Cheap flights from Valparaiso, Florida to Chicago from $53
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Valparaiso, Florida to Chicago departing on 5/19. 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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Sun Country Air flights from Valparaiso, Florida to Chicago
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American Airlines flights from Valparaiso, Florida to Chicago
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How to get the cheapest flight ticket from Valparaiso, Florida to Chicago
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 typical price of a round-trip flight between Valparaiso, Florida and Chicago?
What is the cheapest month to fly to Chicago?
The month of February is, on average, the cheapest month to fly to Chicago from Valparaiso, Florida, with most prices found around $105. If you’re not able to fly to Chicago in February, then May is your next best option. Flight prices from Valparaiso, Florida to Chicago during May average around $125.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $174. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Valparaiso, Florida to Chicago for around $547.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Valparaiso, Florida to Chicago during this time can be as low as $123. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $401.
What is the cheapest Valparaiso Destin-Ft Walton Beach to Chicago flight route?
Fly from Valparaiso Destin-Ft Walton Beach to Chicago Midway for the best Valparaiso Destin-Ft Walton Beach - Chicago flight prices
What cabin class options are available on Valparaiso Destin-Ft Walton Beach to Chicago flights?
There are 2 cabin classes available to choose from on Valparaiso Destin-Ft Walton Beach to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How have Valparaiso, Florida to Chicago flight prices changed over time?
As of April 2025, prices for Valparaiso, Florida to Chicago flights are approximately 89% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Valparaiso Destin-Ft Walton Beach to Chicago?
Allegiant Air, Southwest, and Avelo Airlines are the most popular carriers operating from Valparaiso Destin-Ft Walton Beach to Chicago
What airlines fly to Chicago?
United Airlines, Delta and American Airlines are the top three most popular airlines that fly to Chicago from Valparaiso, Florida according to our data. United Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Valparaiso, Florida to Chicago on average per day?
As of April 2025, 2 flights take off from Valparaiso, Florida and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 100% of daily flights taking off at noon.
How many flights depart from Valparaiso, Florida to Chicago on average per week?
As of April 2025, there are 16 flights per week flying from Valparaiso, Florida to Chicago. The most common day of the week flights depart is Thu, with 19% of flights taking off on this day.
When to book flights from Valparaiso, Florida to Chicago
Cheap Valparaiso, Florida to Chicago (VPS to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Valparaiso, Florida to Chicago
How far is Valparaiso Destin-Ft Walton Beach to Chicago by plane?
Valparaiso Destin-Ft Walton Beach and Chicago are 787.3 mi apart from one another. Flights usually cover this in 2h 13m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago?
Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago are updated daily.
How many operators does momondo search for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago?
As of April 2025, there are 2 operators available to choose from for flights from Valparaiso Destin-Ft Walton Beach Airport to Chicago.
How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Valparaiso, Florida to Chicago is Airbus A319 (25.58% of total bookings). The next most popular plane models are Airbus A320-100/200 (23.26%), Embraer 175 (Enhanced Winglets) (13.95%), and Embraer 175 (13.95%).
What is the most popular airline from Valparaiso, Florida to Chicago?
momondo data reveals that the most frequently booked airline on the route from Valparaiso, Florida to Chicago is Allegiant Air, representing 49% of all bookings. The subsequent popular airlines are American Airlines at 34% and Delta at 17%.
Best airlines flying from Valparaiso, Florida to Chicago
Compare and see reviews for airlines that fly from Valparaiso, Florida to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $196 | Free Cancellation | Rating 8.0 7,916 reviews | |||
| PriceFrom $239 | Free Cancellation | Rating 7.2 10,000 reviews |
American Airlines Flights From Valparaiso, Florida to Chicago
The lowest priced American Airlines flight from Valparaiso, Florida to Chicago from the last 72 hours was $239. Generally, American Airlines has 7 flights on this route every week with an average price of $353. American Airlines is rated 7.2/10 by our users.
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from Valparaiso to Chicago?
Finding the right flight to Chicago from Valparaiso is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Valparaiso to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Valparaiso with this policy.
How can momondo help me find flights from Valparaiso to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Valparaiso. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Valparaiso to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Valparaiso. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.