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$74+ Cheap flights from Indianapolis (IND) 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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
IND — MDW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Indianapolis to Midway

Cheapest flights from Indianapolis to Midway
Explore the most affordable flight options available from Indianapolis to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Fri 12/191:09 pmIND - MDW
1 stop25h 12mFrontier
Sun 1/119:15 amMDW - IND
1 stop24h 27mFrontier
Deal found 12/10$372
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Sat 12/208:00 amIND - MDW
1 stop26h 23mMultiple Airlines
Tue 12/237:44 amMDW - IND
1 stop22h 29mMultiple Airlines
Deal found 12/11$402
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:45 pmIND - MDW
1 stop4h 41mDelta
Sat 12/276:08 pmMDW - IND
1 stop3h 46mDelta
Deal found 12/10$439
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Wed 12/244:51 pmIND - MDW
1 stop21h 10mMultiple Airlines
Sat 12/276:12 amMDW - IND
2 stops15h 31mMultiple Airlines
Deal found 12/10$469
This Southwest deal was found by Cheapflights users on 12/10. 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.
Fri 12/196:45 amIND - MDW
Nonstop1h 10mSouthwest
Sun 1/119:40 amMDW - IND
Nonstop1h 10mSouthwest
Deal found 12/10$477
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:30 amIND - MDW
1 stop26h 53mMultiple Airlines
Fri 12/196:12 amMDW - IND
2 stops15h 31mMultiple Airlines
Deal found 12/9$486
This Southwest deal was found by Cheapflights users on 12/9. 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.
Sun 12/216:45 amIND - MDW
Nonstop1h 10mSouthwest
Sun 12/2810:20 pmMDW - IND
Nonstop1h 00mSouthwest
Deal found 12/9$487
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/211:45 pmIND - MDW
1 stop4h 41mDelta
Sun 12/286:08 pmMDW - IND
1 stop3h 46mDelta
Deal found 12/10$498
This Southwest deal was found by Cheapflights users on 12/9. 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.
Wed 12/105:00 pmIND - MDW
Nonstop1h 10mSouthwest
Tue 12/1610:00 amMDW - IND
Nonstop1h 10mSouthwest
Deal found 12/9$523

Find flight deals from Indianapolis to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Indianapolis (IND) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$189
(Kiwi.com)

One-way from

$74
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$244

Good round-trip deal

$318 or less

Good one-way deal

$194 or less
Provider with most accurate pricing for Indianapolis-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-Chicago Midway flights.
Search Deals
From Indianapolis to Chicago Midway
Search Deals
One-way flight from Indianapolis to Chicago Midway
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($2 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 Indianapolis to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Indianapolis to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indianapolis 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 12, 2025.
Use the filters below to find and compare flights from Indianapolis to Chicago Midway Airport that are best for you.

Fly from

Indianapolis

Fly to

Midway

Route

Depart

Return

Price

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 1/8

8:55 pm-11:09 pm

2 stops27h 14m

Chicago Midway

Thu 1/15

6:30 pm-12:18 am

1 stop28h 48m

$189

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 1/7

4:53 pm-11:31 am

2 stops19h 38m

Chicago Midway

Tue 1/13

6:30 pm-11:26 am

1 stop15h 56m

$201

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 2/18

4:25 pm-4:25 pm

Nonstop1h 00m

Chicago Midway

Sat 2/21

11:20 am-1:30 pm

Nonstop1h 10m

$214

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 1/21

6:13 am-8:52 am

1 stop3h 39m

Chicago Midway

Wed 1/28

9:33 am-3:03 pm

1 stop4h 30m

$217

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 1/7

2:47 pm-5:34 pm

1 stop3h 47m

Chicago Midway

Tue 1/13

9:32 am-2:07 pm

1 stop3h 35m

$217

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 2/24

10:30 am-4:40 pm

1 stop7h 10m

Chicago Midway

Tue 3/3

10:15 am-7:55 pm

2 stops8h 40m

$222

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 1/21

7:00 am-7:05 am

Nonstop1h 05m

$99

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 2/4

7:00 am-7:05 am

Nonstop1h 05m

$99

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 1/27

7:00 am-7:05 am

Nonstop1h 05m

$99

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 2/10

7:00 am-7:05 am

Nonstop1h 05m

$99

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 15 results
1
2

Compare providers for flights from Indianapolis to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Indianapolis to Midway in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Indianapolis-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Indianapolis-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Indianapolis-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Indianapolis-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Indianapolis-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Indianapolis to Midway

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

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

Find hourly flight availability from Indianapolis 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 12, 2025.

It’s typically best to fly out from Indianapolis to Chicago Midway Airport at noon. Doing so could potentially save you 39% on the flight price compared to flying in the evening, which is usually more expensive.

Related info for your journey

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

  • What airport do you fly from for flights from Indianapolis to Chicago Midway?

    Indianapolis (IND), located 8.3 mi from the city center, is the airport you fly out of when you book flights from Indianapolis to Chicago Midway. 0 airlines have flights from Indianapolis to Chicago Midway on a regular basis. Booking flights from Indianapolis to Chicago Midway should not be difficult; the airport handles an average of 1 outbound flight to Chicago Midway per day.

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

    For as low as $214, Southwest can have you in Chicago Midway Airport from Indianapolis in 1h. The distance from Indianapolis to Chicago Midway Airport is about 162 mi. This flight may include one or multiple stops.

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

    Looking for the cheapest flight from Indianapolis to Chicago Midway Airport? While on average our users pay $306, our data indicates the cheapest price to be $118. The most popular route (Indianapolis - Chicago Midway), is priced around $189.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Indianapolis 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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