Indiana

$39+ Cheap flights from Chicago (CHI) to Indiana

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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IND
ago. 19 — ago. 261
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Cheap flight deals from Chicago to Indiana

Keep the following information in mind while searching for Chicago to Indiana flight deals. Data was last updated agosto 14, 2025.

Round-trip from

$77
(United Airlines)

One-way from

$39
(United Airlines)

Popular in

March

Cheapest in

December

Average price

$284

Good round-trip deal

$202 or less

Good one-way deal

$138 or less
From Chicago (CHI) to Indiana
One-way flight from Chicago (CHI) to Indiana
Highest demand for flights based on searches. 12% potential increase in price ($41 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in August 2025
Price to beat on a round-trip flight from Chicago (CHI) to Indiana.
Price to beat on a one-way flight from Chicago (CHI) to Indiana.

Find flight deals from Chicago to Indiana

Cheapest flights from Chicago to Indiana
Explore the most affordable flight options available from Chicago to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/97:44 pmORD - SDF
Nonstop1h 40mUnited Airlines
mar. 9/167:36 pmSDF - ORD
Nonstop1h 49mUnited Airlines
Deal found 8/12$77
This Southwest deal was found by Cheapflights users on 8/12. 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. 9/3010:05 amMDW - SDF
Nonstop1h 20mSouthwest
sáb. 10/44:25 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 8/12$77
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/3011:41 amORD - SDF
Nonstop1h 22mAmerican Airlines
sáb. 10/46:12 pmSDF - ORD
Nonstop1h 40mAmerican Airlines
Deal found 8/12$91
This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/44:55 pmORD - SDF
Nonstop1h 29mAmerican Airlines
lun. 9/86:12 pmSDF - ORD
Nonstop1h 40mAmerican Airlines
Deal found 8/13$92
This Southwest deal was found by Cheapflights users on 8/12. 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. 9/237:30 amORD - SDF
1 stop6h 05mSouthwest
mié. 9/245:30 amSDF - ORD
1 stop7h 20mSouthwest
Deal found 8/12$97
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/44:25 pmORD - SDF
Nonstop1h 33mUnited Airlines
jue. 9/187:20 amSDF - ORD
Nonstop1h 38mUnited Airlines
Deal found 8/12$100
This Southwest deal was found by Cheapflights users on 8/12. 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.
jue. 9/47:30 amORD - SDF
1 stop6h 20mSouthwest
lun. 9/812:55 pmSDF - ORD
1 stop9h 35mSouthwest
Deal found 8/12$102
This Southwest deal was found by Cheapflights users on 8/12. 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. 9/237:30 amORD - SDF
2 stops6h 45mSouthwest
jue. 9/255:30 amSDF - ORD
1 stop8h 15mSouthwest
Deal found 8/12$108
This United Airlines deal was found by Cheapflights users on 8/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/57:26 amORD - SDF
Nonstop1h 36mUnited Airlines
sáb. 9/67:36 pmSDF - ORD
Nonstop1h 49mUnited Airlines
Deal found 8/13$114
This Southwest deal was found by Cheapflights users on 8/12. 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.
sáb. 9/67:30 pmMDW - SDF
Nonstop1h 15mSouthwest
dom. 9/77:00 amSDF - MDW
Nonstop1h 15mSouthwest
Deal found 8/12$114
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/66:51 pmORD - SDF
Nonstop1h 38mAmerican Airlines
dom. 11/97:29 amSDF - ORD
Nonstop1h 40mAmerican Airlines
Deal found 8/12$121
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/57:30 amORD - SDF
1 stop6h 20mSouthwest
sáb. 9/65:50 amSDF - ORD
1 stop7h 00mSouthwest
Deal found 8/13$134

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Indiana 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 agosto 14, 2025.
Use the filters below to find and compare flights from Chicago to Indiana that are best for you.

Fly from

Chicago

Fly to

Indiana

Route

Depart

Return

Price

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

mar. 9/30

10:05 am-12:25 pm

Nonstop1h 20m

Louisville Intl

sáb. 10/4

4:25 pm-4:40 pm

Nonstop1h 15m

$77

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

mar. 9/23

7:44 pm-10:24 pm

Nonstop1h 40m

Louisville Intl

mié. 9/24

7:36 pm-8:25 pm

Nonstop1h 49m

$77

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

mar. 9/9

7:44 pm-10:24 pm

Nonstop1h 40m

Louisville Intl

mar. 9/16

7:36 pm-8:25 pm

Nonstop1h 49m

$77

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

mar. 9/30

11:41 am-2:03 pm

Nonstop1h 22m

Louisville Intl

sáb. 10/4

6:12 pm-6:52 pm

Nonstop1h 40m

$91

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

jue. 9/4

4:55 pm-7:24 pm

Nonstop1h 29m

Louisville Intl

lun. 9/8

6:12 pm-6:52 pm

Nonstop1h 40m

$92

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

mar. 9/23

7:30 am-2:35 pm

1 stop6h 05m

Louisville Intl

mié. 9/24

5:30 am-11:50 am

1 stop7h 20m

$97

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

jue. 9/4

4:25 pm-6:58 pm

Nonstop1h 33m

Louisville Intl

jue. 9/18

7:20 am-7:58 am

Nonstop1h 38m

$100

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

jue. 9/4

7:30 am-2:50 pm

1 stop6h 20m

Louisville Intl

lun. 9/8

12:55 pm-9:30 pm

1 stop9h 35m

$102

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

mar. 9/23

1:50 pm-7:55 pm

1 stop5h 05m

Louisville Intl

jue. 9/25

5:30 am-12:45 pm

1 stop8h 15m

$102

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

jue. 11/6

2:40 pm-4:50 pm

Nonstop1h 10m

Louisville Intl

dom. 11/9

6:35 am-6:50 am

Nonstop1h 15m

$114

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

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

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

What is the cheapest month to book a flight from Chicago to Indiana?

Currently, August is the cheapest month in which you can book a flight from Chicago to Indiana (average of $297). Flying from Chicago to Indiana in March is currently the most expensive (average of $361). 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 CHI to IN?

Find hourly flight availability from Chicago to Indiana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 14, 2025.

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

Weekly flight availability from Chicago to Indiana

Explore weekly flight availability from Chicago to Indiana. 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 agosto 14, 2025.

The most flights from CHI to USIN are scheduled on a Thursday (68 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (24 on average).

How much does it cost to fly round-trip from Chicago to Indiana?

Reviews of airlines servicing Indiana

Get insights into the airlines that provide service to Indiana. 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 Indiana. Reviews last updated agosto 14, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chicago to Indiana by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Indiana. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Chicago to Indiana one-way?

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $39. Southwest flights start at $39 while deals on American Airlines start at $46 one-way.

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

  • What are the most reliable airlines from Chicago to Indiana?

    The top 3 most reliable airlines when flying from Chicago to Indiana are GoJet (100%), Royal Jordanian (84%) and Envoy Air (79%).

  • What are the cheapest flights from Chicago to Indiana?

    Looking at all options, your cheapest flight can be booked for $88. While the most popular route (Chicago O'Hare Intl - Cincinnati Cinci./N. Kentucky) can be booked for $155 on average our data indicates $223 when flying from Chicago to Indiana.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Indiana 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 Chicago to Indiana?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Indiana (average of $297). Flying from Chicago to Indiana in March is currently the most expensive (average of $361). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Indiana

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

Top 3 airlines flying from Chicago to Indiana

Discover the top 3 airlines that operate flights from Chicago to Indiana. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$174Average$312FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$311FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$189Average$233FlexibilityNo cancel feeOn-timeN/A

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