Cheap flights from Chicago O'Hare Intl Airport to Valparaiso from $124
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Valparaiso departing on 12/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Our best Sun Country Air deals on Chicago O'Hare Intl Airport to Valparaiso, Florida flight tickets
American Airlines flights from Chicago O'Hare Intl Airport to Valparaiso, Florida
Our best American Airlines deals on Chicago O'Hare Intl Airport to Valparaiso, Florida flight tickets
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Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Valparaiso, Florida that are best for you.
Fly from
Fly to
Route
Depart
Return
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Mon 11/2
6:00 am-7:00 pm
1 stop13h 00m
Valparaiso Destin-Ft Walton Beach
Fri 11/6
1:39 pm-12:51 pm
2 stops23h 12m
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Mon 11/2
6:00 am-7:00 pm
1 stop13h 00m
Valparaiso Destin-Ft Walton Beach
Fri 11/6
1:39 pm-12:51 pm
2 stops23h 12m
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Mon 11/2
6:00 am-7:00 pm
1 stop13h 00m
Valparaiso Destin-Ft Walton Beach
Fri 11/6
1:39 pm-12:51 pm
2 stops23h 12m
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Sun 11/1
6:30 am-11:37 pm
1 stop17h 07m
Valparaiso Destin-Ft Walton Beach
Thu 11/5
8:11 pm-12:51 pm
2 stops40h 40m
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Mon 3/8
6:00 am-1:33 pm
1 stop7h 33m
Valparaiso Destin-Ft Walton Beach
Mon 3/15
2:40 pm-9:10 pm
1 stop6h 30m
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Thu 11/19
8:04 am-1:59 pm
1 stop5h 55m
Valparaiso Destin-Ft Walton Beach
Sun 11/22
5:05 pm-11:54 pm
1 stop6h 49m
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Sun 11/1
6:30 am-11:00 am
1 stop4h 30m
Valparaiso Destin-Ft Walton Beach
Mon 11/2
12:00 pm-7:11 pm
1 stop7h 11m
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
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Wed 12/23
8:58 am-11:33 am
Nonstop2h 35m
Valparaiso Destin-Ft Walton Beach
Wed 12/30
12:03 pm-2:52 pm
Nonstop2h 49m
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Wed 11/4
8:34 am-11:09 am
Nonstop2h 35m
Valparaiso Destin-Ft Walton Beach
Tue 11/10
11:45 am-2:34 pm
Nonstop2h 49m
See travel insights to Valparaiso from
How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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 cheapest month to fly to Valparaiso, Florida?
If you aren’t able to travel during the month of January, then book flights to Valparaiso, Florida from Chicago O'Hare Intl Airport during October instead. Flights to Valparaiso, Florida in October, while not as cheap as those in January, still average around $309.
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 $168. This is often the case because there is less demand to fly during this day of the week. On the other hand, Wednesday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $408.
What is the cheapest time of day to depart on your flight to Valparaiso, Florida?
Our data shows that the cheapest Chicago O'Hare Intl Airport 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 $187. In contrast, the most expensive time of day to depart to Valparaiso, Florida is in the morning when prices are around $442.
What is the cheapest Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach flight route?
Fly from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach for the best Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach flight prices
How far in advance should I book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida?
You are more likely to see cheaper flights to Valparaiso, Florida from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Valparaiso, Florida for around $435 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Valparaiso, Florida from Chicago O'Hare Intl Airport for as low as $357 on momondo.
What cabin class options are available on Chicago O'Hare Intl Airport to Valparaiso, Florida flights?
There are 3 cabin classes available to choose from on Chicago O'Hare Intl Airport to Valparaiso, Florida flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
When to book flights from Chicago O'Hare Intl Airport to Valparaiso, Florida
Cheap Chicago O'Hare Intl Airport to Valparaiso, Florida (ORD to VPS) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Valparaiso, Florida
Frequently asked questions about flying from Chicago O'Hare Intl Airport to Valparaiso, Florida
How far is Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach by plane?
The straight-line distance from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach is 795.8 mi. Flights usually cover this in 2h 28m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach Airport?
Prices for flights from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach Airport refresh daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach Airport?
As of October 2026, there are 2 operators available to choose from for flights from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach Airport.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach 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 Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Valparaiso, Florida?
momondo data reveals that the most frequently booked plane model on the route from Chicago O'Hare Intl Airport to Valparaiso, Florida is Embraer 175, representing 58.73% of all bookings. The subsequent popular models are Airbus A319 at 9.52%, Boeing 737-800 at 6.35%, and Airbus A320-100/200 at 6.35%.
What is the most popular airline from Chicago O'Hare Intl Airport to Valparaiso, Florida?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago O'Hare Intl Airport to Valparaiso, Florida is American Airlines (91% of total bookings). The next most popular airline is Delta (9%).
Best airlines flying from Chicago O'Hare Intl Airport to Valparaiso, Florida
Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Valparaiso, Florida with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $295 | Free Cancellation | Rating 7.0 12,129 reviews | |||
| PriceFrom $334 | Free Cancellation | Rating 7.8 8,634 reviews |
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momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Valparaiso. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to Valparaiso with flexible booking policies on momondo?
Yes. All flights to Valparaiso from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Chicago to Valparaiso?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Valparaiso.
I’m not ready to book a flight from Chicago to Valparaiso right now. Can momondo alert me if prices change?
Price alerts on flights to Valparaiso from Chicago 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.