HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$49+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Indiana to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Indiana to Chicago

Keep the following information in mind while searching for Indiana to Chicago flight deals. Data was last updated July 31, 2025.

Round-trip from

$97
(American Airlines)

One-way from

$49
(American Airlines)

Popular in

March

Cheapest in

December

Average price

$312

Good round-trip deal

$192 or less

Good one-way deal

$79 or less
From Indiana to Chicago (CHI)
Search Deals
One-way flight from Indiana to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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

Find 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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. 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 8/206:44 amSDF - ORD
Nonstop1h 46mAmerican Airlines
Wed 8/203:13 pmORD - SDF
Nonstop1h 25mAmerican Airlines
Deal found 7/29$97
This Southwest deal was found by Cheapflights users on 7/29. 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 9/27:15 amSDF - MDW
Nonstop1h 20mSouthwest
Tue 9/24:10 pmMDW - SDF
Nonstop1h 15mSouthwest
Deal found 7/29$97
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 8/227:36 pmSDF - ORD
Nonstop1h 49mUnited Airlines
Sat 8/234:25 pmORD - SDF
Nonstop1h 33mUnited Airlines
Deal found 7/30$155
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/66:00 amIND - ORD
1 stop19h 32mFrontier
Tue 8/127:00 amORD - IND
1 stop16h 43mFrontier
Deal found 7/30$165
This Southwest deal was found by Cheapflights users on 7/29. 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 9/233:20 pmSDF - ORD
1 stop7h 10mSouthwest
Wed 9/241:50 pmORD - SDF
1 stop5h 05mSouthwest
Deal found 7/29$174
This American Airlines deal was found by Cheapflights users on 7/30. 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 8/202:47 pmCVG - ORD
Nonstop1h 30mAmerican Airlines
Sat 8/238:47 amORD - CVG
Nonstop1h 27mAmerican Airlines
Deal found 7/30$176
This United Airlines deal was found by Cheapflights users on 7/30. 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 8/272:20 pmIND - ORD
Nonstop1h 17mUnited Airlines
Wed 9/32:20 pmORD - IND
Nonstop1h 12mUnited Airlines
Deal found 7/30$177
This Southwest deal was found by Cheapflights users on 7/31. 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 8/304:05 pmIND - MDW
Nonstop1h 10mSouthwest
Mon 9/18:55 pmMDW - IND
Nonstop1h 00mSouthwest
Deal found 7/31$177
This Delta deal was found by Cheapflights users on 7/29. 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.
Tue 9/166:00 amSDF - ORD
1 stop5h 10mDelta
Tue 9/235:30 amORD - SDF
1 stop5h 13mDelta
Deal found 7/29$177
This Delta deal was found by Cheapflights users on 7/29. 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.
Tue 9/166:00 amSDF - MDW
1 stop4h 40mDelta
Sat 9/206:15 pmMDW - SDF
1 stop3h 29mDelta
Deal found 7/29$177
This Southwest deal was found by Cheapflights users on 7/30. 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.
Wed 8/202:50 pmCVG - MDW
Nonstop1h 10mSouthwest
Sat 8/239:45 amMDW - CVG
Nonstop1h 10mSouthwest
Deal found 7/30$177
This Frontier deal was found by Cheapflights users on 7/30. 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.
Fri 9/56:05 amCVG - MDW
1 stop7h 39mFrontier
Mon 9/84:48 pmMDW - CVG
1 stop7h 52mFrontier
Deal found 7/30$178

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 July 31, 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

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Wed 8/20

6:44 am-7:30 am

Nonstop1h 46m

Chicago O'Hare Intl

Wed 8/20

3:13 pm-5:38 pm

Nonstop1h 25m

$97

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Tue 9/2

7:15 am-7:35 am

Nonstop1h 20m

Chicago Midway

Tue 9/2

4:10 pm-6:25 pm

Nonstop1h 15m

$97

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Fri 8/22

7:36 pm-8:25 pm

Nonstop1h 49m

Chicago O'Hare Intl

Sat 8/23

4:25 pm-6:58 pm

Nonstop1h 33m

$155

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Sat 9/27

5:01 pm-9:37 am

1 stop17h 36m

Chicago O'Hare Intl

Sat 10/11

7:20 am-3:34 pm

1 stop7h 14m

$165

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 9/23

3:20 pm-9:30 pm

1 stop7h 10m

Chicago O'Hare Intl

Wed 9/24

1:50 pm-7:55 pm

1 stop5h 05m

$174

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 8/20

2:47 pm-3:17 pm

Nonstop1h 30m

Chicago O'Hare Intl

Sat 8/23

8:47 am-11:14 am

Nonstop1h 27m

$176

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 9/16

6:00 am-10:10 am

1 stop5h 10m

Chicago O'Hare Intl

Tue 9/23

5:30 am-11:43 am

1 stop5h 13m

$177

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Wed 8/27

2:20 pm-2:37 pm

Nonstop1h 17m

Chicago O'Hare Intl

Wed 9/3

2:20 pm-4:32 pm

Nonstop1h 12m

$177

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Tue 9/16

6:00 am-9:40 am

1 stop4h 40m

Chicago Midway

Sat 9/20

6:15 pm-10:44 pm

1 stop3h 29m

$177

IndianapolisChicago

IND - MDW

INDMDW

Indianapolis

Sat 8/30

4:05 pm-4:15 pm

Nonstop1h 10m

Chicago Midway

Mon 9/1

8:55 pm-10:55 pm

Nonstop1h 00m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 60 results
1
2
3
...
6

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, August is the cheapest month in which you can book a flight from Indiana to Chicago (average of $245). Flying from Indiana to Chicago in March is currently the most expensive (average of $321). 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 July 31, 2025.

When flying from Indiana to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 31, 2025.

The most flights from USIN to CHI are scheduled on a Thursday (72 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated July 31, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Indiana to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,902 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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 $49. However, be on the lookout for offers from Southwest and United 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 GoJet (97%), Qatar Airways (96%) and Envoy Air (94%).

  • What are the cheapest flights from Indiana to Chicago?

    Looking at all options, your cheapest flight can be booked for $122. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl) can be booked for $177 on average our data indicates $1,922 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, August is the cheapest month in which you can book a flight from Indiana to Chicago (average of $245). Flying from Indiana to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Indiana to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Seattle to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Boston to O'Hare Intl flights
Baltimore to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Newark to Midway flights
Ontario to O'Hare Intl flights
LaGuardia to Midway flights
Dallas/Fort Worth to Midway flights
Santa Ana to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Atlanta to Midway flights
Dulles Intl to Midway flights
Denver to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Burbank to O'Hare Intl flights
Austin to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Baltimore to Midway flights
Hobby to O'Hare Intl flights
Love Field to O'Hare Intl flights
Miami to O'Hare Intl flights
San Diego to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
San Jose to O'Hare Intl flights
Portland to O'Hare Intl flights
Nashville to O'Hare Intl flights
Philadelphia to Midway flights
Hobby to Midway flights
Orlando to O'Hare Intl flights
Minneapolis to Midway flights
Oakland to O'Hare Intl flights
Los Angeles to Midway flights
San Francisco to Midway flights
Tampa to O'Hare Intl flights
Boston to Midway flights
Las Vegas to O'Hare Intl flights
Love Field to Midway flights
Reagan-National to Midway flights

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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$161Average$309FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$276FlexibilityNo cancel feeOn-time69%
Southern / MokuleleCheapest$189Average$229FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.