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$89+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
IND — MDW
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap 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 July 29, 2025.

Round-trip from

$177
(Southwest)

One-way from

$89
(Southwest)

Popular in

March

Cheapest in

December

Average price

$312

Good round-trip deal

$214 or less

Good one-way deal

$79 or less
From Indianapolis to Chicago Midway
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One-way flight from Indianapolis to Chicago Midway
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Highest demand for flights based on searches. 7% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Indianapolis to Chicago Midway.
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Price to beat on a one-way flight from Indianapolis to Chicago Midway.
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Find 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 July 29, 2025.

This Southwest deal was found by Cheapflights users on 7/27. 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.
Tue 8/264:50 pmIND - MDW
Nonstop1h 10mSouthwest
Tue 9/28:25 pmMDW - IND
Nonstop1h 00mSouthwest
Deal found 7/27$177
This Delta deal was found by Cheapflights users on 7/29. 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 8/2610:33 amIND - MDW
1 stop2h 55mDelta
Tue 9/26:17 pmMDW - IND
1 stop4h 09mDelta
Deal found 7/29$281

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 July 29, 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

Tue 8/26

4:50 pm-5:00 pm

Nonstop1h 10m

Chicago Midway

Tue 9/2

8:25 pm-10:25 pm

Nonstop1h 00m

$177

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 9/6

6:30 am-8:35 am

1 stop3h 05m

Chicago Midway

Sat 9/13

9:35 am-1:27 pm

1 stop2h 52m

$265

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 8/30

7:05 am-7:15 am

Nonstop1h 10m

$89

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Mon 8/25

11:46 am-9:02 am

1 stop22h 16m

$94

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Fri 9/26

11:48 am-8:52 pm

1 stop10h 04m

$118

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sun 8/31

8:10 am-12:28 pm

1 stop5h 18m

$133

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 month to book a flight from Indianapolis to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Indianapolis to Chicago Midway Airport (average of $160). Flying from Indianapolis to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 July 29, 2025.

It’s typically best to fly out from Indianapolis to Chicago Midway Airport at noon. Doing so could potentially save you 9% on the flight price compared to flying in the morning, which is usually more expensive.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated July 29, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Frontier from Indianapolis to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 0 outbound flights to Chicago Midway per day.

  • What are the cheapest airlines flying from Indianapolis to Chicago Midway Airport round-trip?

    Southwest, at $177, was found to be the cheapest airline from Indianapolis to Chicago Midway Airport. An alternate airline flying to your destination would be Delta.

  • What are the cheapest airlines to fly from Indianapolis to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Indianapolis to Chicago Midway Airport are Southwest ($89), Frontier ($94), and Delta ($133).

  • 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 $197, our data indicates the cheapest price to be $74. The most popular route (Indianapolis - Chicago Midway), is priced around $177.

  • 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.

  • What is the cheapest month to book a flight from Indianapolis to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Indianapolis to Chicago Midway Airport (average of $160). Flying from Indianapolis to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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