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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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IND
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$97
(United Airlines)

One-way from

$49
(United Airlines)

Popular in

March

Cheapest in

December

Average price

$337

Good round-trip deal

$194 or less

Good one-way deal

$97 or less
From Chicago (CHI) to Indiana
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One-way flight from Chicago (CHI) to Indiana
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Highest demand for flights based on searches. 12% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Indiana.
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Price to beat on a one-way flight from Chicago (CHI) to Indiana.
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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 September 15, 2025.

This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 10/147:25 amORD - SDF
Nonstop1h 36mUnited Airlines
Tue 10/217:20 pmSDF - ORD
Nonstop1h 49mUnited Airlines
Deal found 9/15$97
This Southwest deal was found by Cheapflights users on 9/14. 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 10/143:20 pmMDW - SDF
Nonstop1h 10mSouthwest
Tue 10/216:55 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/14$97
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/96:59 amORD - SDF
Nonstop1h 24mAmerican Airlines
Mon 10/135:53 pmSDF - ORD
Nonstop1h 36mAmerican Airlines
Deal found 9/14$98
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/306:59 amORD - SDF
Nonstop1h 24mAmerican Airlines
Thu 11/66:00 amSDF - ORD
Nonstop1h 40mAmerican Airlines
Deal found 9/15$99
This Southwest deal was found by Cheapflights users on 9/13. 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.
Thu 11/139:30 amMDW - SDF
Nonstop1h 15mSouthwest
Sun 11/166:35 amSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/13$115
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Fri 11/79:10 pmORD - IND
Nonstop1h 08mUnited Airlines
Wed 2/1811:25 amIND - ORD
Nonstop1h 23mUnited Airlines
Deal found 9/12$115
This Southwest deal was found by Cheapflights users on 9/15. 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 10/141:50 pmORD - SDF
1 stop6h 50mSouthwest
Tue 10/215:30 amSDF - ORD
1 stop7h 20mSouthwest
Deal found 9/15$117
This Southwest deal was found by Cheapflights users on 9/14. 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 10/239:55 amMDW - SDF
Nonstop1h 10mSouthwest
Thu 10/231:20 pmSDF - MDW
2 stops11h 35mSouthwest
Deal found 9/14$118
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 11/37:30 amORD - SDF
Nonstop1h 29mUnited Airlines
Thu 11/67:00 amSDF - ORD
Nonstop1h 40mUnited Airlines
Deal found 9/13$120
This Southwest deal was found by Cheapflights users on 9/12. 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 10/228:35 pmMDW - SDF
Nonstop1h 10mSouthwest
Sat 10/254:25 pmSDF - MDW
Nonstop1h 15mSouthwest
Deal found 9/12$124
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Fri 12/58:20 pmORD - SDF
Nonstop1h 36mAmerican Airlines
Mon 12/86:04 pmSDF - ORD
Nonstop1h 55mAmerican Airlines
Deal found 9/13$134
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/295:10 amORD - IND
1 stop5h 01mFrontier
Mon 10/612:06 pmIND - ORD
1 stop5h 11mFrontier
Deal found 9/15$143

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 September 15, 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

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 10/14

7:25 am-10:01 am

Nonstop1h 36m

Louisville Intl

Tue 10/21

7:20 pm-8:09 pm

Nonstop1h 49m

$97

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 11/5

10:00 am-12:25 pm

Nonstop1h 25m

Louisville Intl

Sat 11/8

4:25 pm-4:40 pm

Nonstop1h 15m

$97

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Wed 11/19

10:00 am-12:25 pm

Nonstop1h 25m

Louisville Intl

Sat 11/22

7:05 pm-7:20 pm

Nonstop1h 15m

$97

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Tue 10/14

8:35 pm-10:45 pm

Nonstop1h 10m

Louisville Intl

Tue 10/21

1:00 pm-3:55 pm

1 stop3h 55m

$107

ChicagoIndianapolis

ORD - IND

ORDIND

Chicago O'Hare Intl

Fri 11/7

9:10 pm-11:18 pm

Nonstop1h 08m

Indianapolis

Wed 2/18

11:25 am-11:48 am

Nonstop1h 23m

$115

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Tue 10/14

1:50 pm-9:40 pm

1 stop6h 50m

Louisville Intl

Tue 10/21

5:30 am-11:50 am

1 stop7h 20m

$117

ChicagoLouisville

MDW - SDF

MDWSDF

Chicago Midway

Thu 11/6

9:30 am-11:45 am

Nonstop1h 15m

Louisville Intl

Tue 11/11

6:45 am-7:00 am

Nonstop1h 15m

$134

ChicagoIndianapolis

ORD - IND

ORDIND

Chicago O'Hare Intl

Fri 11/14

5:11 am-11:22 am

1 stop5h 11m

Indianapolis

Mon 11/17

12:17 pm-4:56 pm

1 stop5h 39m

$143

ChicagoIndianapolis

ORD - IND

ORDIND

Chicago O'Hare Intl

Thu 11/13

1:50 pm-9:05 pm

1 stop6h 15m

Indianapolis

Fri 11/14

12:17 pm-4:56 pm

1 stop5h 39m

$144

ChicagoIndianapolis

ORD - IND

ORDIND

Chicago O'Hare Intl

Fri 11/7

7:20 am-2:14 pm

1 stop5h 54m

Indianapolis

Mon 11/10

12:17 pm-4:56 pm

1 stop5h 39m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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 $286). Flying from Chicago to Indiana in March is currently the most expensive (average of $360). 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 September 15, 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 September 15, 2025.

The most flights from CHI to USIN are scheduled on a Monday (67 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (54 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 September 15, 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
8,929 reviews

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

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!
United Airlines
7.4
Good
8,929 reviews
United Airlines
7.4
Good
8,929 reviews

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

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!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,929 reviews

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

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.

  • 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 United Airlines, which is currently one of the cheapest options available, starting at $49. Southwest flights start at $49 while deals on Frontier start at $72 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 - Louisville Intl, 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 Envoy Air (88%), Air Canada (75%) and Finnair (73%).

  • What are the cheapest flights from Chicago to Indiana?

    Looking at all options, your cheapest flight can be booked for $108. While the most popular route (Chicago O'Hare Intl - Cincinnati Cinci./N. Kentucky) can be booked for $184 on average, our data indicates $231 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 $286). Flying from Chicago to Indiana in March is currently the most expensive (average of $360). 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$307FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$310FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$189Average$233FlexibilityNo cancel feeOn-timeN/A

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