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$63+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IND
Aug 15 — Aug 221
Sat 8/15
Sat 8/22
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 July 16, 2026.

This Southwest deal was found by Cheapflights users on 7/13. 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 8/68:05 am
MDW
-
CVG
Nonstop1h 20m
Southwest
Mon 8/107:00 pm
CVG
-
MDW
Nonstop1h 10m
Southwest
Deal found 7/13$157
This United Airlines deal was found by Cheapflights users on 7/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/69:20 pm
ORD
-
CVG
Nonstop1h 32m
United Airlines
Mon 8/106:12 pm
CVG
-
ORD
Nonstop1h 38m
United Airlines
Deal found 7/14$157
This Southwest deal was found by Cheapflights users on 7/13. 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.
Sat 8/226:10 pm
MDW
-
IND
Nonstop1h 00m
Southwest
Sat 8/296:50 am
IND
-
MDW
Nonstop1h 00m
Southwest
Deal found 7/13$157
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Mon 9/1411:45 am
ORD
-
IND
Nonstop1h 16m
American Airlines
Wed 9/168:52 pm
IND
-
ORD
Nonstop1h 37m
American Airlines
Deal found 7/11$157
This American Airlines deal was found by Cheapflights users on 7/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:56 am
ORD
-
CVG
Nonstop1h 28m
American Airlines
Mon 8/101:59 pm
CVG
-
ORD
Nonstop1h 40m
American Airlines
Deal found 7/12$158
This American Airlines deal was found by Cheapflights users on 7/11. 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 8/65:30 pm
ORD
-
IND
Nonstop1h 08m
American Airlines
Mon 8/105:04 am
IND
-
ORD
Nonstop1h 26m
American Airlines
Deal found 7/11$158
This American Airlines deal was found by Cheapflights users on 7/14. 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.
Sat 8/296:55 pm
ORD
-
CVG
Nonstop1h 23m
American Airlines
Sat 9/56:00 am
CVG
-
ORD
Nonstop1h 36m
American Airlines
Deal found 7/14$159
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:05 am
ORD
-
IND
1 stop27h 20m
Frontier
Mon 8/1012:20 pm
IND
-
ORD
1 stop8h 33m
Frontier
Deal found 7/15$159
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:59 pm
ORD
-
CVG
1 stop20h 22m
Frontier
Sun 8/3012:26 pm
CVG
-
ORD
1 stop20h 27m
Frontier
Deal found 7/15$160
This American Airlines deal was found by Cheapflights users on 7/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:50 am
ORD
-
IND
Nonstop1h 09m
American Airlines
Mon 11/29:03 pm
IND
-
ORD
Nonstop1h 32m
American Airlines
Deal found 7/12$160
This Southwest deal was found by Cheapflights users on 7/14. 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.
Sat 8/298:00 am
MDW
-
CVG
Nonstop1h 25m
Southwest
Sat 9/56:40 am
CVG
-
MDW
2 stops7h 40m
Southwest
Deal found 7/14$172
This Southwest deal was found by Cheapflights users on 7/13. 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.
Mon 9/215:30 am
MDW
-
IND
1 stop8h 20m
Southwest
Thu 9/245:00 pm
IND
-
MDW
Nonstop1h 05m
Southwest
Deal found 7/13$173

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 July 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$157
(Southwest)

One-way from

$63
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$373

Good round-trip deal

$352 or less

Good one-way deal

$158 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. 1% potential increase in price ($7 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 16, 2026.
Use the filters below to find and compare flights from Chicago to Indiana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Tue 8/18

5:55 pm-8:10 pm

Nonstop1h 15m

Cincinnati Cinci./N. Kentucky

Wed 8/19

7:15 pm-7:25 pm

Nonstop1h 10m

$157

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Thu 8/6

6:56 am-9:28 am

Nonstop1h 32m

Cincinnati Cinci./N. Kentucky

Tue 8/11

2:05 pm-2:39 pm

Nonstop1h 34m

$157

ChicagoCincinnati

MDW - CVG

MDWCVG

Chicago Midway

Wed 8/12

12:45 pm-2:55 pm

Nonstop1h 10m

Cincinnati Cinci./N. Kentucky

Mon 8/17

7:00 pm-7:10 pm

Nonstop1h 10m

$157

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Tue 8/18

9:00 am-11:26 am

Nonstop1h 26m

Cincinnati Cinci./N. Kentucky

Wed 8/19

12:29 pm-1:03 pm

Nonstop1h 34m

$157

ChicagoCincinnati

ORD - CVG

ORDCVG

Chicago O'Hare Intl

Mon 8/17

9:00 am-11:26 am

Nonstop1h 26m

Cincinnati Cinci./N. Kentucky

Mon 8/17

6:26 pm-7:00 pm

Nonstop1h 34m

$157
Quickest round-trip

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Mon 8/24

8:35 pm-10:35 pm

Nonstop1h 00m

Indianapolis

Mon 8/31

5:00 pm-5:05 pm

Nonstop1h 05m

$157

ChicagoIndianapolis

ORD - IND

ORDIND

Chicago O'Hare Intl

Thu 8/13

7:38 pm-10:00 pm

Nonstop1h 22m

Indianapolis

Thu 8/20

6:00 am-6:20 am

Nonstop1h 20m

$157

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Thu 8/27

7:30 am-12:40 pm

1 stop4h 10m

Indianapolis

Thu 9/3

5:00 pm-5:05 pm

Nonstop1h 05m

$167

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Mon 8/24

5:00 am-1:40 pm

1 stop7h 40m

Indianapolis

Tue 8/25

7:40 am-7:40 am

Nonstop1h 00m

$167

ChicagoIndianapolis

MDW - IND

MDWIND

Chicago Midway

Sat 8/8

10:10 am-12:10 pm

Nonstop1h 00m

Indianapolis

Sat 8/8

4:35 pm-8:30 pm

1 stop4h 55m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/15

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 $89). Flying from Chicago to Indiana in December is currently the most expensive (average of $223). 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 July 16, 2026.

It’s optimal to fly from Chicago to Indiana in the morning. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight in the evening.

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 July 16, 2026.

The most flights from CHI to USIN are scheduled on a Monday (77 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (57 on average).

How much does it cost to fly round-trip from Chicago to Indiana?

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 July 11, 2026.

Travelers seeking maximum savings on their Chicago to Indiana flight should consider departing on Thursday 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.

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 July 16, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican 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
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
9,993 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.1
Good
11,814 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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 249 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 American Airlines, which is currently one of the cheapest options available, starting at $78. United Airlines flights start at $88 while deals on Southwest start at $113 one-way.

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

    While some choose either Chicago O'Hare Intl - Louisville Intl 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 Envoy Air (95%), Japan Airlines (88%) and Royal Jordanian (83%).

  • What are the cheapest flights from Chicago to Indiana?

    Looking at all options, your cheapest flight can be booked for $78. While the most popular route (Chicago O'Hare Intl - Cincinnati Cinci./N. Kentucky) can be booked for $157 on average, our data indicates $582 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 $89). Flying from Chicago to Indiana in December is currently the most expensive (average of $223). 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 July 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$384FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$519FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$201Average$544FlexibilityNo cancel feeOn-time63%

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