IND - CHI

$71 Find Cheap Flights from Indianapolis to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Indianapolis to Chicago departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Indianapolis to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Indianapolis to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$145
Typical prices: $239-$183
Frontier
Wed 5/6Tue 5/12
IND - ORD • 1 stop
Cheapest non-stop
$157
Typical prices: $239-$179
United Airlines
Tue 5/5Wed 5/6
IND - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
IND offers fast security lines, often under 3 minutes.
Take the CTA Blue Line from ORD to downtown Chicago.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $145 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 1h 21m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 10% average savings
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 49% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 27% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Indianapolis to Chicago (IND-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Indianapolis to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Indianapolis to Chicago

Wed, May 6 - Tue, May 12
Frontier Logo
12:14 pm - 7:51 pm
IND
-
ORD
8h 37m
1 stop
Frontier Logo
1:59 pm - 11:03 am
ORD
-
IND
20h 04m
1 stop
$145Frontier
Wed, May 6 - Tue, May 12
Frontier Logo
12:14 pm - 10:02 pm
IND
-
MDW
10h 48m
1 stop
Frontier Logo
12:24 pm - 11:03 am
MDW
-
IND
21h 39m
1 stop
$145Frontier
Wed, May 6 - Thu, May 7
Frontier Logo
12:14 pm - 7:51 pm
IND
-
ORD
8h 37m
1 stop
Frontier Logo
1:59 pm - 11:23 am
ORD
-
IND
20h 24m
1 stop
$153Frontier
Fri, May 1 - Mon, May 4
Multiple Airlines Logo
12:34 pm - 10:39 pm
IND
-
ORD
11h 05m
1 stop
Multiple Airlines Logo
1:27 pm - 11:21 am
ORD
-
IND
20h 54m
1 stop
$156Multiple Airlines
Tue, May 5 - Wed, May 6
United Airlines Logo
1:55 pm - 2:10 pm
IND
-
ORD
1h 15mnonstop
United Airlines Logo
11:00 pm - 12:59 am
ORD
-
IND
0h 59mnonstop
$157United Airlines
Tue, May 5 - Wed, May 6
Southwest Logo
6:40 am - 6:35 am
IND
-
MDW
0h 55mnonstop
Southwest Logo
8:40 pm - 10:50 pm
MDW
-
IND
1h 10mnonstop
$157Southwest
Fri, May 1 - Sun, May 3
Multiple Airlines Logo
12:34 pm - 10:39 pm
IND
-
ORD
11h 05m
1 stop
Multiple Airlines Logo
1:00 pm - 11:21 am
ORD
-
IND
21h 21m
1 stop
$158Multiple Airlines
Tue, May 5 - Wed, May 6
Southwest Logo
5:10 pm - 5:10 pm
IND
-
MDW
1h 00mnonstop
Southwest Logo
5:30 am - 2:15 pm
MDW
-
IND
7h 45m
1 stop
$167Southwest
Thu, May 7 - Mon, May 11
Delta Logo
6:30 am - 8:45 am
IND
-
ORD
3h 15m
1 stop
Delta Logo
2:00 pm - 6:53 pm
ORD
-
IND
3h 53m
1 stop
$167Delta
Tue, May 5 - Wed, May 6
Delta Logo
6:13 am - 8:47 am
IND
-
MDW
3h 34m
1 stop
Delta Logo
1:24 pm - 6:53 pm
MDW
-
IND
4h 29m
1 stop
$177Delta
Booking Insights

KAYAK's insights & trends for Indianapolis to Chicago flights

Get data-powered insights and trends into flights from Indianapolis to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Indianapolis to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Indianapolis to Chicago departing in May.

What is the cheapest Indianapolis to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Indianapolis to Chicago costs $240 on the route between Indianapolis (IND) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 10% cheaper than other Indianapolis-Chicago routes. The most popular route is between Indianapolis (IND) and Chicago O'Hare Intl Airport (ORD).

What’s the cheapest day of the week to fly from Indianapolis to Chicago?

The average price of all round-trip flights from Indianapolis to Chicago clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Indianapolis to Chicago, look for departures on Fridays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago, Thursday is the cheapest day to fly and Monday is the most expensive.

What is the cheapest month to fly from Indianapolis to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Indianapolis to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Indianapolis to Chicago is August, where tickets cost $207 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $439 and $327 respectively.

Can I save money by flying with a layover from Indianapolis to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $454, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Indianapolis to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Indianapolis to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Indianapolis to Chicago, you should book around 4 weeks before departure, which saves you about 49% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Expert advice

Expert advice for your flight from Indianapolis to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Jennifer Simonson

Jennifer Simonson

Expert on IND

Jennifer Simonson is driven by her lifelong commitment to exploring the globe. Her insatiable curiosity had led her to immerse herself into diverse locations like Oklahoma City and Pismo. Her hotel recommendations are the result of the myriad hotels she's stayed at across her travels. Along her journey, she cherishes engaging conversations with locals, indulging in the finest ice cream, trying her hand at surfing, and embarking on nature-filled hikes.

Good to know

Low seasonFebruary
Cheapest flight$71
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Indianapolis to Chicago Midway Airport

When to book flights from Indianapolis to Chicago

Are your dates flexible? Find out the best times to travel from Indianapolis to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Indianapolis to Chicago

  • What is the cheapest flight from Indianapolis to Chicago?

    In the last 3 days, the lowest price for a flight from Indianapolis to Chicago was $71 for a one-way ticket and $145 for a round-trip.

  • Do I need a passport to fly between Indianapolis and Chicago?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Indianapolis to Chicago?

    Indianapolis is served by only 1 airport and there are 2 airports in Chicago. You will leave Indianapolis from Indianapolis and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Indianapolis to Chicago?

    American Airlines, Delta, Alaska Airlines, and JetBlue offer inflight Wi-Fi service on the Indianapolis to Chicago flight route.

  • Which aircraft models fly most regularly from Indianapolis to Chicago?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Indianapolis to Chicago flight route.

  • Which airline alliances offer flights from Indianapolis to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Indianapolis and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Indianapolis to Chicago?

    There are nonstop flights from Indianapolis to Chicago on a daily basis.

  • Which is the best airline for flights from Indianapolis to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Indianapolis to Chicago are Southwest and United Airlines. With an average price for the route of $290 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $297 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Indianapolis to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Indianapolis to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Indianapolis to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Indianapolis is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Indianapolis to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Indianapolis with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Indianapolis to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Indianapolis up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Indianapolis to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $207 or less one-way and $409 or less round-trip.

Prefer to fly direct from Indianapolis to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Indianapolis to Chicago.
Find which airlines fly direct from Indianapolis Airport to Chicago, which days they fly and book direct flights.

Direct departures

Indianapolis to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Chicago to Indianapolis

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Reviews of the top 3 airlines serving from Indianapolis to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Indianapolis to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Indianapolis to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4331 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.5Entertainment
7.0Food
Airline reviews

The new boarding process was easy and straightforward. Very pleasant.

10.0 ExcellentAnonymous, Apr 2026
LAS - OKC
Read more Southwest reviews

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

The flight was officially delayed 3 times, and was actually later than that. Combined, it was a 3 hour delay, but there was no recognition (miles, voucher, etc). The crew seemed stressed. The captain sounded nervous in his announcements. The flight itself was smooth and uneventful.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

Everything you need to know for your flight from Indianapolis to Chicago

Information on your arrival and departure airports

Compare transportation modes for Indianapolis to Chicago

Transportation modeAverage priceAverage duration
Flights$8430h 55m
Buses$903h 50m