Cheap flights from Valparaiso (VPS) to Midway (MDW) from $86

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 7/1. 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 25 — Jul 21

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 20, 2024.

Popular in

August

Cheapest in

February

Round-trip from

$223

One-way from

$93
High demand for flights, 68% potential price rise
Best time to find cheap flights, 72% potential price drop
From Valparaiso Destin-Ft Walton Beach to Chicago Midway
One-way flight from Valparaiso Destin-Ft Walton Beach to Chicago Midway

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?

January can be a great time to fly to Chicago Midway Airport from Valparaiso, Florida with a flight ticket averaging about $331. Cheapflights users have found deals in the month of January for as cheap as $83. The most expensive prices can be found in the month of February.

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 33% 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 3,256,981 searches. Prices were last updated on June 20, 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 7/129:00 amVPS - MDW
Nonstop2h 18mAllegiant Air
Mon 7/1512:08 pmMDW - VPS
Nonstop2h 03mAllegiant Air
Deal found 6/19$175
Fri 6/218:55 amVPS - MDW
Nonstop2h 18mAllegiant Air
Mon 6/2412:03 pmMDW - VPS
Nonstop2h 03mAllegiant Air
Deal found 6/20$272
Wed 7/102:40 pmVPS - MDW
1 stop7h 06mDelta
Thu 7/1110:28 amMDW - VPS
1 stop4h 31mDelta
Deal found 6/19$472
Wed 7/102:40 pmVPS - MDW
1 stop7h 06mDelta
Sat 7/136:00 amMDW - VPS
1 stop5h 39mDelta
Deal found 6/19$522
Mon 6/246:00 amVPS - MDW
1 stop3h 51mDelta
Tue 6/256:00 amMDW - VPS
1 stop5h 38mDelta
Deal found 6/18$564
Fri 6/216:00 amVPS - MDW
1 stop3h 51mDelta
Mon 6/243:45 pmMDW - VPS
1 stop5h 34mDelta
Deal found 6/20$795
Tue 6/254:44 pmVPS - MDW
1 stop5h 02mDelta
Wed 6/266:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 6/18$872
Sun 6/236:00 amVPS - MDW
1 stop3h 51mDelta
Mon 6/246:49 pmMDW - VPS
1 stop4h 27mDelta
Deal found 6/18$895
Fri 6/214:44 pmVPS - MDW
1 stop5h 02mDelta
Mon 6/241:24 pmMDW - VPS
2 stops7h 55mDelta
Deal found 6/20$1,156

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 3,256,981 searches. Data last updated June 20, 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 7/129:00 amVPS - MDW
Nonstop2h 18mAllegiant Air
Mon 7/1512:08 pmMDW - VPS
Nonstop2h 03mAllegiant Air
Deal found 6/19$175
Fri 6/218:55 amVPS - MDW
Nonstop2h 18mAllegiant Air
Mon 6/2412:03 pmMDW - VPS
Nonstop2h 03mAllegiant Air
Deal found 6/20$272
Fri 8/23:59 pmVPS - MDW
1 stop5h 47mDelta
Mon 8/56:55 pmMDW - VPS
1 stop4h 30mDelta
Deal found 6/20$407
Thu 10/39:25 amVPS - MDW
1 stop5h 33mDelta
Sun 10/63:48 pmMDW - VPS
1 stop5h 14mDelta
Deal found 6/19$417
Wed 7/102:40 pmVPS - MDW
1 stop7h 06mDelta
Thu 7/1110:28 amMDW - VPS
1 stop4h 31mDelta
Deal found 6/19$472
Wed 7/102:40 pmVPS - MDW
1 stop7h 06mDelta
Sat 7/136:00 amMDW - VPS
1 stop5h 39mDelta
Deal found 6/19$522
Thu 10/37:20 amVPS - MDW
3 stops26h 47mMultiple Airlines
Sun 10/612:57 pmMDW - VPS
Nonstop2h 13mMultiple Airlines
Deal found 6/19$526
Fri 8/306:00 amVPS - MDW
1 stop5h 44mDelta
Mon 9/26:11 amMDW - VPS
1 stop5h 48mDelta
Deal found 6/19$537
Fri 8/1612:59 pmVPS - MDW
1 stop5h 06mDelta
Sun 8/186:11 amMDW - VPS
1 stop5h 28mDelta
Deal found 6/20$557

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 3,256,981 searches. Data last updated June 20, 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 6/218:55 amVPS - MDW
Nonstop2h 18mAllegiant Air
Mon 6/2412:03 pmMDW - VPS
Nonstop2h 03mAllegiant Air
Deal found 6/20$272
Mon 6/246:00 amVPS - MDW
1 stop3h 51mDelta
Tue 6/256:00 amMDW - VPS
1 stop5h 38mDelta
Deal found 6/18$564
Fri 6/216:00 amVPS - MDW
1 stop3h 51mDelta
Mon 6/243:45 pmMDW - VPS
1 stop5h 34mDelta
Deal found 6/20$795
Tue 6/254:44 pmVPS - MDW
1 stop5h 02mDelta
Wed 6/266:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 6/18$872
Sun 6/236:00 amVPS - MDW
1 stop3h 51mDelta
Mon 6/246:49 pmMDW - VPS
1 stop4h 27mDelta
Deal found 6/18$895
Fri 6/214:44 pmVPS - MDW
1 stop5h 02mDelta
Mon 6/241:24 pmMDW - VPS
2 stops7h 55mDelta
Deal found 6/20$1,156

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 3,256,981 searches. Data last updated June 20, 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.
Mon 7/18:55 amVPS - MDW
Nonstop2h 18mAllegiant Air
Deal found 6/19$86
Sun 10/69:45 amVPS - MDW
Nonstop2h 22mAllegiant Air
Deal found 6/19$93
Sun 10/66:00 amVPS - MDW
1 stop3h 48mDelta
Deal found 6/19$178
Mon 7/16:00 amVPS - MDW
1 stop3h 51mDelta
Deal found 6/19$308
Sun 10/67:20 amVPS - MDW
2 stops14h 17mMultiple Airlines
Deal found 6/19$423
Sun 10/67:20 amVPS - MDW
3 stops14h 17mMultiple Airlines
Deal found 6/19$456
Mon 7/17:10 amVPS - MDW
2 stops11h 21mDelta
Deal found 6/19$595

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 3,256,981 searches. Data last updated June 20, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$175 - $1,164

Route

Depart

Return

Price

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 7/12

Nonstop2h 18m

Chicago Midway

Mon 7/15

Nonstop2h 03m

$175

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/3

1 stop5h 33m

Chicago Midway

Sun 10/6

1 stop5h 14m

$417

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Wed 7/10

1 stop7h 06m

Chicago Midway

Thu 7/11

1 stop4h 31m

$472

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Wed 7/10

1 stop7h 06m

Chicago Midway

Sat 7/13

1 stop5h 39m

$522

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/3

3 stops26h 47m

Chicago Midway

Sun 10/6

Nonstop2h 13m

$526

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 8/30

1 stop5h 44m

Chicago Midway

Mon 9/2

1 stop5h 48m

$537

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 8/16

1 stop5h 06m

Chicago Midway

Sun 8/18

1 stop5h 28m

$557

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 8/30

2 stops9h 38m

Chicago Midway

Mon 9/2

1 stop5h 48m

$1,124

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 8/30

2 stops11h 12m

Chicago Midway

Mon 9/2

1 stop5h 48m

$1,164

Flights are sorted by cheapest first

Deals found on 6/19

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 16, 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 20, 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.
8.0
Very good
10,000 reviews

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Comfort

7.9

Crew

8.6

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.

8.0
Very good
10,000 reviews
8.0
Very good
10,000 reviews

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Comfort

7.9

Crew

8.6

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.

7.5
Good
981 reviews
8.0
Very good
10,000 reviews

Food

7.4

Boarding

8.2

Entertainment

8.0

Overall

8.0

Comfort

7.9

Crew

8.6

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 $175, but on average you can expect to pay $782.

  • Are there nonstop flights from Valparaiso, Florida to Chicago Midway Airport for under $100 on Cheapflights?

    Cheapflights has at least 2 direct flights from Valparaiso, Florida to Chicago Midway Airport under $100. A good price for a nonstop flight from Valparaiso, Florida to Chicago Midway Airport is less than $134.

  • Are there last-minute flights available from Valparaiso, Florida to Chicago Midway Airport for under $300?

    There are currently 6+ open flights from Valparaiso, Florida to Chicago Midway Airport within the next 7 days for less than $300.

  • 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 $175 on this airline. An additional option worth looking into is Delta, starting at $417. You may be able to fly from Valparaiso, Florida to Chicago Midway Airport for 37% 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 $153 for a flight from Valparaiso, Florida to Chicago Midway Airport. The cheapest flight overall is $94 while the most popular route, (Valparaiso Destin-Ft Walton Beach - Chicago Midway) is currently priced at $94.

  • 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 6/20.

  • 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 $140). Flying from Valparaiso, Florida to Chicago Midway Airport in July is currently the most expensive (average of $240). 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

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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 3,256,981 searches. Data last updated June 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$77Average$93FlexibilityNo cancel feeOn-time88%
DeltaCheapest$313Average$448FlexibilityNo cancel feeOn-timeN/A

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.

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 20, 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 20, 2024.
Sunday1daily flight
Monday1daily flight
Tuesday1daily flight
Wednesday1daily flight
Thursday1daily flight
Friday1daily flight
Saturday0daily flights
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