IND - CHI

$70 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 4/30. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$129
Typical prices: $357-$239
Multiple Airlines
Mon 4/27Wed 4/29
IND - ORD • 1 stop
Cheapest non-stop
$157
Typical prices: $274-$208
American Airlines
Tue 4/28Tue 5/5
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 $157 (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 • 2% 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 45% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 29% 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

Mon, Apr 27 - Wed, Apr 29
Multiple Airlines Logo
12:34 pm - 10:23 am
IND
-
ORD
22h 49m
1 stop
Multiple Airlines Logo
11:28 am - 11:32 am
ORD
-
IND
23h 04m
1 stop
$129Multiple Airlines
Thu, Apr 30 - Sat, May 2
Multiple Airlines Logo
12:17 pm - 10:39 pm
IND
-
ORD
11h 22m
1 stop
Multiple Airlines Logo
9:16 am - 11:17 am
ORD
-
IND
25h 01m
1 stop
$135Multiple Airlines
Mon, Apr 27 - Wed, Apr 29
Multiple Airlines Logo
12:34 pm - 10:23 am
IND
-
ORD
22h 49m
1 stop
Multiple Airlines Logo
11:28 am - 11:32 am
ORD
-
IND
23h 04m
1 stop
$140Multiple Airlines
Mon, Apr 27 - Wed, Apr 29
Multiple Airlines Logo
12:34 pm - 10:39 pm
IND
-
ORD
11h 05m
1 stop
Multiple Airlines Logo
7:15 pm - 11:32 am
ORD
-
IND
15h 17m
2 stops
$150Multiple Airlines
Thu, Apr 23 - Mon, Apr 27
Multiple Airlines Logo
12:17 pm - 10:23 am
IND
-
ORD
23h 06m
1 stop
Multiple Airlines Logo
6:00 am - 11:11 am
ORD
-
IND
28h 11m
1 stop
$151Multiple Airlines
Tue, Apr 28 - Tue, May 5
American Airlines Logo
9:40 am - 10:00 am
IND
-
ORD
1h 20mnonstop
American Airlines Logo
4:50 pm - 7:03 pm
ORD
-
IND
1h 13mnonstop
$157American Airlines
Tue, Apr 28 - Tue, May 5
Southwest Logo
6:40 am - 6:35 am
IND
-
MDW
0h 55mnonstop
Southwest Logo
10:00 am - 12:05 pm
MDW
-
IND
1h 05mnonstop
$157Southwest
Fri, Apr 17 - Mon, Apr 20
Frontier Logo
4:07 pm - 12:52 am
IND
-
ORD
9h 45m
1 stop
Frontier Logo
5:05 am - 2:17 pm
ORD
-
IND
8h 12m
1 stop
$160Frontier
Tue, Apr 28 - Tue, May 5
Southwest Logo
6:40 am - 6:35 am
IND
-
MDW
0h 55mnonstop
Southwest Logo
3:00 pm - 9:05 pm
MDW
-
IND
5h 05m
1 stop
$167Southwest
Thu, Apr 16 - Mon, Apr 20
Frontier Logo
12:17 pm - 10:19 pm
IND
-
MDW
11h 02m
1 stop
Frontier Logo
9:14 am - 11:11 am
MDW
-
IND
24h 57m
1 stop
$168Frontier
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 April.

What is the cheapest Indianapolis to Chicago flight route?

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

The absolute cheapest return flight from Indianapolis to Chicago costs $270 on the route between Indianapolis (IND) and Chicago O'Hare Intl Airport (ORD). However, over the past month, flights between Indianapolis (IND) and Chicago Midway Airport (MDW) were, on average, 2% 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, Wednesday is the cheapest day to fly and Tuesday 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 $202 (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 $317, 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 45% 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$70
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 14% 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 $66 for a one-way ticket and $129 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 $208 or less one-way and $392 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 4335 reviews
8.1Boarding
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
Airline reviews

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

6.0 GoodAnthony & Kathy, Mar 2026
PHX - TUL
Read more Southwest reviews

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Had a great flight. Delayed takeoff, but comfortable. Snacks were good.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

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.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

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.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

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$8500h 55m
Trains$964h 39m
Buses$1064h 37m