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Cheap Flights from Indianapolis to Chicago

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Compare Indianapolis to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals from Indianapolis to Chicago

Looking for a cheap last-minute deal or the best return flight from Indianapolis to Chicago? Find the lowest prices on one-way and return tickets right here.
Chicago.SAR 299 per passenger.Departing Fri, 9 May.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Indianapolis on Fri, 9 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 299, select.
Chicago.SAR 334 per passenger.Departing Sat, 6 Sep.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Indianapolis on Sat, 6 Sep, arriving in Chicago Midway.Price includes taxes and charges.From SAR 334, select.
Chicago.SAR 336 per passenger.Departing Fri, 8 Aug.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Indianapolis on Fri, 8 Aug, arriving in Chicago Midway.Price includes taxes and charges.From SAR 336, select.
Chicago.SAR 371 per passenger.Departing Mon, 30 Jun.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Indianapolis on Mon, 30 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 371, select.
Chicago.SAR 371 per passenger.Departing Sat, 18 Oct.One-way flight with Delta.Outbound indirect flight with Delta, departs from Indianapolis on Sat, 18 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 371, select.
Chicago.SAR 371 per passenger.Departing Tue, 15 Jul.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Indianapolis on Tue, 15 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 371, select.
Chicago.SAR 371 per passenger.Departing Wed, 14 Jan.One-way flight with Delta.Outbound indirect flight with Delta, departs from Indianapolis on Wed, 14 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 371, select.
Chicago.SAR 374 per passenger.Departing Fri, 25 Apr.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Indianapolis on Fri, 25 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From SAR 374, select.

Find the cheapest month to fly from Indianapolis to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Indianapolis to Chicago flights are currently cheapest in May.
Apr
from SAR 374
May
from SAR 299
Jun
from SAR 371
Jul
from SAR 371
Aug
from SAR 336
Sep
from SAR 334
Oct
from SAR 371
Nov
Find prices
Dec
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Jan
from SAR 371
Feb
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Mar
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Direct flights from Indianapolis to Chicago

Alternative Indianapolis to Chicago routes

Looking for the cheapest, fastest or easiest route from Indianapolis to Chicago? You could fly into the following airports instead.

Indianapolis to Chicago: Flight information

The things to know before you go.
Cheapest flight foundSAR 299
Cheapest month to flyMay
Average flight time1 hr, 14 mins
Most popular airlineAmerican Airlines
Average flights per week707

Finding cheap flights from Indianapolis to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Indianapolis to Chicago is SAR 669. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 14 minutes is the average flight time from Indianapolis to Chicago.
American Airlines, Alaska Airlines and United fly direct from Indianapolis to Chicago.
As of April 2025, there are 707 flights per week flying from Indianapolis to Chicago.
The cheapest month to fly from Indianapolis to Chicago is usually April 2025.
If you're flying from Indianapolis Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from SAR 669.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Indianapolis Airport to Chicago on Thursday, 8 May 2025.
Yes – the average flight time is 1 hour and 14 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, United offers the cheapest flight tickets to Chicago.

How to find cheap flights to Chicago from Indianapolis

Looking for cheap tickets from Indianapolis to Chicago? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

  • Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Indianapolis to Chicago. And with us there are no hidden fees - what you see is what you pay.
  • Compare flight deals to Chicago from Indianapolis from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
  • Flex your dates to find the best Indianapolis-Chicago ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Chicago from Indianapolis.
  • Set up a Price Alert. You can easily track the fare of your cheap Indianapolis-Chicago flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
  • Fly without stops. Only interested in direct flights between Indianapolis and Chicago? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.
  • Find the cheapest Business class flights from Indianapolis and Chicago. We scour the internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
  • Include nearby airports in your search. Widen your search for Indianapolis to Chicago flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.

    • Combine your flight to Chicago from Indianapolis with hotels and car hire

    Once you've secured your cheap flight ticket from Indianapolis to Chicago, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.


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Plan the rest of your trip from Indianapolis to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.