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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 7/12. 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
May 14 — May 211
From?
To?
Tue 5/14
Tue 5/21
1 adult, Economy
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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 May 9, 2024.

Popular in

August

Cheapest in

February

Round-trip from

$223

One-way from

$86
High demand for flights, 67% potential price rise
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Best time to find cheap flights, 73% potential price drop
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From Valparaiso Destin-Ft Walton Beach to Chicago Midway
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Chicago Midway
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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 449% when planning your travel around this day of the week.

How far in advance should I book a flight from Valparaiso, Florida to Chicago Midway Airport?

Users have found that booking a flight from Valparaiso, Florida to Chicago Midway Airport at least 47 days early can save you up to 88% on average compared to booking a flight this week. If booking 47 days before your flight isn’t an option for you, users have found flights from Valparaiso, Florida to Chicago Midway Airport for as little as $108 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $179 for flights departing within the next 3 days.

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 $344. 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 August.

When is the cheapest time to fly from Valparaiso, Florida to Chicago Midway Airport (VPS - MDW)?

It’s typically best to fly out from Valparaiso, Florida to Chicago Midway Airport in the morning. Doing so could potentially save you 29% on the flight price compared to flying at noon, which is usually more expensive.

Cheap Delta flights from Valparaiso to Midway

Explore cheap flight options specifically provided by Delta for the route between Valparaiso and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,717,708 searches. Data last updated May 9, 2024.
Thu 6/64:45 pmVPS - MDW
1 stop5h 16mDelta
Tue 6/116:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 5/8$224
Sun 6/306:00 amVPS - MDW
1 stop5h 55mDelta
Wed 7/36:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 5/7$345
Sat 6/16:00 amVPS - MDW
1 stop4h 11mDelta
Wed 6/512:42 pmMDW - VPS
1 stop5h 58mDelta
Deal found 5/8$346
Sat 6/86:00 amVPS - MDW
1 stop3h 51mDelta
Mon 6/176:49 pmMDW - VPS
1 stop4h 27mDelta
Deal found 5/9$384
Tue 5/145:05 pmVPS - MDW
1 stop4h 56mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/7$431
Thu 6/64:45 pmVPS - MDW
1 stop5h 16mDelta
Sun 6/96:49 pmMDW - VPS
1 stop4h 27mDelta
Deal found 5/8$444
Tue 5/146:05 pmVPS - MDW
1 stop19h 30mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/8$544
Tue 5/145:05 pmVPS - MDW
2 stops20h 30mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/8$549
Sat 6/16:00 amVPS - MDW
2 stops10h 13mDelta
Wed 6/512:42 pmMDW - VPS
1 stop5h 58mDelta
Deal found 5/8$614

Cheap Valparaiso to Midway flights in May & June 2024

Find cheap flight options from Valparaiso to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,717,708 searches. Prices were last updated on May 9, 2024.
Thu 6/64:45 pmVPS - MDW
1 stop5h 16mDelta
Tue 6/116:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 5/8$224
Sun 6/306:00 amVPS - MDW
1 stop5h 55mDelta
Wed 7/36:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 5/7$345
Sat 6/16:00 amVPS - MDW
1 stop4h 11mDelta
Wed 6/512:42 pmMDW - VPS
1 stop5h 58mDelta
Deal found 5/8$346
Fri 6/77:10 amVPS - MDW
1 stop4h 45mDelta
Tue 6/116:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 5/9$366
Sat 6/86:00 amVPS - MDW
1 stop3h 51mDelta
Mon 6/176:49 pmMDW - VPS
1 stop4h 27mDelta
Deal found 5/9$384
Tue 5/145:05 pmVPS - MDW
1 stop4h 56mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/7$431
Thu 6/64:45 pmVPS - MDW
1 stop5h 16mDelta
Sun 6/96:49 pmMDW - VPS
1 stop4h 27mDelta
Deal found 5/8$444
Tue 5/146:05 pmVPS - MDW
1 stop19h 30mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/8$544
Tue 5/145:05 pmVPS - MDW
2 stops20h 30mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/8$549

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 2,717,708 searches. Data last updated May 9, 2024.
Thu 6/64:45 pmVPS - MDW
1 stop5h 16mDelta
Tue 6/116:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 5/8$224
Sun 6/306:00 amVPS - MDW
1 stop5h 55mDelta
Wed 7/36:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 5/7$345
Sat 6/16:00 amVPS - MDW
1 stop4h 11mDelta
Wed 6/512:42 pmMDW - VPS
1 stop5h 58mDelta
Deal found 5/8$346
Fri 6/77:10 amVPS - MDW
1 stop4h 45mDelta
Tue 6/116:00 amMDW - VPS
1 stop4h 20mDelta
Deal found 5/9$366
Sat 6/86:00 amVPS - MDW
1 stop3h 51mDelta
Mon 6/176:49 pmMDW - VPS
1 stop4h 27mDelta
Deal found 5/9$384
Tue 5/145:05 pmVPS - MDW
1 stop4h 56mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/7$431
Thu 6/64:45 pmVPS - MDW
1 stop5h 16mDelta
Sun 6/96:49 pmMDW - VPS
1 stop4h 27mDelta
Deal found 5/8$444
Tue 5/146:05 pmVPS - MDW
1 stop19h 30mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/8$544
Tue 5/145:05 pmVPS - MDW
2 stops20h 30mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/8$549

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 2,717,708 searches. Data last updated May 9, 2024.
Tue 5/145:05 pmVPS - MDW
1 stop4h 56mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/7$431
Tue 5/146:05 pmVPS - MDW
1 stop19h 30mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/8$544
Tue 5/145:05 pmVPS - MDW
2 stops20h 30mDelta
Sat 5/186:00 amMDW - VPS
1 stop6h 00mDelta
Deal found 5/8$549
Tue 5/145:05 pmVPS - MDW
1 stop4h 56mDelta
Sat 5/1811:59 amMDW - VPS
2 stops22h 36mDelta
Deal found 5/7$625
Tue 5/147:30 pmVPS - MDW
2 stops18h 05mDelta
Sat 5/185:00 pmMDW - VPS
2 stops17h 35mDelta
Deal found 5/8$715
Tue 5/149:21 amVPS - MDW
2 stops8h 46mDelta
Sat 5/1811:59 amMDW - VPS
2 stops11h 17mDelta
Deal found 5/7$944

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 2,717,708 searches. Data last updated May 9, 2024.
Fri 7/129:00 amVPS - MDW
Nonstop2h 18mAllegiant Air
Deal found 5/7$86
Sun 6/166:00 amVPS - MDW
1 stop5h 55mDelta
Deal found 5/8$197
Sun 9/87:45 amVPS - MDW
1 stop4h 08mDelta
Deal found 5/8$228
Sun 9/87:20 amVPS - MDW
3 stops14h 17mMultiple Airlines
Deal found 5/8$406
Tue 5/289:21 amVPS - MDW
1 stop6h 29mDelta
Deal found 5/8$417
Sun 9/87:20 amVPS - MDW
2 stops14h 17mMultiple Airlines
Deal found 5/8$465
Tue 5/289:21 amVPS - MDW
2 stops8h 46mDelta
Deal found 5/8$619

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 2,717,708 searches. Data last updated May 9, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$224 - $693

Route

Depart

Return

Price

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 6/6

1 stop5h 16m

Chicago Midway

Tue 6/11

1 stop4h 20m

$224

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 6/30

1 stop5h 55m

Chicago Midway

Wed 7/3

1 stop4h 20m

$345

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sat 6/1

1 stop4h 11m

Chicago Midway

Wed 6/5

1 stop5h 58m

$346

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sat 6/8

1 stop3h 51m

Chicago Midway

Mon 6/17

1 stop4h 27m

$384

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 6/6

1 stop5h 16m

Chicago Midway

Sun 6/9

1 stop4h 27m

$444

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sat 6/1

2 stops10h 13m

Chicago Midway

Wed 6/5

1 stop5h 58m

$614

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 6/6

2 stops6h 40m

Chicago Midway

Tue 6/11

1 stop4h 20m

$615

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sat 6/8

2 stops5h 54m

Chicago Midway

Mon 6/17

1 stop4h 27m

$633

Valparaiso Destin-Ft Walton BeachChicago Midway

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 6/30

2 stops11h 20m

Chicago Midway

Wed 7/3

1 stop4h 20m

$693

Flights are sorted by cheapest first

Deals found on 5/8

When is the cheapest time 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 May 5, 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

Average price of flights to Midway by month

Plan your trip from Valparaiso to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from Valparaiso to Midway is currently $345 while a round-trip flight costs $478. Price data was last updated on May 5, 2024.

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 $252). 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.

January

$194

February

$190

March

$219

April

$159

May

$188

June

$230

July

$252

August

$196

September

$158

October

$143

November

$166

December

$140

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

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 May 9, 2024.
Delta
8.0
Very good
10,778 reviews
Check prices

Entertainment

8.0

Comfort

7.9

Overall

8.0

Food

7.4

Boarding

8.2

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.

Delta
8.0
Very good
10,778 reviews
Delta
8.0
Very good
10,778 reviews
Check prices

Entertainment

8.0

Comfort

7.9

Overall

8.0

Food

7.4

Boarding

8.2

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.

Allegiant Air
7.5
Good
1,024 reviews
Delta
8.0
Very good
10,778 reviews
Check prices

Entertainment

8.0

Comfort

7.9

Overall

8.0

Food

7.4

Boarding

8.2

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 $300 on Cheapflights?

    Yes, there are multiple flights from Valparaiso, Florida to Chicago Midway Airport for under $300. The cheapest flight booked recently is on Delta for just $224, but on average you can expect to pay $506.

  • Are there last-minute flights available from Valparaiso, Florida to Chicago Midway Airport for under $500?

    There are currently 6+ open flights from Valparaiso, Florida to Chicago Midway Airport within the next 7 days for less than $500.

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

    Our cheapest airline available from Valparaiso, Florida to Chicago Midway Airport is Delta. Our recent data shows that you can find tickets from as low as $224 on this airline. You may be able to fly from Valparaiso, Florida to Chicago Midway Airport for 22% less than the average price by searching for this airline.

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

    On average you can expect to pay $125 for a flight from Valparaiso, Florida to Chicago Midway Airport. The cheapest flight overall is $52 while the most popular route, (Valparaiso Destin-Ft Walton Beach - Chicago Midway) is currently priced at $136.

  • 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 5/9.

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 2,717,708 searches. Data last updated May 9, 2024.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$77Average$138FlexibilityNo cancel feeOn-time88%
Search Allegiant Air flights
DeltaCheapest$393Average$539FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
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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

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 May 9, 2024.
Sunday1daily flight
Monday1daily flight
Tuesday1daily flight
Wednesday1daily flight
Thursday1daily flight
Friday1daily flight
Saturday0daily flights

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

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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.

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