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$50+ Cheap flights from Midway (MDW) to Indiana

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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — IND
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Midway to Indiana

Keep the following information in mind while searching for Midway to Indiana flight deals. Data was last updated September 11, 2025.

Round-trip from

$129
(Southwest)

One-way from

$50
(Southwest)

Popular in

March

Cheapest in

December

Average price

$289

Good round-trip deal

$197 or less

Good one-way deal

$113 or less
From Chicago Midway to Indiana
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One-way flight from Chicago Midway to Indiana
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Highest demand for flights based on searches. 12% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago Midway to Indiana.
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Price to beat on a one-way flight from Chicago Midway to Indiana.
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Find flight deals from Midway to Indiana

Cheapest flights from Midway to Indiana
Explore the most affordable flight options available from Midway to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/79:30 amMDW - SDF
Nonstop1h 15mSouthwest
Tue 11/111:50 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/11$129
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/148:35 pmMDW - SDF
Nonstop1h 10mSouthwest
Thu 10/162:50 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/11$132
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/67:15 pmMDW - SDF
Nonstop1h 15mSouthwest
Sun 11/96:35 amSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/10$133
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:15 pmMDW - SDF
Nonstop1h 15mSouthwest
Sun 11/96:35 amSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/11$145
This SmartFares deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/269:48 amMDW - IND
1 stop6h 33mFrontier
Mon 9/2912:06 pmIND - MDW
1 stop4h 54mFrontier
Deal found 9/10$151
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/99:55 amMDW - SDF
Nonstop1h 10mSouthwest
Thu 10/168:15 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/9$152
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/249:25 pmMDW - SDF
Nonstop1h 15mSouthwest
Mon 10/278:15 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/11$157
This KAYAK deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/209:25 pmMDW - SDF
Nonstop1h 15mSouthwest
Wed 10/226:25 amSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/11$162
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/169:45 amMDW - IND
Nonstop1h 00mSouthwest
Thu 10/166:00 pmIND - MDW
Nonstop1h 10mSouthwest
Deal found 9/11$170
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/218:35 pmMDW - SDF
Nonstop1h 10mSouthwest
Fri 10/248:15 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/11$172
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/139:35 pmMDW - IND
Nonstop1h 00mSouthwest
Wed 10/155:05 pmIND - MDW
Nonstop1h 05mSouthwest
Deal found 9/10$174
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/113:00 pmMDW - CVG
1 stop7h 00mDelta
Wed 10/156:03 amCVG - MDW
1 stop3h 37mDelta
Deal found 9/11$177

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Indiana 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 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Indiana that are best for you.

Fly from

Midway

Fly to

Indiana

Route

Depart

Return

Price

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Fri 9/26

9:48 am-5:21 pm

1 stop6h 33m

Indianapolis

Mon 9/29

12:06 pm-4:00 pm

1 stop4h 54m

$151

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 10/23

2:25 pm-4:35 pm

Nonstop1h 10m

Louisville Intl

Mon 10/27

2:50 pm-3:05 pm

Nonstop1h 15m

$152

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 10/9

9:55 am-12:05 pm

Nonstop1h 10m

Louisville Intl

Thu 10/16

8:15 pm-8:30 pm

Nonstop1h 15m

$152

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Thu 10/16

9:45 am-11:45 am

Nonstop1h 00m

Indianapolis

Thu 10/16

6:00 pm-6:10 pm

Nonstop1h 10m

$170

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 10/21

8:35 pm-10:45 pm

Nonstop1h 10m

Louisville Intl

Fri 10/24

8:15 pm-8:30 pm

Nonstop1h 15m

$172

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Mon 12/8

10:00 am-12:10 pm

Nonstop1h 10m

Indianapolis

Tue 12/16

5:00 pm-5:10 pm

Nonstop1h 10m

$174

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Mon 11/10

9:35 pm-11:35 pm

Nonstop1h 00m

Indianapolis

Wed 11/12

5:00 pm-5:10 pm

Nonstop1h 10m

$174

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Tue 10/7

9:35 am-3:18 pm

1 stop4h 43m

Cincinnati Cinci./N. Kentucky

Wed 10/15

4:00 pm-6:25 pm

1 stop3h 25m

$177

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Sat 10/11

1:06 pm-7:28 pm

1 stop5h 22m

Cincinnati Cinci./N. Kentucky

Tue 10/14

6:04 pm-10:14 pm

1 stop5h 10m

$177

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Sat 10/11

8:35 am-9:44 pm

1 stop12h 09m

Cincinnati Cinci./N. Kentucky

Mon 10/13

6:35 am-3:24 pm

1 stop9h 49m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 60 results
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Best time to book a flight from Midway to Indiana

Have a flexible travel schedule? Discover the best time to fly to Indiana from Midway 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 Chicago Midway Airport to Indiana

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

Find hourly flight availability from Midway to Indiana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Indiana as you normally would.

Related info for your journey

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

  • How long is the flight from Chicago Midway Airport to Indiana?

    For as low as $152, Frontier can have you in Indiana from Chicago Midway Airport in 1h 10m. Airlines will cover a distance of 271 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Chicago Midway Airport to Indiana?

    While some choose either Chicago Midway - Indianapolis or Chicago Midway - Louisville Intl, Chicago Midway - Cincinnati Cinci./N. Kentucky is the most popular route from Chicago Midway Airport to Indiana.

  • What are the cheapest flights from Chicago Midway Airport to Indiana?

    The cheapest flight price from Chicago Midway Airport to Indiana is $108. On average you can expect to pay $200. The most popular route, (Chicago Midway - Cincinnati Cinci./N. Kentucky), can usually be booked for $152.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Indiana 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 Chicago Midway Airport to Indiana?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Indiana (average of $286). Flying from Chicago Midway Airport to Indiana in March is currently the most expensive (average of $360). 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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Alternative routes for Midway to Indiana

See prices for flight routes from nearby airports that may be better suited for you.
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O'Hare Intl to Burbank flights

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