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$32+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IND
Jan 1 — Jan 81
Thu 1/1
Thu 1/8
1 adult, Economy
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Cheap 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 December 2, 2025.

This United Airlines deal was found by Cheapflights users on 12/1. 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.
Wed 12/247:52 pmORD - SDF
Nonstop1h 38mUnited Airlines
Wed 12/319:05 amSDF - ORD
Nonstop1h 44mUnited Airlines
Deal found 12/1$97
This Southwest deal was found by Cheapflights users on 12/1. 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 12/248:50 pmMDW - SDF
Nonstop1h 15mSouthwest
Wed 12/315:30 amSDF - MDW
1 stop5h 40mSouthwest
Deal found 12/1$137
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Wed 12/241:30 pmORD - SDF
Nonstop1h 29mAmerican Airlines
Wed 12/316:27 amSDF - ORD
Nonstop1h 39mAmerican Airlines
Deal found 12/2$148
This United Airlines deal was found by Cheapflights users on 12/1. 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.
Thu 12/255:54 pmORD - SDF
Nonstop1h 38mUnited Airlines
Wed 12/319:05 amSDF - ORD
Nonstop1h 44mUnited Airlines
Deal found 12/1$157
This Kiwi.com deal was found by Cheapflights users on 11/30. 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.
Sun 12/77:44 amMDW - IND
1 stop22h 59mMultiple Airlines
Tue 12/98:48 amIND - MDW
2 stops24h 58mMultiple Airlines
Deal found 11/30$158
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/108:00 amORD - CVG
2 stops35h 30mMultiple Airlines
Thu 1/88:00 amCVG - ORD
1 stop13h 30mMultiple Airlines
Deal found 12/2$162
This Kiwi.com deal was found by Cheapflights users on 11/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:10 amORD - IND
1 stop26h 48mMultiple Airlines
Wed 12/3112:38 pmIND - ORD
1 stop27h 24mMultiple Airlines
Deal found 11/29$172
This American Airlines deal was found by Cheapflights users on 12/1. 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.
Wed 12/3110:57 amORD - IND
Nonstop1h 21mAmerican Airlines
Wed 1/712:23 pmIND - ORD
Nonstop1h 32mAmerican Airlines
Deal found 12/1$173
This Kiwi.com deal was found by Cheapflights users on 11/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:44 amMDW - IND
1 stop22h 59mMultiple Airlines
Wed 12/314:51 pmIND - MDW
2 stops30h 21mMultiple Airlines
Deal found 11/29$177
This United Airlines deal was found by Cheapflights users on 12/1. 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.
Thu 12/255:59 pmORD - DAY
Nonstop1h 23mUnited Airlines
Fri 12/266:28 amDAY - ORD
Nonstop1h 44mUnited Airlines
Deal found 12/1$179
This American Airlines deal was found by Cheapflights users on 11/30. 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.
Thu 12/252:25 pmORD - DAY
Nonstop1h 18mAmerican Airlines
Sun 12/286:00 amDAY - ORD
Nonstop1h 22mAmerican Airlines
Deal found 11/30$180
This Kiwi.com deal was found by Cheapflights users on 11/30. 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 12/85:00 amORD - CVG
2 stops17h 03mMultiple Airlines
Thu 12/116:00 amCVG - ORD
1 stop15h 01mMultiple Airlines
Deal found 11/30$183

Find flight deals from Chicago to Indiana

Keep the following information in mind while searching for Chicago to Indiana flight deals. Data was last updated December 2, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$91
(American Airlines)

One-way from

$32
(Southwest)

Popular in

March

Cheapest in

January

Average price

$274

Good round-trip deal

$239 or less

Good one-way deal

$123 or less
Provider with most accurate pricing for Chicago (CHI)-Indianapolis flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Indianapolis flights.
Search Deals
From Chicago (CHI) to Indiana
Search Deals
One-way flight from Chicago (CHI) to Indiana
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 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 Chicago (CHI) to Indiana.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Indiana.
Search Deals

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 December 2, 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

Sat 1/17

7:50 pm-10:05 pm

Nonstop1h 15m

Louisville Intl

Sun 1/18

6:45 am-7:10 am

Nonstop1h 25m

$97

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Sat 1/17

9:55 am-12:26 pm

Nonstop1h 31m

Louisville Intl

Sun 1/18

7:13 pm-8:05 pm

Nonstop1h 52m

$99

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 2/18

7:40 pm-10:13 pm

Nonstop1h 33m

Louisville Intl

Sat 2/21

5:54 pm-6:49 pm

Nonstop1h 55m

$151

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Sat 1/17

5:00 pm-11:06 pm

1 stop5h 06m

Louisville Intl

Sun 1/18

7:00 am-10:27 am

1 stop4h 27m

$157

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Thu 1/8

6:14 pm-8:46 pm

Nonstop1h 32m

Cincinnati Cinci./N. Kentucky

Mon 1/12

5:55 pm-6:31 pm

Nonstop1h 36m

$157

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 1/21

6:14 pm-11:50 pm

1 stop4h 36m

Louisville Intl

Sat 1/24

5:35 am-9:53 am

1 stop5h 18m

$157

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Wed 2/18

6:45 am-2:34 pm

1 stop6h 49m

Louisville Intl

Sat 2/21

10:46 am-1:22 pm

1 stop3h 36m

$157

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Thu 12/25

7:52 pm-10:30 pm

Nonstop1h 38m

Louisville Intl

Thu 1/1

9:05 am-9:49 am

Nonstop1h 44m

$157

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Sat 1/17

5:30 am-11:33 am

1 stop5h 03m

Louisville Intl

Sun 1/18

3:37 pm-7:35 pm

1 stop4h 58m

$157

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Tue 1/6

5:31 pm-11:58 pm

1 stop5h 27m

Cincinnati Cinci./N. Kentucky

Tue 1/13

12:07 pm-4:29 pm

1 stop5h 22m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

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, October is the cheapest month in which you can book a flight from Chicago to Indiana (average of $167). Flying from Chicago to Indiana in December is currently the most expensive (average of $217). 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 December 2, 2025.

It’s optimal to fly from Chicago to Indiana in the morning. By choosing this option you can save up to 14% on the cost of your flight, compared to a flight in the evening.

What is the cheapest day to fly from Chicago to Indiana?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Indiana. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Indiana flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 2, 2025.

The most flights from CHI to USIN are scheduled on a Monday (67 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 on average).

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 December 2, 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.
United Airlines
7.4
Good
9,063 reviews

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,063 reviews
United Airlines
7.4
Good
9,063 reviews

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,044 reviews
United Airlines
7.4
Good
9,063 reviews

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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.

  • How long is the flight from Chicago to Indiana?

    Departing from Chicago to Indiana will take you 1h 15m. The distance between Chicago and Indiana is about 271 mi. Most flights are nonstop.

  • 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 $68. American Airlines flights start at $94 while deals on Southern / Mokulele start at $99 one-way.

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

    While some choose either Chicago O'Hare Intl - Indianapolis or Chicago O'Hare Intl - Cincinnati Cinci./N. Kentucky, Chicago O'Hare Intl - Louisville Intl is the most popular route 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 SkyWest Airlines (87%), Turkish Airlines (86%) and American Airlines (81%).

  • What are the cheapest flights from Chicago to Indiana?

    Looking at all options, your cheapest flight can be booked for $98. While the most popular route (Chicago O'Hare Intl - Louisville Intl) can be booked for $91 on average, our data indicates $354 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, October is the cheapest month in which you can book a flight from Chicago to Indiana (average of $167). Flying from Chicago to Indiana in December is currently the most expensive (average of $217). 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

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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.
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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 December 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$316FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$307FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$190Average$208FlexibilityNo cancel feeOn-timeN/A

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