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$49+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IND
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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 12/48:20 pmORD - SDF
Nonstop1h 36mAmerican Airlines
Mon 12/86:21 pmSDF - ORD
Nonstop1h 55mAmerican Airlines
Deal found 10/30$97
This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:50 pmMDW - SDF
Nonstop1h 15mSouthwest
Mon 12/81:50 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 10/29$97
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:50 pmORD - IND
1 stop6h 15mFrontier
Mon 11/173:34 pmIND - ORD
1 stop10h 25mFrontier
Deal found 10/29$110
This Southwest deal was found by Cheapflights users on 10/28. 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 12/39:25 amMDW - SDF
2 stops6h 45mSouthwest
Thu 12/411:45 amSDF - MDW
2 stops10h 00mSouthwest
Deal found 10/28$127
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/39:50 amORD - SDF
Nonstop1h 40mAmerican Airlines
Sat 12/67:38 amSDF - ORD
Nonstop1h 44mAmerican Airlines
Deal found 10/28$134
This Southwest deal was found by Cheapflights users on 10/28. 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 12/310:05 amMDW - SDF
Nonstop1h 25mSouthwest
Sat 12/67:10 amSDF - MDW
Nonstop1h 20mSouthwest
Deal found 10/28$134
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:11 amORD - IND
1 stop5h 11mFrontier
Mon 11/173:34 pmIND - ORD
1 stop10h 25mFrontier
Deal found 10/27$143
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/172:31 pmORD - IND
1 stop7h 49mSpirit Airlines
Tue 11/185:05 amIND - ORD
1 stop7h 15mSpirit Airlines
Deal found 10/28$155
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 12/46:45 amORD - SDF
1 stop4h 28mDelta
Mon 12/86:16 pmSDF - ORD
1 stop6h 45mDelta
Deal found 10/29$157
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/152:31 pmORD - IND
1 stop5h 49mSpirit Airlines
Tue 11/185:05 amIND - ORD
1 stop7h 15mSpirit Airlines
Deal found 10/28$159
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/119:50 amORD - SDF
Nonstop1h 40mAmerican Airlines
Mon 12/157:38 amSDF - ORD
Nonstop1h 44mAmerican Airlines
Deal found 10/29$161
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:51 pmORD - SDF
Nonstop1h 38mAmerican Airlines
Wed 12/31:02 pmSDF - ORD
Nonstop1h 42mAmerican Airlines
Deal found 10/29$164

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 October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

March

Cheapest in

December

Average price

$287

Good round-trip deal

$297 or less

Good one-way deal

$148 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. 11% potential increase in price ($39 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 October 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 October 30, 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

Wed 12/3

10:05 am-12:30 pm

Nonstop1h 25m

Louisville Intl

Thu 12/4

1:50 pm-2:05 pm

Nonstop1h 15m

$97

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 12/4

8:50 pm-11:05 pm

Nonstop1h 15m

Louisville Intl

Mon 12/8

1:50 pm-2:05 pm

Nonstop1h 15m

$97

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 12/3

12:25 pm-5:10 pm

1 stop3h 45m

Louisville Intl

Sat 12/6

4:25 pm-4:40 pm

Nonstop1h 15m

$144

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Thu 12/4

6:45 am-12:13 pm

1 stop4h 28m

Louisville Intl

Mon 12/8

6:16 pm-12:01 am

1 stop6h 45m

$157

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Thu 12/4

2:45 pm-5:16 pm

Nonstop1h 31m

Louisville Intl

Mon 12/8

5:57 pm-6:50 pm

Nonstop1h 53m

$157

ChicagoSouth Bend

ORD - SBN

ORDSBN

Chicago O'Hare Intl

Wed 11/26

12:45 pm-2:43 pm

Nonstop0h 58m

South Bend/Michiana

Wed 12/3

3:15 pm-3:23 pm

Nonstop1h 08m

$179

ChicagoSouth Bend

ORD - SBN

ORDSBN

Chicago O'Hare Intl

Thu 12/25

8:45 am-10:54 am

Nonstop1h 09m

South Bend/Michiana

Sun 1/4

6:22 pm-6:40 pm

Nonstop1h 18m

$179

ChicagoDayton

ORD - DAY

ORDDAY

Chicago O'Hare Intl

Wed 11/26

6:02 pm-8:15 pm

Nonstop1h 13m

Dayton

Fri 11/28

9:15 am-9:41 am

Nonstop1h 26m

$179

ChicagoDayton

ORD - DAY

ORDDAY

Chicago O'Hare Intl

Sat 11/29

8:45 am-11:08 am

Nonstop1h 23m

Dayton

Tue 12/2

7:15 am-7:41 am

Nonstop1h 26m

$179

ChicagoDayton

ORD - DAY

ORDDAY

Chicago O'Hare Intl

Mon 11/24

9:30 pm-11:43 pm

Nonstop1h 13m

Dayton

Tue 12/2

5:53 pm-6:23 pm

Nonstop1h 30m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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 $174). Flying from Chicago to Indiana in December is currently the most expensive (average of $225). 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 October 30, 2025.

It’s optimal to fly from Chicago to Indiana in the morning. By choosing this option you can save up to 27% 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.

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 October 30, 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
8,998 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

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
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

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
11,035 reviews
United Airlines
7.4
Good
8,998 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

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 25m. The distance between Chicago and Indiana is about 271 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago to Indiana one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $49. United Airlines flights start at $49 while deals on Frontier start at $61 one-way.

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

    While some choose either Chicago Midway - Cincinnati Cinci./N. Kentucky or Chicago O'Hare Intl - Indianapolis, Chicago O'Hare Intl - Cincinnati Cinci./N. Kentucky 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 (84%), Air New Zealand (82%) and Japan Airlines (82%).

  • What are the cheapest flights from Chicago to Indiana?

    Looking at all options, your cheapest flight can be booked for $128. While the most popular route (Chicago O'Hare Intl - Cincinnati Cinci./N. Kentucky) can be booked for $170 on average, our data indicates $259 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 $174). Flying from Chicago to Indiana in December is currently the most expensive (average of $225). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$310FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$308FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$190Average$208FlexibilityNo cancel feeOn-timeN/A

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