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$68+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
IND — MDW
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
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 January 14, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$187
(Southwest)

One-way from

$68
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$257

Good round-trip deal

$369 or less

Good one-way deal

$225 or less
Provider with most accurate pricing for Indianapolis-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Indianapolis-Chicago Midway flights.
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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. 1% potential increase in price ($3 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 January 2026
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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 January 14, 2026.

This Southwest deal was found by Cheapflights users on 1/12. 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.
Wed 2/188:30 am
IND
-
MDW
1 stop5h 55m
Southwest
Sat 2/2111:20 am
MDW
-
IND
Nonstop1h 10m
Southwest
Deal found 1/12$187
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 2/1211:59 am
IND
-
MDW
1 stop10h 13m
Frontier
Sun 2/156:00 am
MDW
-
IND
1 stop11h 34m
Frontier
Deal found 1/13$189
This Southwest deal was found by Cheapflights users on 1/12. 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.
Wed 2/2510:30 am
IND
-
MDW
1 stop7h 10m
Southwest
Wed 2/258:00 pm
MDW
-
IND
Nonstop1h 05m
Southwest
Deal found 1/12$203
This Kiwi.com deal was found by Cheapflights users on 1/12. 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.
Mon 2/912:38 pm
IND
-
MDW
1 stop10h 41m
Multiple Airlines
Mon 2/169:22 pm
MDW
-
IND
1 stop10h 10m
Multiple Airlines
Deal found 1/12$209
This Kiwi.com deal was found by Cheapflights users on 1/11. 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.
Thu 2/512:38 pm
IND
-
MDW
1 stop10h 41m
Frontier
Sun 2/85:01 pm
MDW
-
IND
1 stop17h 42m
Frontier
Deal found 1/11$218
This Kiwi.com deal was found by Cheapflights users on 1/12. 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.
Tue 3/316:00 am
IND
-
MDW
1 stop10h 02m
Multiple Airlines
Thu 4/26:00 am
MDW
-
IND
1 stop10h 19m
Multiple Airlines
Deal found 1/12$225
This Delta deal was found by Cheapflights users on 1/12. 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.
Wed 2/47:50 am
IND
-
MDW
1 stop6h 01m
Delta
Mon 2/96:35 pm
MDW
-
IND
1 stop4h 32m
Delta
Deal found 1/12$233
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 2/277:27 pm
IND
-
MDW
1 stop27h 12m
Frontier
Fri 3/69:51 pm
MDW
-
IND
1 stop9h 48m
Frontier
Deal found 1/13$237

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 January 14, 2026.
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

Wed 2/18

8:30 am-1:25 pm

1 stop5h 55m

Chicago Midway

Sat 2/21

11:20 am-1:30 pm

Nonstop1h 10m

$187

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 2/25

5:35 am-1:55 pm

2 stops9h 20m

Chicago Midway

Wed 2/25

8:00 pm-10:05 pm

Nonstop1h 05m

$209

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 2/10

6:13 am-8:52 am

1 stop3h 39m

Chicago Midway

Tue 2/17

9:34 am-2:57 pm

1 stop4h 23m

$233

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Wed 2/4

7:50 am-12:51 pm

1 stop6h 01m

Chicago Midway

Mon 2/9

6:35 pm-12:07 am

1 stop4h 32m

$233

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 2/14

7:50 am-12:46 pm

1 stop5h 56m

Chicago Midway

Mon 2/16

6:20 pm-12:07 am

1 stop4h 47m

$233

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 2/5

7:45 pm-7:45 pm

Nonstop1h 00m

Chicago Midway

Sun 2/8

10:00 am-12:10 pm

Nonstop1h 10m

$245

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 2/7

12:15 pm-6:40 pm

1 stop7h 25m

$91

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 3/7

3:00 pm-9:05 pm

1 stop7h 05m

$91

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 3/14

5:30 pm-5:30 pm

Nonstop1h 00m

$96

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Mon 3/30

5:50 pm-5:50 pm

Nonstop1h 00m

$97

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/12

Showing 1-10 of 18 results
1
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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 January.
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 January 14, 2026.

When flying from Indianapolis to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 $187, Southwest can have you in Chicago Midway Airport from Indianapolis in 5h 55m. The distance from Indianapolis to Chicago Midway Airport is about 162 mi.

  • 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 $366, our data indicates the cheapest price to be $157. The most popular route (Indianapolis - Chicago Midway), is priced around $193.

  • 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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