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$53+ 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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$110
(Frontier)

One-way from

$53
(Mytrip)

Popular in

February

Cheapest in

December

Average price

$337

Good round-trip deal

$189 or less

Good one-way deal

$125 or less
Provider with most accurate pricing for Indianapolis-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Indianapolis-Chicago (CHI) flights.
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From Indiana to Chicago (CHI)
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One-way flight from Indiana to Chicago (CHI)
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Highest demand for flights based on searches. 8% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Indiana to Chicago (CHI).
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Price to beat on a one-way flight from Indiana to Chicago (CHI).
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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 February 20, 2025.

This Frontier deal was found by Cheapflights users on 2/20. 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.
Wed 3/128:55 amIND - ORD
1 stop8h 36mFrontier
Tue 4/19:22 amORD - IND
1 stop6h 02mFrontier
Deal found 2/20$110
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/148:57 pmSDF - ORD
Nonstop1h 33mAmerican Airlines
Mon 4/218:25 pmORD - SDF
Nonstop1h 35mAmerican Airlines
Deal found 2/20$117
This Southwest deal was found by Cheapflights users on 2/20. 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 4/141:05 pmSDF - MDW
Nonstop1h 15mSouthwest
Thu 4/172:05 pmMDW - SDF
Nonstop1h 10mSouthwest
Deal found 2/20$117
This United Airlines deal was found by Cheapflights users on 2/20. 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 3/1110:15 amSDF - ORD
Nonstop1h 48mUnited Airlines
Wed 3/128:00 pmORD - SDF
Nonstop1h 31mUnited Airlines
Deal found 2/20$118
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/196:59 pmIND - ORD
1 stop13h 35mSpirit Airlines
Wed 3/265:55 amORD - IND
1 stop11h 08mSpirit Airlines
Deal found 2/19$123
This Southwest deal was found by Cheapflights users on 2/20. 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 3/118:55 amSDF - ORD
1 stop5h 10mSouthwest
Wed 3/127:30 amORD - SDF
1 stop6h 20mSouthwest
Deal found 2/20$137
This Justfly.com deal was found by Cheapflights users on 2/19. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/76:59 pmIND - ORD
1 stop13h 35mMultiple Airlines
Mon 4/1410:20 amORD - IND
1 stop5h 44mMultiple Airlines
Deal found 2/19$139
This Booking.com deal was found by Cheapflights users on 2/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/187:10 amCVG - MDW
1 stop9h 03mFrontier
Wed 3/193:14 pmMDW - CVG
1 stop15h 09mFrontier
Deal found 2/19$140
This Frontier deal was found by Cheapflights users on 2/20. 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.
Wed 4/94:31 pmCVG - ORD
1 stop9h 06mFrontier
Fri 4/114:26 pmORD - CVG
1 stop11h 57mFrontier
Deal found 2/20$140
This Southwest deal was found by Cheapflights users on 2/19. 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 3/61:15 pmCVG - MDW
1 stop4h 50mSouthwest
Mon 3/102:35 pmMDW - CVG
2 stops8h 40mSouthwest
Deal found 2/19$142
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 4/76:20 pmCVG - ORD
Nonstop1h 28mUnited Airlines
Fri 4/112:58 pmORD - CVG
Nonstop1h 26mUnited Airlines
Deal found 2/20$142
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 5/27:18 amCVG - ORD
Nonstop1h 26mAmerican Airlines
Mon 5/510:12 pmORD - CVG
Nonstop1h 23mAmerican Airlines
Deal found 2/20$162

Find flights from Indiana to Chicago within your budget

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 February 20, 2025.

Fly from

Indiana

Fly to

Chicago

Route

Depart

Return

Price

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Wed 3/12

8:55 am-4:31 pm

1 stop8h 36m

Chicago O'Hare Intl

Tue 4/1

9:22 am-4:24 pm

1 stop6h 02m

$110

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Mon 4/14

8:57 pm-9:30 pm

Nonstop1h 33m

Chicago O'Hare Intl

Mon 4/21

8:25 pm-11:00 pm

Nonstop1h 35m

$117

LouisvilleChicago

SDF - MDW

SDFMDW

Louisville Intl

Mon 4/14

1:05 pm-1:20 pm

Nonstop1h 15m

Chicago Midway

Mon 4/21

9:10 am-11:20 am

Nonstop1h 10m

$117

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 3/11

10:15 am-11:03 am

Nonstop1h 48m

Chicago O'Hare Intl

Wed 3/12

8:00 pm-10:31 pm

Nonstop1h 31m

$118

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Wed 3/5

7:02 pm-7:44 am

1 stop13h 42m

Chicago O'Hare Intl

Tue 3/11

5:55 am-6:03 pm

1 stop11h 08m

$132

LouisvilleChicago

SDF - ORD

SDFORD

Louisville Intl

Tue 3/11

8:55 am-1:05 pm

1 stop5h 10m

Chicago O'Hare Intl

Wed 3/12

7:30 am-2:50 pm

1 stop6h 20m

$137

IndianapolisChicago

IND - ORD

INDORD

Indianapolis

Mon 4/7

6:59 pm-7:34 am

1 stop13h 35m

Chicago O'Hare Intl

Mon 4/14

10:20 am-5:04 pm

1 stop5h 44m

$139

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 3/18

7:10 am-3:13 pm

1 stop9h 03m

Chicago Midway

Wed 3/19

3:14 pm-7:23 am

1 stop15h 09m

$140

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 4/9

4:31 pm-12:37 am

1 stop9h 06m

Chicago O'Hare Intl

Fri 4/11

4:26 pm-5:23 am

1 stop11h 57m

$140

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 4/7

6:20 pm-6:48 pm

Nonstop1h 28m

Chicago O'Hare Intl

Fri 4/11

2:58 pm-5:24 pm

Nonstop1h 26m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Indiana to Chicago

Get recent, data-driven insights about flights from Indiana to Chicago including ideal travel times, pricing trends, and more.

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 February 20, 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 February 20, 2025.

The most flights from USIN to CHI are scheduled on a Thursday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (35 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 February 20, 2025.
To help decide which airline to fly from Indiana to Chicago, see what other customers have to say about Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Allegiant Air
7.3
Good
765 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Spirit Airlines, with whom users have recently found tickets for as low as $53. However, be on the lookout for offers from Frontier 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 Turkish Airlines (100%), Emirates (95%) and Copa Airlines (88%).

  • What are the cheapest flights from Indiana to Chicago?

    Looking at all options, your cheapest flight can be booked for $126. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl) can be booked for $118 on average our data indicates $1,035 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 Indiana?

Book flights to Indiana if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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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Seattle to Midway flights
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Newark to St. Louis flights
Portland to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Minneapolis to Midway flights
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Philadelphia to Midway flights
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Oakland to O'Hare Intl flights
Dulles Intl to St. Louis flights
Denver 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$178Average$318FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$278FlexibilityNo cancel feeOn-time69%
Southern / MokuleleCheapest$189Average$218FlexibilityNo cancel feeOn-timeN/A
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