IND offers fast security lines with an average wait time of less than 3 minutes, making it ideal for business travelers.
$79+ Cheap flights from Indianapolis (IND) 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
IND — CHI
Jul 8 — Jul 151
1 adult, Economy
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Find cheap flights from Indianapolis 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.Cheapflights Tip: The best prices from Indianapolis to Chicago are usually found in December or January, booked 73 days in advance, depart on a Thursday or Friday and return on a Saturday
Cheap flight deals from Indianapolis to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Indianapolis (IND) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 3, 2025.
Round-trip from | $122 (Priceline) |
|---|---|
One-way from | $79 (Southwest) |
Popular in | March |
Cheapest in | December |
Average price | $298 |
Good round-trip deal | $250 or less |
Good one-way deal | $173 or less |
Find flight deals from Indianapolis to Chicago
Cheapest flights from Indianapolis to ChicagoExplore the most affordable flight options available from Indianapolis to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.
Explore the most affordable flight options available from Indianapolis to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/13:30 pmIND - ORD
1 stop9h 52mFrontier
Fri 8/85:01 amORD - IND
1 stop8h 43mFrontier
Deal found 7/2![Frontier logo]()
$122
This American Airlines deal was found by Cheapflights users on 7/1. 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 11/45:47 pmIND - ORD
Nonstop1h 13mAmerican Airlines
Wed 11/198:00 amORD - IND
Nonstop1h 09mAmerican Airlines
Deal found 7/1![American Airlines logo]()
$137
This Southwest deal was found by Cheapflights users on 7/1. 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 8/75:15 pmIND - MDW
Nonstop1h 05mSouthwest
Mon 8/118:55 pmMDW - IND
Nonstop1h 00mSouthwest
Deal found 7/1![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 7/2. 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 8/266:20 amIND - ORD
1 stop5h 25mSouthwest
Wed 8/271:30 pmORD - IND
1 stop7h 10mSouthwest
Deal found 7/2![Southwest logo]()
$157
This Tripair deal was found by Cheapflights users on 7/1. 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 Tripair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/74:43 pmIND - ORD
Nonstop1h 16mUnited Airlines
Mon 8/113:40 pmORD - IND
Nonstop1h 13mUnited Airlines
Deal found 7/1![United Airlines logo]()
$186
This Frontier deal was found by Cheapflights users on 7/2. 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.
Thu 8/71:00 pmIND - MDW
1 stop8h 54mFrontier
Mon 8/1112:35 pmMDW - IND
1 stop11h 08mFrontier
Deal found 7/2![Frontier logo]()
$195
This FlightHub deal was found by Cheapflights users on 6/30. 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.
Tue 7/296:00 amIND - ORD
1 stop19h 10mMultiple Airlines
Tue 8/54:36 pmORD - IND
1 stop15h 44mMultiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$215
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Tue 7/297:01 amIND - ORD
1 stop17h 10mSpirit Airlines
Thu 7/3110:00 amORD - IND
1 stop11h 48mSpirit Airlines
Deal found 7/2![Spirit Airlines logo]()
$218
This Delta deal was found by Cheapflights users on 7/1. 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.
Fri 7/48:10 amIND - MDW
1 stop5h 19mDelta
Fri 7/46:20 pmMDW - IND
1 stop4h 44mDelta
Deal found 7/1![Delta logo]()
$265
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/96:00 amIND - MDW
1 stop10h 37mMultiple Airlines
Fri 7/1110:31 amMDW - IND
2 stops21h 49mMultiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$348
Cheapflights Fare Finder
Customize your flight search to find flights from Indianapolis 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 3, 2025.
Use the filters below to find and compare flights from Indianapolis to Chicago that are best for you.
Fly from
Indianapolis
Fly to
Chicago
Route
Depart
Return
Price
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Fri 8/1
3:30 pm-12:22 am
1 stop9h 52m
Chicago O'Hare Intl
Fri 8/8
5:01 am-2:44 pm
1 stop8h 43m
$122
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Tue 11/4
5:47 pm-6:00 pm
Nonstop1h 13m
Chicago O'Hare Intl
Wed 11/19
8:00 am-10:09 am
Nonstop1h 09m
$137
IndianapolisChicago
IND - MDW
INDMDW
Indianapolis
Thu 8/7
5:15 pm-5:20 pm
Nonstop1h 05m
Chicago Midway
Mon 8/11
8:55 pm-10:55 pm
Nonstop1h 00m
$137
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Tue 8/26
6:20 am-10:45 am
1 stop5h 25m
Chicago O'Hare Intl
Wed 8/27
1:30 pm-9:40 pm
1 stop7h 10m
$157
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Thu 8/7
4:43 pm-4:59 pm
Nonstop1h 16m
Chicago O'Hare Intl
Mon 8/11
3:40 pm-5:53 pm
Nonstop1h 13m
$186
IndianapolisChicago
IND - MDW
INDMDW
Indianapolis
Thu 8/7
1:00 pm-8:54 pm
1 stop8h 54m
Chicago Midway
Mon 8/11
12:35 pm-12:43 am
1 stop11h 08m
$195
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Tue 7/29
6:00 am-12:10 am
1 stop19h 10m
Chicago O'Hare Intl
Tue 8/5
4:36 pm-9:20 am
1 stop15h 44m
$215
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Tue 7/29
7:01 am-11:11 pm
1 stop17h 10m
Chicago O'Hare Intl
Thu 7/31
10:00 am-10:48 pm
1 stop11h 48m
$218
IndianapolisChicago
IND - MDW
INDMDW
Indianapolis
Tue 8/5
8:15 am-12:29 pm
1 stop5h 14m
Chicago Midway
Wed 8/20
9:31 am-1:27 pm
1 stop2h 56m
$265
IndianapolisChicago
IND - ORD
INDORD
Indianapolis
Mon 10/27
5:30 am-10:45 am
1 stop6h 15m
$79
Showing 1-10 of 22 results
The best insider tips for Indianapolis to Chicago flights
Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Indianapolis to Chicago trip
Best time to book a flight from Indianapolis to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Indianapolis 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 Indianapolis to Chicago
How far ahead should I book a flight from Indianapolis to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Indianapolis to Chicago. Price data was last updated on June 27, 2025.
Booking 27 days in advance of your planned departure date is, on average, the best time to get cheap flights from Indianapolis to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Indianapolis to Chicago?
Currently, August is the cheapest month in which you can book a flight from Indianapolis to Chicago (average of $245). Flying from Indianapolis 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 IND to CHI?
Find hourly flight availability from Indianapolis 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 3, 2025.
Unlike at noon, when flights are generally more expensive, you can save up to 51% on flights from Indianapolis to Chicago by exploring options for tickets in the morning.
What is the cheapest day to fly from Indianapolis to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Indianapolis to Chicago. Price data was last updated on June 29, 2025.
Travelers seeking maximum savings on their Indianapolis to Chicago flight should consider departing on Friday mornings 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 Indianapolis to Chicago
Explore weekly flight availability from Indianapolis 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 3, 2025.
The most flights from IND 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 (7 on average).
How much does it cost to fly round-trip from Indianapolis to Chicago?
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 3, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Indianapolis to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Entertainment
7.6
Comfort
8.0
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Food
7.0
Entertainment
7.6
Comfort
8.0
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Food
7.0
Entertainment
7.6
Comfort
8.0
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Food
7.0
Entertainment
7.6
Comfort
8.0
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Food
7.0
Entertainment
7.6
Comfort
8.0
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Crew
8.6
Food
7.0
Entertainment
7.6
Comfort
8.0
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from Indianapolis to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Indianapolis?
Book flights to Indianapolis if you plan to visit one of these locationsMerrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton
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Alternative routes for Indianapolis to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Indianapolis to Chicago
Discover the top 2 airlines that operate flights from Indianapolis 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 3, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$298 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$179 | Average$241 | FlexibilityNo cancel fee | On-time71% |