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$54+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IND
Feb 4 — Feb 111
Wed 2/4
Wed 2/11
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 January 5, 2026.

This Mytrip deal was found by Cheapflights users on 1/4. 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.
Sun 1/1810:55 amORD - OWB
Nonstop1h 30mContour
Wed 1/218:40 amOWB - ORD
Nonstop1h 35mContour
Deal found 1/4$106
This Booking.com deal was found by Cheapflights users on 1/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1310:55 amORD - OWB
Nonstop1h 30mContour
Sun 2/153:10 pmOWB - ORD
Nonstop1h 35mContour
Deal found 1/3$109
This Contour deal was found by Cheapflights users on 1/4. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/249:40 amORD - OWB
Nonstop1h 30mContour
Sun 1/253:10 pmOWB - ORD
Nonstop1h 35mContour
Deal found 1/4$119
This Booking.com deal was found by Cheapflights users on 1/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/1610:55 amORD - OWB
Nonstop1h 30mContour
Mon 1/198:40 amOWB - ORD
Nonstop1h 35mContour
Deal found 1/5$134
This Expedia deal was found by Cheapflights users on 1/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/319:25 amORD - CVG
1 stop8h 02mFrontier
Sat 2/79:00 amCVG - ORD
1 stop25h 10mFrontier
Deal found 1/3$144
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/612:07 pmORD - CVG
1 stop7h 46mFrontier
Sun 2/85:47 pmCVG - ORD
1 stop7h 12mFrontier
Deal found 1/3$151
This United Airlines deal was found by Cheapflights users on 1/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/2410:50 amORD - SDF
Nonstop1h 38mUnited Airlines
Tue 1/275:35 amSDF - ORD
Nonstop1h 44mUnited Airlines
Deal found 1/2$152
This Kiwi.com deal was found by Cheapflights users on 1/4. 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 2/212:05 pmORD - IND
1 stop22h 21mMultiple Airlines
Mon 2/98:26 pmIND - ORD
1 stop15h 56mMultiple Airlines
Deal found 1/4$152
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/174:43 pmORD - IND
1 stop25h 40mSpirit Airlines
Tue 2/245:45 amIND - ORD
1 stop14h 26mSpirit Airlines
Deal found 1/3$155
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/1912:44 pmORD - CVG
1 stop11h 15mMultiple Airlines
Thu 2/266:54 pmCVG - ORD
1 stop21h 00mMultiple Airlines
Deal found 1/5$156
This Kiwi.com deal was found by Cheapflights users on 1/4. 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 2/35:32 pmORD - IND
1 stop28h 16mMultiple Airlines
Tue 2/1012:21 pmIND - ORD
1 stop28h 31mMultiple Airlines
Deal found 1/4$158
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/28:43 pmORD - IND
1 stop25h 05mSpirit Airlines
Mon 2/98:26 pmIND - ORD
1 stop15h 56mSpirit Airlines
Deal found 1/3$159

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 January 5, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$105
(Mytrip)

One-way from

$54
(Booking.com)

Popular in

December

Cheapest in

August

Average price

$478

Good round-trip deal

$291 or less

Good one-way deal

$163 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. 22% potential increase in price ($99 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 5, 2026.
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

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Sun 1/18

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Thu 1/22

3:10 pm-4:45 pm

Nonstop1h 35m

$106

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Sun 1/18

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Wed 1/21

8:40 am-10:15 am

Nonstop1h 35m

$106

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Fri 1/23

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Sun 1/25

3:10 pm-4:45 pm

Nonstop1h 35m

$106

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Sat 1/24

9:40 am-11:10 am

Nonstop1h 30m

Owensboro Daviess County

Sun 1/25

8:40 am-10:15 am

Nonstop1h 35m

$119

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Thu 3/12

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Sat 3/21

1:55 pm-3:30 pm

Nonstop1h 35m

$119

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Tue 1/20

9:40 am-11:10 am

Nonstop1h 30m

Owensboro Daviess County

Sat 1/24

1:55 pm-3:30 pm

Nonstop1h 35m

$119

ChicagoOwensboro

ORD - OWB

ORDOWB

Chicago O'Hare Intl

Thu 2/12

10:55 am-12:25 pm

Nonstop1h 30m

Owensboro Daviess County

Mon 2/16

8:40 am-10:15 am

Nonstop1h 35m

$119

ChicagoLouisville

ORD - SDF

ORDSDF

Chicago O'Hare Intl

Sat 1/24

10:50 am-1:28 pm

Nonstop1h 38m

Louisville Intl

Tue 1/27

5:35 am-6:19 am

Nonstop1h 44m

$152

ChicagoIndianapolis

ORD - IND

ORDIND

Chicago O'Hare Intl

Mon 2/2

12:05 pm-11:26 am

1 stop22h 21m

Indianapolis

Mon 2/9

8:26 pm-11:22 am

1 stop15h 56m

$152

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Thu 2/19

12:44 pm-12:59 am

1 stop11h 15m

Cincinnati Cinci./N. Kentucky

Thu 2/26

6:54 pm-2:54 pm

1 stop21h 00m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/2

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, January is the cheapest month in which you can book a flight from Chicago to Indiana (average of $163). Flying from Chicago to Indiana in December is currently the most expensive (average of $263). 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 January 5, 2026.

It’s optimal to fly from Chicago to Indiana at noon. By choosing this option you can save up to 30% 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 January 3, 2026.

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 evenings 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 January 5, 2026.
Get a feel of what it's like to fly with Southwest, 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.
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,138 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,079 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 30m. The distance between Chicago and Indiana is about 295 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 $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 - 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 (80%), Turkish Airlines (72%) and Air Canada (69%).

  • 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 - Cincinnati Cinci./N. Kentucky) can be booked for $170 on average, our data indicates $328 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, January is the cheapest month in which you can book a flight from Chicago to Indiana (average of $163). Flying from Chicago to Indiana in December is currently the most expensive (average of $263). 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 January 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$321FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$307FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$190Average$208FlexibilityNo cancel feeOn-timeN/A

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