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$49+ Cheap flights from Indiana to Midway (MDW)

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
IND — MDW
dic. 13 — dic. 201
sáb. 12/13
sáb. 12/20
1 adult, Economy
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Find flight deals from Indiana to Midway

Cheapest flights from Indiana to Midway
Explore the most affordable flight options available from Indiana to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 13, 2025.

This Southwest deal was found by Cheapflights users on 11/12. 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.
mié. 12/36:45 amSDF - MDW
Nonstop1h 15mSouthwest
mar. 12/98:50 pmMDW - SDF
Nonstop1h 15mSouthwest
Deal found 11/12$117
This Southwest deal was found by Cheapflights users on 11/11. 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.
mié. 12/107:05 pmSDF - MDW
Nonstop1h 15mSouthwest
sáb. 12/139:45 amMDW - SDF
Nonstop1h 20mSouthwest
Deal found 11/11$144
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
mié. 12/36:07 pmIND - MDW
1 stop19h 54mMultiple Airlines
lun. 12/86:15 amMDW - IND
1 stop11h 35mMultiple Airlines
Deal found 11/12$148
This Delta deal was found by Cheapflights users on 11/12. 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.
mar. 12/167:50 amSDF - MDW
1 stop5h 44mDelta
mié. 12/176:00 amMDW - SDF
1 stop7h 11mDelta
Deal found 11/12$157
This Southwest deal was found by Cheapflights users on 11/11. 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.
jue. 12/46:45 amSDF - MDW
Nonstop1h 15mSouthwest
sáb. 12/69:45 amMDW - SDF
Nonstop1h 20mSouthwest
Deal found 11/11$171
This Southwest deal was found by Cheapflights users on 11/12. 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.
mar. 12/161:10 pmSDF - MDW
2 stops7h 20mSouthwest
jue. 12/189:05 amMDW - SDF
2 stops5h 50mSouthwest
Deal found 11/12$174
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/411:59 amCVG - MDW
1 stop11h 13mFrontier
sáb. 12/66:00 amMDW - CVG
2 stops10h 44mFrontier
Deal found 11/11$180
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/911:57 amCVG - MDW
2 stops21h 49mFrontier
dom. 12/146:15 amMDW - CVG
1 stop27h 28mFrontier
Deal found 11/10$183
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1112:03 pmIND - MDW
2 stops10h 55mMultiple Airlines
jue. 12/186:33 pmMDW - IND
1 stop16h 12mMultiple Airlines
Deal found 11/11$184
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/711:59 amCVG - MDW
1 stop22h 53mFrontier
lun. 12/812:35 pmMDW - CVG
1 stop8h 59mFrontier
Deal found 11/11$189
This Southwest deal was found by Cheapflights users on 11/11. 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.
mar. 12/97:10 amIND - MDW
Nonstop1h 15mSouthwest
mar. 12/910:00 amMDW - IND
Nonstop1h 10mSouthwest
Deal found 11/11$197
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/87:45 pmIND - MDW
1 stop14h 01mMultiple Airlines
mié. 12/102:49 pmMDW - IND
2 stops15h 54mMultiple Airlines
Deal found 11/11$199

Cheap flight deals from Indiana to Midway

Keep the following information in mind while searching for Indiana to Midway flight deals. Data was last updated noviembre 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$117
(Southwest)

One-way from

$49
(Southwest)

Popular in

November

Cheapest in

August

Average price

$327

Good round-trip deal

$297 or less

Good one-way deal

$161 or less
Provider with most accurate pricing for Indianapolis-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-Chicago (CHI) flights.
Search Deals
From Indiana to Chicago Midway
Search Deals
One-way flight from Indiana to Chicago Midway
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($0 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Indiana to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Indiana to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indiana to Midway 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 noviembre 13, 2025.
Use the filters below to find and compare flights from Indiana to Chicago Midway Airport that are best for you.

Fly from

Indiana

Fly to

Midway

Route

Depart

Return

Price

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

mié. 12/3

1:50 pm-2:05 pm

Nonstop1h 15m

Chicago Midway

mar. 12/9

8:10 am-2:45 pm

1 stop5h 35m

$127

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

jue. 1/1

6:45 am-7:00 am

Nonstop1h 15m

Chicago Midway

lun. 1/5

2:40 pm-4:50 pm

Nonstop1h 10m

$134

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

mié. 12/10

7:05 pm-7:20 pm

Nonstop1h 15m

Chicago Midway

sáb. 12/13

9:45 am-12:05 pm

Nonstop1h 20m

$144

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

mar. 12/16

7:05 pm-7:20 pm

Nonstop1h 15m

Chicago Midway

jue. 12/18

9:30 am-11:45 am

Nonstop1h 15m

$144

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

mié. 12/17

1:50 pm-2:05 pm

Nonstop1h 15m

Chicago Midway

jue. 12/18

5:10 am-12:20 pm

1 stop6h 10m

$154

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

mié. 1/14

6:00 am-12:48 pm

2 stops7h 48m

Chicago Midway

sáb. 1/17

6:45 am-2:40 pm

1 stop6h 55m

$162

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

mié. 12/3

6:07 pm-1:01 pm

1 stop19h 54m

Chicago Midway

lun. 12/8

6:15 am-7:43 am

2 stops24h 28m

$170

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

mar. 12/16

7:05 pm-7:20 pm

Nonstop1h 15m

Chicago Midway

mié. 12/17

10:05 am-12:30 pm

Nonstop1h 25m

$174

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

sáb. 12/6

7:55 am-12:25 pm

1 stop5h 30m

Chicago Midway

lun. 12/8

10:05 am-12:30 pm

Nonstop1h 25m

$181

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

jue. 12/4

6:16 pm-11:47 pm

1 stop6h 31m

Chicago Midway

lun. 12/8

5:29 pm-11:59 pm

1 stop5h 30m

$191

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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

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

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

Find hourly flight availability from Indiana to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 13, 2025.

When flying from Indiana to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 38% versus a flight in the morning.

Weekly flight availability from Indiana to Chicago Midway Airport

Explore weekly flight availability from Indiana to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated noviembre 13, 2025.

The most flights from USIN to MDW are scheduled on a Monday (2 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Related info for your journey

Find useful and relevant information for your journey from Indiana to Midway. 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 Indiana to Chicago Midway Airport?

    A quick flight from Indiana to Chicago Midway Airport can take about 1h 15m. Southwest provides one of the quickest options available for as low as $127. Indiana and Chicago Midway Airport are separated by a distance of 271 mi. This flight may include one or multiple stops.

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

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

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

    The cheapest flight price from Indiana to Chicago Midway Airport is $122. On average you can expect to pay $285. The most popular route, (Cincinnati Cinci./N. Kentucky - Chicago Midway), can usually be booked for $173.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Indiana 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.

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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for Indiana to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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