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$67+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
IND — MDW
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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Cheap 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 December 26, 2025.

This Frontier deal was found by Cheapflights users on 12/24. 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.
Thu 12/252:50 pmCVG - MDW
1 stop8h 22mFrontier
Wed 12/313:10 pmMDW - CVG
1 stop8h 56mFrontier
Deal found 12/24$293
This Kiwi.com deal was found by Cheapflights users on 12/24. 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.
Wed 12/315:05 amCVG - MDW
1 stop17h 53mFrontier
Sat 1/36:12 amMDW - CVG
1 stop10h 59mFrontier
Deal found 12/24$356
This Kiwi.com deal was found by Cheapflights users on 12/26. 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.
Wed 12/314:51 pmIND - MDW
1 stop21h 10mMultiple Airlines
Wed 1/75:10 pmMDW - IND
2 stops30h 08mMultiple Airlines
Deal found 12/26$366
This Frontier deal was found by Cheapflights users on 12/24. 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 12/271:53 pmCVG - MDW
1 stop9h 19mFrontier
Wed 12/313:10 pmMDW - CVG
1 stop8h 56mFrontier
Deal found 12/24$368
This Delta deal was found by Cheapflights users on 12/24. 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 12/318:00 amCVG - MDW
2 stops10h 26mDelta
Sat 1/35:59 pmMDW - CVG
1 stop4h 32mDelta
Deal found 12/24$380
This Frontier deal was found by Cheapflights users on 12/24. 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.
Tue 12/302:50 pmCVG - MDW
1 stop8h 22mFrontier
Sun 1/410:50 pmMDW - CVG
1 stop13h 23mFrontier
Deal found 12/24$387
This Priceline deal was found by Cheapflights users on 12/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:50 pmCVG - MDW
1 stop8h 22mFrontier
Fri 12/268:15 amMDW - CVG
1 stop8h 59mFrontier
Deal found 12/24$392
This Frontier deal was found by Cheapflights users on 12/24. 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 12/271:53 pmCVG - MDW
1 stop9h 19mFrontier
Fri 1/28:15 amMDW - CVG
1 stop8h 59mFrontier
Deal found 12/24$402
This Delta deal was found by Cheapflights users on 12/24. 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 12/252:10 pmAZO - MDW
1 stop4h 16mDelta
Fri 1/26:08 pmMDW - AZO
1 stop3h 37mDelta
Deal found 12/24$410
This Delta deal was found by Cheapflights users on 12/23. 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 12/242:51 pmCVG - MDW
1 stop3h 35mDelta
Wed 1/286:00 amMDW - CVG
1 stop4h 15mDelta
Deal found 12/23$411
This Southwest deal was found by Cheapflights users on 12/24. 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 12/317:05 pmSDF - MDW
Nonstop1h 15mSouthwest
Fri 1/29:30 amMDW - SDF
Nonstop1h 15mSouthwest
Deal found 12/24$419
This Delta deal was found by Cheapflights users on 12/24. 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 12/256:00 amCVG - MDW
1 stop3h 49mDelta
Thu 1/15:59 pmMDW - CVG
1 stop4h 32mDelta
Deal found 12/24$420

Find flight deals from Indiana to Midway

Keep the following information in mind while searching for Indiana to Midway flight deals. Data was last updated December 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$152
(Southwest)

One-way from

$67
(Southwest)

Popular in

November

Cheapest in

August

Average price

$245

Good round-trip deal

$365 or less

Good one-way deal

$194 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 ($1 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 December 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 December 26, 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

Tue 2/17

5:33 am-9:54 am

1 stop5h 21m

Chicago Midway

Tue 2/24

12:45 pm-8:28 pm

1 stop6h 43m

$157

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Tue 2/3

7:50 am-12:46 pm

1 stop5h 56m

Chicago Midway

Tue 2/3

6:14 pm-11:50 pm

1 stop4h 36m

$157

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 1/22

6:30 pm-6:45 pm

Nonstop1h 15m

Chicago Midway

Thu 1/29

10:00 am-12:15 pm

Nonstop1h 15m

$171

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Thu 1/22

7:50 am-12:46 pm

1 stop5h 56m

Chicago Midway

Thu 1/29

6:00 am-11:37 am

1 stop4h 37m

$191

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 2/7

7:50 am-12:46 pm

1 stop5h 56m

Chicago Midway

Sat 2/14

5:00 pm-11:05 pm

1 stop5h 05m

$191

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 1/17

7:50 am-12:48 pm

1 stop5h 58m

Chicago Midway

Mon 1/19

9:32 am-7:02 pm

2 stops8h 30m

$196

Fort WayneChicago

FWA - MDW

FWAMDW

Fort Wayne

Fri 3/27

2:14 pm-5:54 pm

1 stop4h 40m

Chicago Midway

Sun 3/29

9:35 am-1:32 pm

1 stop2h 57m

$199

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Sat 2/7

4:05 pm-4:25 pm

Nonstop1h 20m

Chicago Midway

Sat 2/14

10:45 am-1:05 pm

Nonstop1h 20m

$201

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 3/3

3:00 pm-6:50 pm

1 stop4h 50m

Chicago Midway

Wed 3/4

10:00 am-12:10 pm

Nonstop1h 10m

$203

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 2/24

1:35 pm-6:05 pm

1 stop5h 30m

Chicago Midway

Wed 3/4

5:30 pm-7:40 pm

Nonstop1h 10m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

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 December 26, 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 45% versus a flight in the evening.

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 4h 50m. Delta provides one of the quickest options available for as low as $203. Indiana and Chicago Midway Airport are separated by a distance of 162 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 Indianapolis - Chicago Midway or Louisville Intl - 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 $118. On average you can expect to pay $342. The most popular route, (Cincinnati Cinci./N. Kentucky - Chicago Midway), can usually be booked for $162.

  • 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
Merrillville
Hammond
Porter
Benton Harbor

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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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