HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Valparaiso (VPS) to Midway (MDW) from $98

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
VPS — MDW
Jun 10 — Jun 171
From?
To?
Mon 6/10
Mon 6/17
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Cheap flight deals from Valparaiso to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 5, 2024.

Popular in

August

Cheapest in

February

Round-trip from

$223

One-way from

$98
High demand for flights, 67% potential price rise
Search Deals
Best time to find cheap flights, 73% potential price drop
Search Deals
From Valparaiso Destin-Ft Walton Beach to Chicago Midway
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Chicago Midway
Search Deals

What is the cheapest day to fly round-trip from Valparaiso, Florida to Chicago Midway Airport?

Departing on a Wednesday is a good option for securing a great price. You can expect to save up to 433% when planning your travel around this day of the week.

What is the cheapest month to fly from Valparaiso, Florida to Chicago Midway Airport?

June can be a great time to fly to Chicago Midway Airport from Valparaiso, Florida with a flight ticket averaging about $339. Cheapflights users have found deals in the month of June for as cheap as $141. The most expensive prices can be found in the month of August.

What is the cheapest time of day to fly from VPS to MDW?

It’s typically best to fly out from Valparaiso, Florida to Chicago Midway Airport in the morning. Doing so could potentially save you 20% on the flight price compared to flying at noon, which is usually more expensive.

Cheap Valparaiso to Midway flights in June & July 2024

Find cheap flight options from Valparaiso to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 5, 2024.
These are some of the most attractive deals on flights from Valparaiso to Chicago in 2024. Check back in a little while for more flight options.
Fri 7/269:00 amVPS - MDW
Nonstop2h 18mAllegiant Air
Mon 7/2912:08 pmMDW - VPS
Nonstop2h 03mAllegiant Air
Deal found 6/5$197
Fri 6/78:55 amVPS - MDW
Nonstop2h 18mAllegiant Air
Mon 6/1012:03 pmMDW - VPS
Nonstop2h 03mAllegiant Air
Deal found 6/4$244
Fri 7/261:00 pmVPS - MDW
1 stop5h 05mDelta
Mon 7/296:00 amMDW - VPS
1 stop3h 59mDelta
Deal found 6/5$337
Sat 6/811:10 amVPS - MDW
1 stop3h 45mDelta
Tue 6/116:00 amMDW - VPS
1 stop5h 38mDelta
Deal found 6/4$554
Fri 6/149:30 amVPS - MDW
1 stop5h 25mDelta
Sun 6/166:49 pmMDW - VPS
1 stop4h 27mDelta
Deal found 6/4$577
Thu 6/66:05 pmVPS - MDW
2 stops25h 39mMultiple Airlines
Sun 6/97:40 pmMDW - VPS
2 stops24h 06mMultiple Airlines
Deal found 6/4$582
Sat 6/84:44 pmVPS - MDW
1 stop5h 04mDelta
Tue 6/116:00 amMDW - VPS
1 stop5h 38mDelta
Deal found 6/4$654
Thu 6/611:40 amVPS - MDW
1 stop6h 18mDelta
Sun 6/93:45 pmMDW - VPS
1 stop5h 34mDelta
Deal found 6/4$795
Sat 6/89:30 amVPS - MDW
2 stops9h 00mDelta
Tue 6/119:29 amMDW - VPS
1 stop8h 14mDelta
Deal found 6/4$970

Valparaiso to Midway 2024 flight deals

Discover exclusive flight deals for travel between Valparaiso and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
These are some of the most attractive deals on flights from Valparaiso to Chicago in 2024. Check back in a little while for more flight options.
Fri 8/99:00 amVPS - MDW
Nonstop2h 18mAllegiant Air
Mon 8/1212:08 pmMDW - VPS
Nonstop2h 03mAllegiant Air
Deal found 6/4$147
Fri 7/269:00 amVPS - MDW
Nonstop2h 18mAllegiant Air
Mon 7/2912:08 pmMDW - VPS
Nonstop2h 03mAllegiant Air
Deal found 6/5$197
Fri 11/222:10 pmVPS - MDW
1 stop3h 49mDelta
Mon 11/256:50 pmMDW - VPS
1 stop4h 26mDelta
Deal found 6/5$243
Fri 6/78:55 amVPS - MDW
Nonstop2h 18mAllegiant Air
Mon 6/1012:03 pmMDW - VPS
Nonstop2h 03mAllegiant Air
Deal found 6/4$244
Fri 7/261:00 pmVPS - MDW
1 stop5h 05mDelta
Mon 7/296:00 amMDW - VPS
1 stop3h 59mDelta
Deal found 6/5$337
Fri 8/96:00 amVPS - MDW
1 stop5h 44mDelta
Mon 8/126:55 pmMDW - VPS
1 stop4h 30mDelta
Deal found 6/4$462
Fri 8/303:59 pmVPS - MDW
1 stop5h 47mDelta
Mon 9/26:55 pmMDW - VPS
1 stop4h 30mDelta
Deal found 6/5$502
Sat 6/811:10 amVPS - MDW
1 stop3h 45mDelta
Tue 6/116:00 amMDW - VPS
1 stop5h 38mDelta
Deal found 6/4$554
Fri 11/87:45 amVPS - MDW
1 stop5h 26mDelta
Sun 11/106:00 amMDW - VPS
1 stop7h 06mDelta
Deal found 6/4$572

Valparaiso to Midway flights leaving soon

Find last-minute flight options from Valparaiso to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
Users seeking a last-minute flight from Valparaiso to Chicago should consider booking one of these fares. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Fri 6/149:30 amVPS - MDW
1 stop5h 25mDelta
Sun 6/166:49 pmMDW - VPS
1 stop4h 27mDelta
Deal found 6/4$577
Fri 6/149:30 amVPS - MDW
2 stops9h 06mDelta
Sun 6/166:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 6/4$1,232

One-way flights to Midway from Valparaiso

Search for one-way flight options from Valparaiso to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
If you're seeking multiple options on one-way flights from Valparaiso to Chicago, be sure to check out these deals, which are updated often. For those needing a return trip from Valparaiso, there is a search form available above.
Tue 9/109:25 amVPS - MDW
1 stop5h 33mDelta
Deal found 6/4$98
Wed 9/119:25 amVPS - MDW
1 stop5h 33mDelta
Deal found 6/4$138
Tue 9/106:00 amVPS - MDW
2 stops6h 28mDelta
Deal found 6/4$540

Find flights from Valparaiso to Midway within your budget

Customize your flight search to find flights from Valparaiso to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$147 - $572

Route

Depart

Return

Price

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 8/9

Nonstop2h 18m

Chicago Midway

Mon 8/12

Nonstop2h 03m

$147

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 7/26

Nonstop2h 18m

Chicago Midway

Mon 7/29

Nonstop2h 03m

$197

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 11/22

1 stop3h 49m

Chicago Midway

Mon 11/25

1 stop4h 26m

$243

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 9/20

1 stop6h 02m

Chicago Midway

Mon 9/23

1 stop4h 22m

$336

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 7/26

1 stop5h 05m

Chicago Midway

Mon 7/29

1 stop3h 59m

$337

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Wed 11/27

1 stop5h 24m

Chicago Midway

Mon 12/2

1 stop7h 06m

$350

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 8/9

1 stop5h 44m

Chicago Midway

Mon 8/12

1 stop4h 30m

$462

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 8/30

1 stop5h 47m

Chicago Midway

Mon 9/2

1 stop4h 30m

$502

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 11/8

1 stop5h 26m

Chicago Midway

Sun 11/10

1 stop7h 06m

$572

Flights are sorted by cheapest first

Deals found on 6/4

What is the cheapest day to fly from Valparaiso, Florida to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Valparaiso to Midway. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Valparaiso, Florida to Chicago Midway Airport flight should consider departing on Thursday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Valparaiso to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Valparaiso with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Midway by month

Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 5, 2024.
Get a feel of what it's like to fly with Allegiant Air and Delta from Valparaiso to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,368 reviews

Comfort

7.9

Food

7.4

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,368 reviews
Delta
8.0
Very good
10,368 reviews

Comfort

7.9

Food

7.4

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Allegiant Air
7.5
Good
994 reviews
Delta
8.0
Very good
10,368 reviews

Comfort

7.9

Food

7.4

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Valparaiso to Chicago Midway?

    If you book a flight to Chicago Midway from Valparaiso, you will be flying from Destin-Ft Walton Beach, which is the city’s only airport. Valparaiso Destin-Ft Walton Beach (VPS) is located 3.1 mi from the center of Valparaiso. There are 0 flights from Destin-Ft Walton Beach to Chicago Midway per day from 2 different airlines.

  • Can I find flights from Valparaiso, Florida to Chicago Midway Airport for under $200 on Cheapflights?

    Yes, there are multiple flights from Valparaiso, Florida to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Allegiant Air for just $147, but on average you can expect to pay $697.

  • Are there nonstop flights from Valparaiso, Florida to Chicago Midway Airport for under $200 on Cheapflights?

    Cheapflights has at least 2 direct flights from Valparaiso, Florida to Chicago Midway Airport under $200. A good price for a nonstop flight from Valparaiso, Florida to Chicago Midway Airport is less than $172.

  • Are there last-minute flights available from Valparaiso, Florida to Chicago Midway Airport for under $600?

    There are currently 2+ open flights from Valparaiso, Florida to Chicago Midway Airport within the next 7 days for less than $600.

  • What are the cheapest airlines flying from Valparaiso, Florida to Chicago Midway Airport round-trip?

    Our cheapest airline available from Valparaiso, Florida to Chicago Midway Airport is Allegiant Air. Our recent data shows that you can find tickets from as low as $147 on this airline. An additional option worth looking into is Delta, starting at $243. You may be able to fly from Valparaiso, Florida to Chicago Midway Airport for 48% less than the average price by searching for these airlines.

  • What are the cheapest flights from Valparaiso, Florida to Chicago Midway Airport?

    On average you can expect to pay $148 for a flight from Valparaiso, Florida to Chicago Midway Airport. The cheapest flight overall is $61 while the most popular route, (Valparaiso Destin-Ft Walton Beach - Chicago Midway) is currently priced at $147.

  • What does VPS to MDW mean?

    This is defined as Valparaiso Destin-Ft Walton Beach Airport (VPS) and Chicago Midway Airport (MDW). Codes like Chicago Midway Airport are often used to just call airports uniquely.

  • Can I find deals for flights from Valparaiso to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Valparaiso to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Valparaiso to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Valparaiso to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Valparaiso to Midway that include hotel bookings?

    Yes. In addition to deals on Valparaiso to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Valparaiso to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Valparaiso to Midway.

  • Can I find deals for business class flights from Valparaiso to Midway?

    Yes. Cheapflights offers flight deals from Valparaiso to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Valparaiso to Midway that allow pets onboard?

    Many airlines flying from Valparaiso to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Valparaiso to Midway?

    Yes, you can often find last-minute deals on Valparaiso to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Valparaiso, Florida to Chicago Midway Airport flight deals updated?

    The Valparaiso, Florida to Chicago Midway Airport flight deals you see on this page were last updated on 6/5.

  • What is the cheapest month to book a flight from Valparaiso, Florida to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Valparaiso, Florida to Chicago Midway Airport (average of $141). Flying from Valparaiso, Florida to Chicago Midway Airport in July is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Valparaiso to Midway
See prices for flight routes from nearby airports that may be better suited for you.

Orlando to O'Hare Intl flights
Tampa to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Miami to O'Hare Intl flights
Fort Lauderdale to Midway flights
Jacksonville to O'Hare Intl flights
West Palm Beach to O'Hare Intl flights
Fort Myers to O'Hare Intl flights
Tampa to Midway flights
Miami to Midway flights
Jacksonville to Midway flights
Orlando to Midway flights
Sarasota to O'Hare Intl flights
Fort Myers to Midway flights
West Palm Beach to Midway flights
Pensacola to O'Hare Intl flights
Pensacola to Midway flights
Orlando to Rockford flights
Orlando Sanford Intl to Rockford flights
Panama City to O'Hare Intl flights
St Petersburg to Rockford flights
Sarasota to Midway flights
Tallahassee to O'Hare Intl flights
Fort Lauderdale to Rockford flights
Gainesville to O'Hare Intl flights
Tallahassee to Midway flights
Key West to O'Hare Intl flights
Daytona Beach to O'Hare Intl flights
Valparaiso to O'Hare Intl flights
Panama City to Midway flights
Melbourne to O'Hare Intl flights
Gainesville to Midway flights
Daytona Beach to Midway flights
Tampa to Rockford flights
Valdosta to O'Hare Intl flights
Punta Gorda to Rockford flights
Key West to Midway flights
Melbourne to Midway flights
Fort Myers to Rockford flights
Pensacola to Rockford flights

Top 2 airlines flying from Valparaiso to Midway

Discover the top 2 airlines that operate flights from Valparaiso to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$77Average$94FlexibilityNo cancel feeOn-time88%
DeltaCheapest$313Average$448FlexibilityNo cancel feeOn-timeN/A
Houston to Washington, D.C. flights
Los Angeles to Chicago flights
New York John F Kennedy Intl Airport to Orlando flights
Chicago to London flights
Dallas to Mexico City flights
Dallas to London flights
Los Angeles to Cancún flights
New York to Bangkok flights
Austin to Atlanta flights
Detroit to Orlando flights
San Francisco to Los Angeles flights
Valparaiso, Florida to Memphis flights

Search flights from Valparaiso to Midway by cabin class

Find flights from Valparaiso to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Valparaiso to Midway

Find hourly flight availability from Valparaiso to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 5, 2024.
0%of flight departuresEarly morningMidnight to 6 am
100%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Valparaiso to Midway

Explore weekly flight availability from Valparaiso to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 5, 2024.
Sunday1daily flight
Monday1daily flight
Tuesday1daily flight
Wednesday1daily flight
Thursday1daily flight
Friday1daily flight
Saturday0daily flights

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Gaziantep
Flights to Miyakojima Hirara
Flights to Figari-Sud Corse
Flights to Mason City
Flights to Komatsu
Flights to Sendai
Flights to Rhinelander Oneida County
Flights to Constanţa Mihail Kogalniceanu
Flights to Brainerd Crow Wing County
Flights to Reus
Flights to Virac
Flights to Neiva La Marguita
Flights to Pellston Emmet County
Flights to Urumqi
Flights to Bastia Poretta
Flights to Samos
Flights to Hyannis Barnstable
Flights to Provincetown
Flights to Alghero-Fertilia
Flights to Laayoune Hassan I
Flights to Devils Lake
Flights to Vava'u Lupepau'U
Flights to Hakodate
Flights to Edremit/Korfez

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Valparaiso to Midway?

Cheapflights helps you search for flights from Valparaiso to Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Valparaiso to Midway?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Valparaiso to Midway for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Valparaiso to Midway with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Valparaiso to Midway flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Valparaiso to Midway become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Midway from Valparaiso today and book when prices fit your budget.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines