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$68+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — IND
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This Delta deal was found by Cheapflights users on 12/13. 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.
Wed 12/246:08 pmMDW - CVG
1 stop3h 49mDelta
Thu 12/256:00 amCVG - MDW
1 stop3h 49mDelta
Deal found 12/13$231
This Orbitz deal was found by Cheapflights users on 12/14. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:12 amMDW - CVG
1 stop10h 59mFrontier
Sun 12/212:50 pmCVG - MDW
1 stop8h 22mFrontier
Deal found 12/14$267
This Delta deal was found by Cheapflights users on 12/13. 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.
Sun 12/286:08 pmMDW - SDF
1 stop3h 50mDelta
Thu 1/16:40 amSDF - MDW
1 stop5h 26mDelta
Deal found 12/13$319
This Delta deal was found by Cheapflights users on 12/13. 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.
Wed 12/246:08 pmMDW - CVG
1 stop3h 49mDelta
Sun 12/286:00 amCVG - MDW
1 stop3h 49mDelta
Deal found 12/13$322
This Frontier deal was found by Cheapflights users on 12/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/148:05 amMDW - CVG
1 stop9h 12mFrontier
Mon 12/1511:57 amCVG - MDW
1 stop11h 01mFrontier
Deal found 12/14$342
This Frontier deal was found by Cheapflights users on 12/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:12 amMDW - CVG
1 stop10h 59mFrontier
Mon 12/2211:57 amCVG - MDW
1 stop11h 01mFrontier
Deal found 12/14$372
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:44 amMDW - IND
1 stop22h 29mMultiple Airlines
Tue 12/236:39 pmIND - MDW
1 stop28h 33mMultiple Airlines
Deal found 12/15$372
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:44 amMDW - IND
1 stop22h 29mMultiple Airlines
Wed 12/244:51 pmIND - MDW
1 stop21h 10mMultiple Airlines
Deal found 12/15$384
This Southwest deal was found by Cheapflights users on 12/13. 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.
Wed 12/246:20 pmMDW - CVG
Nonstop1h 15mSouthwest
Mon 12/295:55 pmCVG - MDW
1 stop6h 10mSouthwest
Deal found 12/13$386
This Delta deal was found by Cheapflights users on 12/15. 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.
Wed 12/246:08 pmMDW - CVG
1 stop3h 49mDelta
Fri 12/266:00 amCVG - MDW
1 stop3h 49mDelta
Deal found 12/15$390
This Southwest deal was found by Cheapflights users on 12/13. 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.
Wed 12/246:20 pmMDW - CVG
Nonstop1h 15mSouthwest
Sun 12/285:50 amCVG - MDW
1 stop5h 35mSouthwest
Deal found 12/13$396
This Southwest deal was found by Cheapflights users on 12/13. 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.
Sun 12/288:20 pmMDW - CVG
Nonstop1h 10mSouthwest
Tue 12/305:50 amCVG - MDW
1 stop5h 35mSouthwest
Deal found 12/13$403

Find flight deals from Midway to Indiana

Keep the following information in mind while searching for Midway to Indiana flight deals. Data was last updated December 15, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$171
(Southwest)

One-way from

$68
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$504

Good round-trip deal

$530 or less

Good one-way deal

$261 or less
Provider with most accurate pricing for Chicago (CHI)-Indianapolis flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Indianapolis flights.
Search Deals
From Chicago Midway to Indiana
Search Deals
One-way flight from Chicago Midway to Indiana
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Indiana.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Indiana.
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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 December 15, 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

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 1/13

7:55 pm-10:10 pm

Nonstop1h 15m

Louisville Intl

Wed 1/14

6:30 pm-6:45 pm

Nonstop1h 15m

$171

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Thu 1/15

8:19 pm-3:39 pm

1 stop18h 20m

Cincinnati Cinci./N. Kentucky

Mon 1/19

7:45 pm-12:05 pm

2 stops17h 20m

$192

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 1/13

1:28 pm-11:55 pm

2 stops9h 27m

Louisville Intl

Wed 1/14

6:23 am-1:09 pm

1 stop7h 46m

$196

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Thu 1/8

12:41 pm-6:27 pm

1 stop4h 46m

Cincinnati Cinci./N. Kentucky

Sun 1/11

11:57 am-10:59 pm

1 stop12h 02m

$197

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Thu 1/8

10:05 am-5:20 pm

1 stop6h 15m

Indianapolis

Mon 1/12

4:25 pm-4:25 pm

Nonstop1h 00m

$203

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Wed 1/28

1:26 pm-5:30 pm

1 stop3h 04m

Indianapolis

Wed 2/4

10:28 am-12:51 pm

1 stop3h 23m

$213

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Thu 1/29

5:01 pm-9:43 am

2 stops15h 42m

Indianapolis

Thu 2/5

12:38 pm-10:19 pm

1 stop10h 41m

$214

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Wed 1/21

5:30 pm-7:40 pm

Nonstop1h 10m

Cincinnati Cinci./N. Kentucky

Thu 1/22

7:00 am-7:25 am

Nonstop1h 25m

$215

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Sun 1/11

4:21 pm-9:43 am

1 stop16h 22m

Indianapolis

Sun 1/18

10:38 am-5:05 pm

1 stop7h 27m

$218

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Thu 2/26

6:25 am-6:31 pm

1 stop11h 06m

Indianapolis

Sun 3/1

10:48 pm-1:08 pm

2 stops15h 20m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

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 December 15, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Indiana in the evening. If you’re flexible enough to do this you can expect to save up to 46% on your trip compared to booking a flight at noon.

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 $171, Southwest can have you in Indiana from Chicago Midway Airport in 1h 15m. 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 $119. On average you can expect to pay $414. The most popular route, (Chicago Midway - Cincinnati Cinci./N. Kentucky), can usually be booked for $197.

  • 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.

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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