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Cheap flights from Owensboro (OWB) to Midway (MDW)

OWB — MDW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Owensboro to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Owensboro (OWB) 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 August 14, 2025.

Popular in

April

Cheapest in

November

Average price

$158
Highest demand for flights based on searches. 10% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Best time to book a flight from Owensboro to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Owensboro 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.

Cheapflights Insights

Everything you need to know about your flight from Owensboro to Chicago Midway Airport

What is the cheapest month to book a flight from Owensboro to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Owensboro to Chicago Midway Airport (average of $160). Flying from Owensboro to Chicago Midway Airport in November 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.

Related info for your journey

Find useful and relevant information for your journey from Owensboro 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 Owensboro to Chicago Midway?

    Most people fly from Owensboro Daviess County (OWB) if they book a flight from Owensboro to Chicago Midway. On average, Daviess County has 0 outbound flights to Chicago Midway per day from 0 airlines. Owensboro Daviess County is conveniently located just 3.6 mi from Owensboro’s city center.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Owensboro 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.

  • What is the cheapest month to book a flight from Owensboro to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Owensboro to Chicago Midway Airport (average of $160). Flying from Owensboro to Chicago Midway Airport in November 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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