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$70+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Apr 17 — Apr 241
Fri 4/17
Fri 4/24
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 March 18, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:00 am
IND
-
MDW
1 stop8h 00m
Multiple Airlines
Wed 4/152:15 pm
MDW
-
IND
1 stop20h 17m
Multiple Airlines
Deal found 3/17$138
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:17 pm
IND
-
MDW
1 stop8h 14m
Frontier
Thu 4/232:15 pm
MDW
-
IND
1 stop19h 17m
Frontier
Deal found 3/17$144
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Tue 4/1410:30 am
IND
-
ORD
Nonstop1h 21m
United Airlines
Tue 4/213:35 pm
ORD
-
IND
Nonstop1h 13m
United Airlines
Deal found 3/17$157
This Southwest deal was found by Cheapflights users on 3/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/145:10 pm
IND
-
MDW
Nonstop1h 00m
Southwest
Wed 4/158:40 pm
MDW
-
IND
Nonstop1h 10m
Southwest
Deal found 3/17$157
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:17 pm
IND
-
ORD
1 stop11h 22m
Multiple Airlines
Sun 4/1911:28 am
ORD
-
IND
1 stop22h 06m
Multiple Airlines
Deal found 3/16$164
This Southwest deal was found by Cheapflights users on 3/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1411:05 am
IND
-
MDW
1 stop6h 50m
Southwest
Tue 4/2110:00 am
MDW
-
IND
Nonstop1h 05m
Southwest
Deal found 3/17$167
This Southwest deal was found by Cheapflights users on 3/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:20 am
IND
-
ORD
1 stop5h 50m
Southwest
Tue 4/212:40 pm
ORD
-
IND
1 stop5h 25m
Southwest
Deal found 3/17$177
This Delta deal was found by Cheapflights users on 3/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:59 am
CVG
-
MDW
1 stop3h 48m
Delta
Tue 4/2810:41 am
MDW
-
CVG
1 stop5h 31m
Delta
Deal found 3/17$177
This Delta deal was found by Cheapflights users on 3/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/223:00 pm
CVG
-
ORD
1 stop4h 35m
Delta
Tue 4/285:15 am
ORD
-
CVG
1 stop5h 00m
Delta
Deal found 3/17$177
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:17 pm
IND
-
ORD
1 stop11h 22m
Frontier
Thu 4/234:28 pm
ORD
-
IND
1 stop17h 04m
Frontier
Deal found 3/17$178
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/1612:17 pm
IND
-
MDW
1 stop8h 14m
Frontier
Sun 4/196:00 am
MDW
-
IND
1 stop27h 34m
Frontier
Deal found 3/15$178
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:46 pm
CVG
-
ORD
1 stop16h 47m
Multiple Airlines
Mon 4/2711:28 am
ORD
-
CVG
1 stop6h 08m
Multiple Airlines
Deal found 3/17$178

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 March 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$138
(Kiwi.com)

One-way from

$70
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$439

Good round-trip deal

$264 or less

Good one-way deal

$178 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. 12% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 18, 2026.
Use the filters below to find and compare flights from Indiana to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 4/14

7:00 am-7:18 am

Nonstop1h 18m

Chicago O'Hare Intl

Tue 4/21

9:30 pm-11:39 pm

Nonstop1h 09m

$157

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Tue 4/14

11:05 am-3:05 pm

1 stop5h 00m

Chicago Midway

Tue 4/21

8:40 pm-10:50 pm

Nonstop1h 10m

$167

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Tue 4/14

2:08 pm-4:18 pm

1 stop3h 10m

Chicago O'Hare Intl

Tue 4/21

7:43 pm-12:07 am

1 stop3h 24m

$177

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 5/26

7:35 pm-7:50 pm

Nonstop1h 15m

Chicago Midway

Thu 5/28

7:00 pm-9:10 pm

Nonstop1h 10m

$191

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 5/6

7:35 pm-7:50 pm

Nonstop1h 15m

Chicago Midway

Thu 5/7

5:30 am-11:50 am

1 stop5h 20m

$201

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 5/14

6:50 pm-11:30 pm

1 stop5h 40m

Chicago Midway

Sat 5/16

2:15 pm-8:45 pm

1 stop5h 30m

$211

Fort WayneChicago

FWA - ORD

FWAORD

Fort Wayne

Fri 8/14

11:14 am-11:25 am

Nonstop1h 11m

Chicago O'Hare Intl

Thu 8/20

2:55 pm-5:18 pm

Nonstop1h 23m

$219

DaytonChicago

DAY - ORD

DAYORD

Dayton

Sun 4/26

9:15 pm-9:47 pm

Nonstop1h 32m

Chicago O'Hare Intl

Sat 5/2

2:40 pm-5:08 pm

Nonstop1h 28m

$219

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Thu 4/16

9:20 pm-9:48 pm

Nonstop1h 28m

Chicago O'Hare Intl

Thu 4/23

4:40 pm-6:53 pm

Nonstop1h 13m

$221

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Thu 4/9

6:00 pm-6:00 pm

Nonstop1h 00m

Chicago Midway

Mon 4/13

9:45 pm-11:55 pm

Nonstop1h 10m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/17

Showing 1-10 of 60 resultsSorted by cheapest first
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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 March 18, 2026.

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 March 14, 2026.

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

Weekly flight availability from Indiana to Chicago

Explore weekly flight availability from Indiana to Chicago. 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 March 18, 2026.

The most flights from USIN to CHI are scheduled on a Monday (80 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (42 on average).

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 $157, United Airlines can have you in Chicago from Indiana in 1h 18m. There are 177 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 Southern / Mokulele, with whom users have recently found tickets for as low as $89. However, be on the lookout for offers from United Airlines and American 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 Dayton - Chicago O'Hare Intl or Louisville Intl - 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 Republic Airways (84%), GoJet (83%) and Copa Airlines (78%).

  • What are the cheapest flights from Indiana to Chicago?

    Looking at all options, your cheapest flight can be booked for $136. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl) can be booked for $166 on average, our data indicates $874 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 March 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$137Average$306FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$157Average$243FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$192Average$337FlexibilityNo cancel feeOn-time63%

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