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$49+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — IND
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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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 October 28, 2025.

This Southwest deal was found by Cheapflights users on 10/25. 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 12/237:35 pmMDW - SDF
Nonstop1h 15mSouthwest
Thu 1/16:45 amSDF - MDW
Nonstop1h 15mSouthwest
Deal found 10/25$119
This Southwest deal was found by Cheapflights users on 10/26. 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 12/410:05 amMDW - SDF
Nonstop1h 25mSouthwest
Mon 12/81:50 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 10/26$137
This Southwest deal was found by Cheapflights users on 10/27. 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.
Sat 12/69:45 amMDW - SDF
Nonstop1h 20mSouthwest
Mon 12/87:05 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 10/27$154
This Delta deal was found by Cheapflights users on 10/26. 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.
Thu 12/46:00 amMDW - SDF
1 stop7h 11mDelta
Mon 12/87:50 amSDF - MDW
2 stops11h 28mDelta
Deal found 10/26$162
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Tue 12/27:44 amMDW - IND
1 stop8h 28mMultiple Airlines
Wed 12/36:07 pmIND - MDW
1 stop19h 54mMultiple Airlines
Deal found 10/27$176
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 12/186:33 pmMDW - IND
1 stop16h 12mFrontier
Sat 1/105:06 pmIND - MDW
1 stop17h 07mFrontier
Deal found 10/27$180
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 12/186:33 pmMDW - IND
1 stop16h 12mMultiple Airlines
Sun 1/116:55 amIND - MDW
1 stop7h 14mMultiple Airlines
Deal found 10/27$192
This Delta deal was found by Cheapflights users on 10/27. 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.
Thu 12/119:34 amMDW - FWA
1 stop2h 56mDelta
Thu 12/182:10 pmFWA - MDW
1 stop4h 50mDelta
Deal found 10/27$199
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Mon 11/108:00 amMDW - IND
1 stop12h 19mMultiple Airlines
Thu 11/135:05 amIND - MDW
1 stop19h 50mMultiple Airlines
Deal found 10/27$201
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Fri 11/143:27 pmMDW - IND
1 stop17h 16mMultiple Airlines
Sun 11/1610:21 pmIND - MDW
1 stop11h 11mMultiple Airlines
Deal found 10/27$207
This Delta deal was found by Cheapflights users on 10/28. 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.
Tue 11/119:34 amMDW - FWA
1 stop2h 46mDelta
Sun 11/168:10 amFWA - MDW
1 stop5h 24mDelta
Deal found 10/28$209
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Thu 11/139:39 pmMDW - CVG
1 stop11h 12mMultiple Airlines
Sun 11/166:09 pmCVG - MDW
2 stops31h 21mMultiple Airlines
Deal found 10/26$212

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 October 28, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

March

Cheapest in

December

Average price

$287

Good round-trip deal

$309 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 ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Indiana.
Search Deals

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 October 28, 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 12/23

7:35 pm-9:50 pm

Nonstop1h 15m

Louisville Intl

Thu 1/1

6:45 am-7:00 am

Nonstop1h 15m

$119

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 12/4

10:05 am-12:30 pm

Nonstop1h 25m

Louisville Intl

Mon 12/8

1:50 pm-2:05 pm

Nonstop1h 15m

$137

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Mon 12/8

10:05 am-12:30 pm

Nonstop1h 25m

Louisville Intl

Tue 12/9

1:10 pm-7:30 pm

2 stops7h 20m

$152

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 1/15

6:50 am-12:45 pm

1 stop4h 55m

Louisville Intl

Mon 1/19

11:40 am-8:10 pm

1 stop9h 30m

$162

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 12/6

12:40 pm-9:10 pm

1 stop7h 30m

Louisville Intl

Mon 12/8

1:50 pm-2:05 pm

Nonstop1h 15m

$164

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 12/4

9:34 am-6:52 pm

2 stops8h 18m

Louisville Intl

Mon 12/8

7:50 am-6:18 pm

2 stops11h 28m

$167

ChicagoFort Wayne

MDW - FWA

MDWFWA

Chicago Midway

Thu 12/11

9:34 am-1:30 pm

1 stop2h 56m

Fort Wayne

Thu 12/18

2:10 pm-6:00 pm

1 stop4h 50m

$199

ChicagoFort Wayne

MDW - FWA

MDWFWA

Chicago Midway

Sat 3/7

9:30 am-1:34 pm

1 stop3h 04m

Fort Wayne

Wed 3/11

8:25 am-12:35 pm

1 stop5h 10m

$199

ChicagoFort Wayne

MDW - FWA

MDWFWA

Chicago Midway

Tue 11/11

9:34 am-1:20 pm

1 stop2h 46m

Fort Wayne

Sun 11/16

8:10 am-12:34 pm

1 stop5h 24m

$209

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Thu 11/13

9:39 pm-9:51 am

1 stop11h 12m

Cincinnati Cinci./N. Kentucky

Sun 11/16

6:09 pm-12:30 am

2 stops31h 21m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 October 28, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Indiana in the morning. If you’re flexible enough to do this you can expect to save up to 56% 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 $119, 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 cheapest airlines to fly from Chicago Midway Airport to Indiana one-way?

    One-way options have recently been found by users for as low as $49 on Southwest. Other airlines that offer cheap prices include Frontier from $67 and Delta from $109 one-way.

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

    While some choose either Chicago Midway - Louisville Intl or Chicago Midway - Indianapolis, 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 $267. On average you can expect to pay $427. The most popular route, (Chicago Midway - Cincinnati Cinci./N. Kentucky), can usually be booked for $181.

  • 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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