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$64+ Cheap flights from Indiana to Chicago (CHI)

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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Indiana to Chicago

Cheapest flights from Indiana to Chicago
Explore the most affordable flight options available from Indiana to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/17. 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 12/252:00 pmSDF - ORD
Nonstop1h 43mUnited Airlines
Thu 1/12:51 pmORD - SDF
Nonstop1h 37mUnited Airlines
Deal found 12/17$175
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/314:45 pmFWA - ORD
Nonstop1h 25mUnited Airlines
Sat 1/310:42 amORD - FWA
Nonstop1h 16mUnited Airlines
Deal found 12/15$209
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/316:28 amDAY - ORD
Nonstop1h 44mUnited Airlines
Sat 1/32:23 pmORD - DAY
Nonstop1h 23mUnited Airlines
Deal found 12/17$209
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/245:45 pmCVG - ORD
Nonstop1h 40mUnited Airlines
Wed 12/3110:54 amORD - CVG
Nonstop1h 23mUnited Airlines
Deal found 12/17$211
This Frontier deal was found by Cheapflights users on 12/16. 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.
Tue 12/232:50 pmCVG - ORD
1 stop8h 34mFrontier
Thu 12/2512:39 pmORD - CVG
1 stop5h 39mFrontier
Deal found 12/16$213
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/258:05 amSDF - ORD
Nonstop1h 40mAmerican Airlines
Thu 1/14:05 pmORD - SDF
1 stop7h 11mAmerican Airlines
Deal found 12/17$215
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/308:59 amDAY - ORD
Nonstop1h 29mAmerican Airlines
Sun 1/49:29 pmORD - DAY
Nonstop1h 21mAmerican Airlines
Deal found 12/17$224
This Delta deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:06 pmCVG - MDW
1 stop5h 16mDelta
Thu 1/16:08 pmMDW - CVG
1 stop3h 49mDelta
Deal found 12/16$231
This Delta deal was found by Cheapflights users on 12/16. 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.
Wed 12/246:06 pmCVG - ORD
1 stop6h 56mDelta
Wed 12/315:31 pmORD - CVG
1 stop5h 49mDelta
Deal found 12/16$231
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/315:40 amSDF - ORD
Nonstop1h 44mUnited Airlines
Thu 1/17:52 pmORD - SDF
Nonstop1h 38mUnited Airlines
Deal found 12/16$235
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/251:44 pmFWA - ORD
Nonstop1h 26mUnited Airlines
Sun 12/286:15 pmORD - FWA
Nonstop1h 29mUnited Airlines
Deal found 12/16$237
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/276:00 amFWA - ORD
Nonstop1h 19mAmerican Airlines
Mon 12/294:20 pmORD - FWA
Nonstop1h 08mAmerican Airlines
Deal found 12/16$239

Find flight deals from Indiana to Chicago

Keep the following information in mind while searching for Indiana to Chicago flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$125
(Kiwi.com)

One-way from

$64
(Expedia)

Popular in

November

Cheapest in

August

Average price

$244

Good round-trip deal

$265 or less

Good one-way deal

$194 or less
Provider with most accurate pricing for Indianapolis-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-Chicago (CHI) flights.
Search Deals
From Indiana to Chicago (CHI)
Search Deals
One-way flight from Indiana to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Indiana to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Indiana to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indiana to Chicago 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 December 18, 2025.
Use the filters below to find and compare flights from Indiana to Chicago that are best for you.

Fly from

Indiana

Fly to

Chicago

Route

Depart

Return

Price

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 2/23

7:31 pm-10:51 am

1 stop16h 20m

Chicago O'Hare Intl

Thu 2/26

5:05 am-6:31 pm

1 stop12h 26m

$151

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 1/12

2:05 pm-2:49 pm

Nonstop1h 44m

Chicago O'Hare Intl

Tue 1/13

5:50 pm-8:28 pm

Nonstop1h 38m

$152

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 1/13

11:54 am-5:52 pm

1 stop6h 58m

Chicago O'Hare Intl

Tue 1/20

2:53 pm-10:20 pm

2 stops30h 27m

$158

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Sun 3/1

9:27 pm-9:34 pm

1 stop25h 07m

Chicago O'Hare Intl

Wed 3/4

7:13 pm-4:37 pm

1 stop20h 24m

$159

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Sat 1/10

6:00 am-10:42 pm

1 stop17h 42m

Chicago O'Hare Intl

Mon 1/12

4:38 pm-11:26 am

1 stop17h 48m

$161

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 1/22

12:38 pm-10:46 pm

1 stop11h 08m

Chicago O'Hare Intl

Mon 1/26

5:40 am-11:43 am

1 stop5h 03m

$162

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 2/5

8:26 pm-11:22 am

1 stop15h 56m

Chicago O'Hare Intl

Sat 2/21

12:06 pm-10:48 pm

1 stop9h 42m

$162

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 2/19

1:07 pm-10:39 pm

1 stop10h 32m

Chicago O'Hare Intl

Mon 2/23

3:50 pm-12:59 am

1 stop8h 09m

$162

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 1/8

8:26 pm-11:22 am

1 stop15h 56m

Chicago O'Hare Intl

Mon 1/12

4:38 pm-11:26 am

1 stop17h 48m

$164

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Wed 1/7

12:38 pm-11:22 am

1 stop23h 44m

Chicago O'Hare Intl

Mon 1/12

4:38 pm-11:26 am

1 stop17h 48m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 60 results
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Best time to book a flight from Indiana to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Indiana 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 Indiana to Chicago

What is the cheapest month to book a flight from Indiana to Chicago?

Currently, February is the cheapest month in which you can book a flight from Indiana to Chicago (average of $127). Flying from Indiana to Chicago in November is currently the most expensive (average of $194). 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 IN to CHI?

Find hourly flight availability from Indiana to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s typically best to fly out from Indiana to Chicago in the morning. Doing so could potentially save you 34% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Indiana to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Indiana to Chicago. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Indiana to Chicago flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Indiana to Chicago. 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 Indiana to Chicago?

    For as low as $152, Frontier can have you in Chicago from Indiana in 1h 44m. There are 287 mi between Indiana and Chicago. This flight may include one or multiple stops.

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

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $476. However, be on the lookout for offers from Air Canada and Japan Airlines, as they are both options that can get you from Indiana to Chicago for a low price.

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

    While some choose either Louisville Intl - Chicago O'Hare Intl or Indianapolis - Chicago O'Hare Intl, Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl is the most popular route from Indiana to Chicago.

  • What are the most reliable airlines from Indiana to Chicago?

    The top 3 most reliable airlines when flying from Indiana to Chicago are Envoy Air (81%), Copa Airlines (79%) and Royal Jordanian (75%).

  • What are the cheapest flights from Indiana to Chicago?

    Looking at all options, your cheapest flight can be booked for $114. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl) can be booked for $133 on average, our data indicates $942 when flying from Indiana to Chicago.

  • Can I find deals for flights from Indiana to Chicago that include hotel bookings?

    Yes. In addition to deals on Indiana to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Indiana to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Indiana to Chicago.

  • Can I find deals for business class flights from Indiana to Chicago?

    Yes. Cheapflights offers flight deals from Indiana to Chicago 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 Indiana to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Indiana to Chicago (average of $127). Flying from Indiana to Chicago in November is currently the most expensive (average of $194). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Indiana to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Indiana to Chicago

Discover the top 3 airlines that operate flights from Indiana to Chicago. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$137Average$311FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$160Average$250FlexibilityNo cancel feeOn-time69%
Southern / MokuleleCheapest$189Average$302FlexibilityNo cancel feeOn-timeN/A

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