of room in overhead storage for my bag.

DUB
PHL
Excellent 8.6

Smooth boarding, the crew was really nice (and it didn't hurt that they were generous with the wine).

GRU
LIM
Good 7.0

Entertainment, crew

Several flights were delayed and canceled on last minute.

Tue, Apr 3
ORD
VPS
7h 03m
Tue, Apr 10
VPS
ORD
5h 21m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27267 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
FCO
PHL
Okay 4.3

Not much.

The flight was late due to maintenance and caused us to miss our connecting flight to Chicago. American Airlines customer assistance at the airport was absolutely terrible. They were rude and inconsiderate as they kept suggesting to fly standby. We shouldn't have to fly standby when it wasn't our fault why were late. They told us our bags would be ok going to Chicago and they we would make the flight, but we did not. I do not know why didn't wait for us considering there were 8 others that also missed the connecting flight. We had to fly to Denver and stay overnight with no luggage and catch a 7:00am flight to Chicago. The last surprise I received was my damaged bag when I got back to Chicago. Thank you for making this trip memorable in a terrible way. I will never book or recommend Kayak or use American Airlines again.

DFW
MSY
Excellent 10.0

Travel time

No snacks on flight. The charging stations come in between legs space and very uncomfortable they got to be re adjusted. Make sure these are taken care in upcoming flights.

DFW
SFO
Good 6.0

The seats actually had individual screens, which was a very nice surprise. There’s a decent movie collection. alao the flight attendants were very nice and friendly.

The tv show selection is quite poor. Also, like the previous flight, my husband and I weren’t seated together (not even in the same row) and when I tried to change it online, the entire flight showed as booked. However once on board there were clearly a number of empty seats.

GRU
LIM
Good 7.0

Entertainment, crew

Several flights were delayed and canceled on last minute.

PHL
ORD
Mediocre 2.0

The baggage customer service said the crew will wait for us, but they never did. THANKS for NOTHING!

Wed, Jan 31
ORD
VPS
6h 18m
Tue, Feb 6
VPS
ORD
6h 47m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27267 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
AKL
Excellent 8.3

New plane, great crew on board.

seats were hard especially for a 13 1/2 hour flight.

TPA
PHX
Excellent 9.3

We had a newer plane. I LOVED that the seatbelts had a little more room, and also that each seat had it down screen. I really enjoyed the new pre-flight video; it was entertaining and I appreciated that it allowed the crew to get ready, rather than demonstrate a seatbelt for us.

I am not sure how boarding groups work, but I will never understand why we don't board from the back of the plane to the front. People waiting and trying to load luggage or climb over others makes the pre-flight more stressful than it needs to be. (This is obviously not specific to you airline.)

DUB
PHL
Excellent 8.6

Smooth boarding, the crew was really nice (and it didn't hurt that they were generous with the wine).

DFW
MIA
Mediocre 2.0

Terrible

PHL
ORD
Mediocre 2.0

The baggage customer service said the crew will wait for us, but they never did. THANKS for NOTHING!

Thu, Feb 15
ORD
VPS
5h 12m
Mon, Feb 19
VPS
ORD
5h 10m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27267 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
CMH
DCA
Mediocre 2.0

Never knew flying domestically with a company named American would be so impossible. A true joke. Never had such difficulties traveling about. Super unsatisfiee and will not be traveling with them again. I urge everyone considering to purchase other airlines as well.

TPA
PHX
Excellent 9.3

We had a newer plane. I LOVED that the seatbelts had a little more room, and also that each seat had it down screen. I really enjoyed the new pre-flight video; it was entertaining and I appreciated that it allowed the crew to get ready, rather than demonstrate a seatbelt for us.

I am not sure how boarding groups work, but I will never understand why we don't board from the back of the plane to the front. People waiting and trying to load luggage or climb over others makes the pre-flight more stressful than it needs to be. (This is obviously not specific to you airline.)

DFW
MIA
Mediocre 2.0

Terrible

CDG
DFW
Good 6.3

The snacks and meals were decent, as far as plane food goes (although the “vegetables” with the chicken were pretty awful). Also the entertainment selection had a wide assortment of movies, but disappointing tv show selection.

The boarding process was a mess. Just a huddle of people, with no clear direction and no one enforcing lines or boarding groups. Also my husband and I weren’t seated together and when I tried to change it online, the entire flight showed as booked. However once on board there were clearly a number of empty seats.

GRU
LIM
Good 7.0

Entertainment, crew

Several flights were delayed and canceled on last minute.

Fri, Mar 30
ORD
VPS
7h 08m
Thu, Apr 5
VPS
ORD
4h 35m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27267 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
CDG
DFW
Good 6.3

The snacks and meals were decent, as far as plane food goes (although the “vegetables” with the chicken were pretty awful). Also the entertainment selection had a wide assortment of movies, but disappointing tv show selection.

The boarding process was a mess. Just a huddle of people, with no clear direction and no one enforcing lines or boarding groups. Also my husband and I weren’t seated together and when I tried to change it online, the entire flight showed as booked. However once on board there were clearly a number of empty seats.

CMH
DCA
Mediocre 2.0

Never knew flying domestically with a company named American would be so impossible. A true joke. Never had such difficulties traveling about. Super unsatisfiee and will not be traveling with them again. I urge everyone considering to purchase other airlines as well.

DFW
MIA
Mediocre 2.0

Terrible

ORD
MSP
Okay 5.6

The touch down at MSP. Was sitting over the wing and barely felt it.

Was told carry on needed to be checked because there wasn't any more overhead room for my 9X14X16. So then I had to dig through it at the gate to remove lithium batteries and it took an additional 20+ minutes at MSP to get to baggage claim/wait/claim bag. There was plenty of room in overhead storage for my bag.

PHL
ORD
Mediocre 2.0

The baggage customer service said the crew will wait for us, but they never did. THANKS for NOTHING!

Sun, Jun 3
ORD
VPS
7h 15m
Sat, Jun 9
VPS
ORD
6h 49m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27267 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
TPA
PHX
Excellent 9.3

We had a newer plane. I LOVED that the seatbelts had a little more room, and also that each seat had it down screen. I really enjoyed the new pre-flight video; it was entertaining and I appreciated that it allowed the crew to get ready, rather than demonstrate a seatbelt for us.

I am not sure how boarding groups work, but I will never understand why we don't board from the back of the plane to the front. People waiting and trying to load luggage or climb over others makes the pre-flight more stressful than it needs to be. (This is obviously not specific to you airline.)

DFW
SFO
Good 6.0

The seats actually had individual screens, which was a very nice surprise. There’s a decent movie collection. alao the flight attendants were very nice and friendly.

The tv show selection is quite poor. Also, like the previous flight, my husband and I weren’t seated together (not even in the same row) and when I tried to change it online, the entire flight showed as booked. However once on board there were clearly a number of empty seats.

CDG
DFW
Good 6.3

The snacks and meals were decent, as far as plane food goes (although the “vegetables” with the chicken were pretty awful). Also the entertainment selection had a wide assortment of movies, but disappointing tv show selection.

The boarding process was a mess. Just a huddle of people, with no clear direction and no one enforcing lines or boarding groups. Also my husband and I weren’t seated together and when I tried to change it online, the entire flight showed as booked. However once on board there were clearly a number of empty seats.

CMH
DCA
Mediocre 2.0

Never knew flying domestically with a company named American would be so impossible. A true joke. Never had such difficulties traveling about. Super unsatisfiee and will not be traveling with them again. I urge everyone considering to purchase other airlines as well.

GRU
LIM
Good 7.0

Entertainment, crew

Several flights were delayed and canceled on last minute.

Sat, Jul 28
ORD
VPS
7h 30m
Sat, Aug 4
VPS
ORD
6h 28m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27267 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
CDG
DFW
Good 6.3

The snacks and meals were decent, as far as plane food goes (although the “vegetables” with the chicken were pretty awful). Also the entertainment selection had a wide assortment of movies, but disappointing tv show selection.

The boarding process was a mess. Just a huddle of people, with no clear direction and no one enforcing lines or boarding groups. Also my husband and I weren’t seated together and when I tried to change it online, the entire flight showed as booked. However once on board there were clearly a number of empty seats.

CMH
DCA
Mediocre 2.0

Never knew flying domestically with a company named American would be so impossible. A true joke. Never had such difficulties traveling about. Super unsatisfiee and will not be traveling with them again. I urge everyone considering to purchase other airlines as well.

GRU
LIM
Good 7.0

Entertainment, crew

Several flights were delayed and canceled on last minute.

LAX
AKL
Excellent 8.3

New plane, great crew on board.

seats were hard especially for a 13 1/2 hour flight.

DFW
SFO
Good 6.0

The seats actually had individual screens, which was a very nice surprise. There’s a decent movie collection. alao the flight attendants were very nice and friendly.

The tv show selection is quite poor. Also, like the previous flight, my husband and I weren’t seated together (not even in the same row) and when I tried to change it online, the entire flight showed as booked. However once on board there were clearly a number of empty seats.

Show more results

Chicago O'Hare International to Valparaiso Destin-Ft Walton Beach Flight Information

Flights Arrive in Valparaiso Destin-Ft Walton Beach
Flights Depart from Chicago O'Hare International
Flight Price $277
Distance 799 miles
Airlines American Airlines, Delta
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.