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$64+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IND
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
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 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/24. 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 2/126:25 am
MDW
-
IND
1 stop11h 06m
Frontier
Mon 2/168:02 pm
IND
-
MDW
1 stop24h 05m
Frontier
Deal found 1/24$133
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 2/236:51 pm
ORD
-
IND
1 stop27h 34m
Multiple Airlines
Mon 3/27:31 pm
IND
-
ORD
1 stop16h 20m
Multiple Airlines
Deal found 1/24$134
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/246:51 pm
ORD
-
IND
1 stop27h 34m
Spirit Airlines
Tue 3/36:00 am
IND
-
ORD
1 stop19h 40m
Spirit Airlines
Deal found 1/25$135
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/177:30 am
MDW
-
IND
1 stop14h 45m
Multiple Airlines
Tue 3/246:00 am
IND
-
MDW
1 stop8h 02m
Multiple Airlines
Deal found 1/25$140
This Expedia deal was found by Cheapflights users on 1/26. 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.
Mon 2/911:51 am
ORD
-
CVG
1 stop25h 19m
Frontier
Wed 2/188:15 am
CVG
-
ORD
1 stop27h 31m
Frontier
Deal found 1/26$144
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 3/25:05 am
ORD
-
IND
1 stop12h 26m
Multiple Airlines
Tue 3/108:18 pm
IND
-
ORD
1 stop15h 18m
Multiple Airlines
Deal found 1/24$145
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 2/125:05 am
ORD
-
IND
1 stop12h 26m
Multiple Airlines
Tue 2/178:18 pm
IND
-
ORD
1 stop16h 04m
Multiple Airlines
Deal found 1/24$146
This Frontier deal was found by Cheapflights users on 1/25. 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 2/196:15 am
MDW
-
CVG
1 stop9h 22m
Frontier
Mon 2/231:07 pm
CVG
-
MDW
1 stop7h 40m
Frontier
Deal found 1/25$148
This Frontier deal was found by Cheapflights users on 1/25. 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 2/1911:41 am
ORD
-
CVG
1 stop12h 18m
Frontier
Mon 2/231:07 pm
CVG
-
ORD
1 stop10h 32m
Frontier
Deal found 1/25$148
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/186:02 pm
ORD
-
CVG
1 stop22h 30m
Frontier
Sun 2/221:07 pm
CVG
-
ORD
1 stop22h 44m
Frontier
Deal found 1/26$152
This Kiwi.com deal was found by Cheapflights users on 1/24. 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.
Sat 2/146:00 am
MDW
-
CVG
1 stop16h 33m
Frontier
Mon 2/168:49 pm
CVG
-
MDW
2 stops23h 18m
Frontier
Deal found 1/24$155
This Southwest deal was found by Cheapflights users on 1/25. 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.
Sat 3/710:05 am
MDW
-
IND
Nonstop1h 05m
Southwest
Mon 3/96:40 am
IND
-
MDW
Nonstop1h 00m
Southwest
Deal found 1/25$157

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 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$133
(Kiwi.com)

One-way from

$64
(Priceline)

Popular in

December

Cheapest in

August

Average price

$409

Good round-trip deal

$301 or less

Good one-way deal

$184 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. 19% potential increase in price ($79 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 26, 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

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Thu 2/12

6:25 am-6:31 pm

1 stop11h 06m

Indianapolis

Mon 2/16

8:02 pm-7:07 pm

1 stop24h 05m

$133

ChicagoIndianapolis

ORD - IND

ORDIND

Chicago O'Hare Intl

Mon 2/23

6:51 pm-11:25 pm

1 stop27h 34m

Indianapolis

Mon 3/2

7:31 pm-10:51 am

1 stop16h 20m

$134

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Tue 3/17

7:30 am-11:15 pm

1 stop14h 45m

Indianapolis

Tue 3/24

6:00 am-1:02 pm

1 stop8h 02m

$140

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Thu 2/26

6:25 am-5:32 pm

1 stop10h 07m

Cincinnati Cinci./N. Kentucky

Mon 3/2

1:07 pm-7:47 pm

1 stop7h 40m

$148

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Thu 2/19

9:05 am-5:32 pm

1 stop7h 27m

Cincinnati Cinci./N. Kentucky

Mon 2/23

1:07 pm-10:29 pm

1 stop10h 22m

$148

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Tue 3/17

7:30 am-11:15 pm

1 stop14h 45m

Indianapolis

Thu 3/19

6:00 am-1:02 pm

1 stop8h 02m

$159

ChicagoIndianapolis

ORD - IND

ORDIND

Chicago O'Hare Intl

Tue 3/10

7:00 am-10:48 pm

1 stop14h 48m

Indianapolis

Tue 3/17

6:15 am-7:46 pm

1 stop14h 31m

$165

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Sat 3/7

6:30 am-12:20 pm

1 stop4h 50m

Indianapolis

Mon 3/9

5:50 pm-5:50 pm

Nonstop1h 00m

$167

ChicagoIndianapolis

ORD - IND

ORDIND

Chicago O'Hare Intl

Mon 3/2

8:16 pm-11:25 pm

2 stops26h 09m

Indianapolis

Tue 3/10

8:18 pm-10:36 am

1 stop15h 18m

$167

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Mon 2/23

1:01 pm-3:28 pm

Nonstop1h 27m

Cincinnati Cinci./N. Kentucky

Thu 2/26

8:35 am-9:10 am

Nonstop1h 35m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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 $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 26, 2026.

It’s optimal to fly from Chicago to Indiana at noon. By choosing this option you can save up to 23% 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 24, 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.

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 January 26, 2026.

The most flights from CHI to USIN are scheduled on a Monday (56 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (37 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 January 26, 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
4,268 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
9,199 reviews
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
11,189 reviews
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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 4h 50m. The distance between Chicago and Indiana is about 162 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 (90%), Air Canada (76%) and Air New Zealand (72%).

  • What are the cheapest flights from Chicago to Indiana?

    Looking at all options, your cheapest flight can be booked for $96. While the most popular route (Chicago O'Hare Intl - Cincinnati Cinci./N. Kentucky) can be booked for $165 on average, our data indicates $307 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 $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 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$335FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$307FlexibilityNo cancel feeOn-time71%
Southern / MokuleleCheapest$190Average$208FlexibilityNo cancel feeOn-timeN/A

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