VPS - MDW

$58 Find Cheap Flights from Valparaiso to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Valparaiso to Midway departing on 10/5. 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.
1 adult
1 adult, Economy, 0 bags

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$134
Allegiant Air
Fri 8/14Mon 8/17
VPS - MDW • Non-stop
Cheapest one-way
$58
Allegiant Air
Mon 10/5
VPS - MDW • Non-stop
Nonstop flights
2 days a week
Mon, Fri
You can fly direct with Allegiant Air. Average duration is 2h 21m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Valparaiso to Midway (VPS-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Valparaiso to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Valparaiso to Midway

Fri, Aug 14 - Mon, Aug 17
Allegiant Air Logo
6:14 pm - 8:35 pm
VPS
-
MDW
2h 21mnonstop
Allegiant Air Logo
9:25 pm - 11:39 pm
MDW
-
VPS
2h 14mnonstop
$134Allegiant Air
Fri, Aug 14 - Mon, Aug 17
Allegiant Air Logo
6:14 pm - 8:35 pm
VPS
-
MDW
2h 21mnonstop
Allegiant Air Logo
9:25 pm - 11:39 pm
MDW
-
VPS
2h 14mnonstop
$148Allegiant Air
Thu, Aug 13 - Mon, Aug 17
Allegiant Air Logo
8:37 pm - 2:59 pm
VPS
-
MDW
18h 22m
1 stop
Allegiant Air Logo
9:25 pm - 11:39 pm
MDW
-
VPS
2h 14mnonstop
$207Allegiant Air
Fri, Oct 2 - Sun, Oct 4
Multiple Airlines Logo
6:16 pm - 8:34 pm
VPS
-
MDW
2h 18mnonstop
Multiple Airlines Logo
6:46 pm - 8:17 pm
MDW
-
VPS
25h 31m
2 stops
$261Multiple Airlines
Fri, Aug 14 - Mon, Aug 17
Multiple Airlines Logo
6:14 pm - 8:35 pm
VPS
-
MDW
2h 21mnonstop
Multiple Airlines Logo
11:06 am - 9:48 am
MDW
-
VPS
46h 42m
2 stops
$293Multiple Airlines
Fri, Aug 14 - Mon, Aug 17
Multiple Airlines Logo
6:14 pm - 8:35 pm
VPS
-
MDW
2h 21mnonstop
Multiple Airlines Logo
11:06 am - 9:48 am
MDW
-
VPS
46h 42m
2 stops
$303Multiple Airlines
Wed, Oct 7 - Sat, Oct 10
Southwest Logo
7:15 am - 10:55 am
VPS
-
MDW
3h 40m
1 stop
Southwest Logo
11:25 am - 5:15 pm
MDW
-
VPS
5h 50m
1 stop
$317Southwest
Thu, Aug 13 - Mon, Aug 17
Multiple Airlines Logo
9:05 pm - 10:03 pm
VPS
-
MDW
24h 58m
3 stops
Multiple Airlines Logo
9:25 pm - 11:39 pm
MDW
-
VPS
2h 14mnonstop
$319Multiple Airlines
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
3:00 pm - 7:20 pm
VPS
-
MDW
4h 20m
1 stop
Southwest Logo
5:55 am - 9:35 am
MDW
-
VPS
3h 40m
1 stop
$321Southwest
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
6:25 pm - 10:20 pm
VPS
-
MDW
3h 55m
1 stop
Southwest Logo
5:30 am - 11:55 am
MDW
-
VPS
6h 25m
1 stop
$321Southwest
Booking Insights

KAYAK's insights & trends for Valparaiso to Midway flights

Get data-powered insights and trends into flights from Valparaiso to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Valparaiso to Chicago Midway Airport?

The average price of all round-trip flights from Valparaiso to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Valparaiso to Chicago Midway Airport. For your return ticket, we recommend flying on a Wednesday and avoiding Saturdays for the best deals.

Can I save money by flying with a layover from Valparaiso to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $354 on average.

Find deals

Good to know

Cheapest flight

$58
Flight from Valparaiso to Chicago Midway Airport

When to book flights from Valparaiso to Midway

Are your dates flexible? Find out the best times to travel from Valparaiso to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Valparaiso to Chicago Midway Airport flights

  • How many flights are there between Valparaiso and Chicago Midway Airport per day?

    There is a maximum of 1 nonstop flight a day that takes off from Valparaiso and lands in Chicago Midway Airport, with an average flight time of 2h 21m. The most common departure time is 6:00 pm and most flights take off in the evening. Each week, there are 2 flights.

  • What is the cheapest flight from Valparaiso to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from Valparaiso to Chicago Midway Airport was $58 for a one-way ticket and $134 for a round-trip.

  • Do I need a passport to fly between Valparaiso and Chicago Midway Airport?

    No, a passport isn't needed to fly from Valparaiso to Chicago Midway Airport. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Valparaiso to Chicago Midway Airport?

    On your way to Chicago Midway Airport, you’ll fly out from Valparaiso Destin-Ft Walton Beach. You’ll be landing at Chicago Midway.

  • Which airlines offer Wi-Fi service onboard planes from Valparaiso to Chicago Midway Airport?

    Only American Airlines offers inflight Wi-Fi service on the Valparaiso to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Valparaiso to Chicago Midway Airport?

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the Valparaiso to Chicago Midway Airport flight route.

  • On which days can I fly direct from Valparaiso to Chicago Midway Airport?

    You can catch a nonstop flight from Valparaiso to Chicago Midway Airport on Monday, and Friday.

  • How does KAYAK find such low prices on flights from Valparaiso to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Valparaiso to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Valparaiso to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Valparaiso is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Valparaiso to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Valparaiso with another airline. Booking your flights between Valparaiso and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Valparaiso to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Valparaiso up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Valparaiso to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $72 or less one-way and $200 or less round-trip.

Prefer to fly direct from Valparaiso to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Valparaiso Destin-Ft Walton Beach to Chicago Midway.
Find which airlines fly direct from Valparaiso Destin-Ft Walton Beach Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Valparaiso Destin-Ft Walton Beach to Chicago Midway

Monday

Allegiant Air

Allegiant Air

Friday

Allegiant Air

Allegiant Air

See more direct flights

Direct returns

Chicago Midway to Valparaiso Destin-Ft Walton Beach

Monday

Allegiant Air

Allegiant Air

Friday

Allegiant Air

Allegiant Air

See more direct flights

Everything you need to know for your flight from Valparaiso to Midway

Information on your arrival and departure airports

Valparaiso (VPS)
Midway (MDW)