Find Cheap Flights from Indianapolis to Chicago (IND - CHI)

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Thu 12/14
Thu 12/21
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Good to Know

Low Season:
September
Best time to beat the crowds
4%
expected price decrease
High Season:
February
Most popular time to fly
13%
expected price increase
Average Price:
$287
(avg. price over the last 2 weeks)
Good Deal:
$148
or less (round trip)

When to Book Flights from Indianapolis to Chicago

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $148 or less.
The cheapest flight from Indianapolis to Chicago was found 82 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be January, February and March. The cheapest month to fly is September.
Morning departure is around 6% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Indianapolis to Chicago Flights

How long does a flight from Indianapolis to Chicago take?
An average nonstop flight takes 1h 00m, covering a distance of 164 miles.
How many flights are there between Indianapolis and Chicago?
There are 1,017 (nonstop) flights between Indianapolis and Chicago per week, averaging 149 per day.
Which airlines provide the cheapest flights from Indianapolis to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($133), American Airlines ($139) and Delta ($156).
Do I need a passport to fly between Indianapolis and Chicago?
No.
Which airlines fly most frequently between Indianapolis and Chicago?
United (24 times daily), American Airlines (18 times daily), Alaska Airlines (17 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Indianapolis to Chicago?
For Indianapolis to Chicago, Tuesday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Chicago back to Indianapolis, the best deals are generally found on Tuesday, with Saturday being the most expensive.

Book cheap flights from Indianapolis to Chicago (round-trip)

Airports
Origin
Indianapolis
$133
only
$133
Destination
Chicago
$133
only
$133
$156
only
$156
Tue, Feb 6
IND
ORD
7h 04m
Tue, Feb 13
ORD
IND
1h 04m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jan 27
IND
ORD
1h 15m
Sat, Feb 3
ORD
IND
0h 58m
Trip: 8 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 7 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
IND
ORD
Mediocre 2.0

Absolutely nothing

American has gone to these thin seats so that they can cram more cattle into the back. They are absolutely the most uncomfortable seats I've ever had the displeasure of being forced to sit in, and unless you're willing to pay even more for "premium" seats, you won't even have enough space to sit. I will never, never, ever give American Airlines another penny.

IND
ORD
Excellent 8.0

Flight itself was good, but will never book via JustFly again. 2/3 of my flights were cancelled and I was never notified. Then I had to call to reschedule, which took almost an hour. Then they stated they would send my confirmation via email 24-48 hours. 3 days later and the confirmation still never came. SO I had to call again and wait another half hour. No point in booking through a 3rd party for that type of hassle.

LAS
JFK
Okay 5.0

Good leg room

5 plus hour flight and one movie as entertainment option shown on a tiny screen from cabin headliner. Like in the 1980’s. and do not forget your headphones or you will be buying some earbuds!

JFK
BCN
Excellent 10.0

much room. great entertainment. great crew

IND
ORD
Okay 4.0

This was ok

Thu, Jan 25
IND
MDW
5h 37m
Sat, Jan 27
MDW
IND
4h 19m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

SLC
SJC
Excellent 9.6

As always, the crew and amenities were first rate.

We were initially told that our flight would arrive early. Then we sat on the tarmac for a half hour before anyone could be bothered to tell us we were waiting for the plane to be de-iced.

LGA
YUL
Excellent 8.0

it was easy to navigate .

IND
DTW
Okay 4.0

No wifi couldn’t do any work

Was looking forward to completing some work but the wifi never came on.

Mon, May 7
IND
MDW
1h 00m
Mon, May 14
MDW
IND
0h 55m
Trip: 8 days
7.5GoodShow reviews
Overall 7.5 Good
Based on 3 reviews
Boarding
8.8
Comfort
8.5
Crew
9.0
Entertainment
8.0
Food
7.9
LAS
BWI
Excellent 10.0

Plane was on time. Boarding was seamless. Crew was very polite and attentive. I even had two coffees with hazelnut creamer. I love southwest and how they continue to offer amenities at no additional fee!

MCI
MSY
Excellent 8.6

Predictable Southwest flight. Comfortable seats, friendly attendants.

PDX
SJC
Excellent 8.0

The plane was completely full and it was comfortable. The flight attendants were friendly and always had a smile. Very professional.

One of the flight attendants wanted to be a stand up Comedian. It was a little trying but my wife liked his routine more than I did.

FLL
MCI
Okay 5.5

Bossy lead flight attendant and the mid-cabin was very cold and not corrected even when a number of people asked.

HOU
CHS
Excellent 8.6

SWA is my favorite airline!

Wed, Jan 3
IND
ORD
1h 10m
Mon, Jan 8
ORD
IND
1h 03m
Trip: 6 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 50 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
IND
ORD
Excellent 8.0

The coffee and cookie. On time.

Seat is very narrow.

IND
ORD
Okay 5.6

Very short flight seating was normal for what I expect as a guy my size

I couldnt figure out their wifi to check on my connecting flight. I could get other stuff to work on it but couldnt find flight information

IND
ORD
Excellent 8.0

Even though I was on connecting flights and weather sounded like it might interfere, that was not the case. Each flight went smoothly and easily. It was a fantastic travel day.

IND
ORD
Excellent 9.6

Crew was attentive, friendly. Captain kept us infirmed

IND
ORD
Excellent 10.0

The plain got loaded and tool off early and got landed early.

Wed, Feb 7
IND
ORD
7h 04m
Tue, Feb 13
ORD
IND
1h 05m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Feb 7
IND
ORD
1h 15m
Wed, Feb 14
ORD
IND
1h 01m
Trip: 8 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 7 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
PHL
Excellent 10.0

Wonderful flight

The only thing I didn’t like is that he have any fresh food they said something was going on in LA that prevented him from giving us actual food other than that everything else was fine

MCO
MIA
Mediocre 2.0

Flight got canceled for over a week.

IND
ORD
Mediocre 2.0

Absolutely nothing

American has gone to these thin seats so that they can cram more cattle into the back. They are absolutely the most uncomfortable seats I've ever had the displeasure of being forced to sit in, and unless you're willing to pay even more for "premium" seats, you won't even have enough space to sit. I will never, never, ever give American Airlines another penny.

JFK
BCN
Excellent 10.0

much room. great entertainment. great crew

IND
ORD
Excellent 8.0

Flight itself was good, but will never book via JustFly again. 2/3 of my flights were cancelled and I was never notified. Then I had to call to reschedule, which took almost an hour. Then they stated they would send my confirmation via email 24-48 hours. 3 days later and the confirmation still never came. SO I had to call again and wait another half hour. No point in booking through a 3rd party for that type of hassle.

Tue, Feb 13
IND
ORD
7h 04m
Fri, Feb 23
ORD
IND
1h 06m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 8
IND
ORD
1h 15m
Wed, Feb 14
ORD
IND
1h 01m
Trip: 7 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 7 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
PHL
Excellent 10.0

A great flight

No real food to eat

JFK
BCN
Excellent 10.0

much room. great entertainment. great crew

LAX
PHL
Excellent 10.0

Wonderful flight

The only thing I didn’t like is that he have any fresh food they said something was going on in LA that prevented him from giving us actual food other than that everything else was fine

LAS
JFK
Okay 5.0

Good leg room

5 plus hour flight and one movie as entertainment option shown on a tiny screen from cabin headliner. Like in the 1980’s. and do not forget your headphones or you will be buying some earbuds!

GIG
JFK
Okay 4.6

Nice crew

I booked a LATAM flight for a 10.5 hour flight specifically because they have better in flight entertainment. I arrived at the airport and found it it was operated by AA. 10.5 hours with zero in flight entertainment. HORRIBLE EXPERIENCE.

Thu, Feb 1
IND
MDW
3h 15m
Wed, Feb 7
MDW
IND
5h 47m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
LAX
Okay 4.0

Nothing, they didn’t care about you or to help, the llady was so rude and unfriendly, this situation ruin my whole trip

I call in advance to paid the fees for baggage, I call Aeromexico because was the main airline for the fly, but Delta at Seattle made me paid again the fees for baggage’s even by phone they said that I didn’t need to paid. BE AWARE AND CAREFUL BECAUSE THE LADIES IN THE FRONT DESK didn’t even look the paperwork that you have in hand, they only want to charge you saying that your payment thru Aeromexico didn’t help you in the 1st fly. How this can happen when Delta and Aeromexico are two subsidiary one of another ?

IND
DTW
Okay 4.0

No wifi couldn’t do any work

Was looking forward to completing some work but the wifi never came on.

SLC
SJC
Excellent 9.6

As always, the crew and amenities were first rate.

We were initially told that our flight would arrive early. Then we sat on the tarmac for a half hour before anyone could be bothered to tell us we were waiting for the plane to be de-iced.

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

Wed, Feb 14
IND
ORD
7h 04m
Fri, Feb 23
ORD
IND
1h 06m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jan 5
IND
ORD
1h 10m
Mon, Jan 8
ORD
IND
1h 03m
Trip: 4 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 50 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
IND
ORD
Okay 5.6

Very short flight seating was normal for what I expect as a guy my size

I couldnt figure out their wifi to check on my connecting flight. I could get other stuff to work on it but couldnt find flight information

IND
ORD
Okay 4.3

Delayed because of weather maintenance and people

IND
ORD
Excellent 8.0

Quick

IND
ORD
Excellent 8.0

The coffee and cookie. On time.

Seat is very narrow.

IND
ORD
Excellent 9.3

Tiny aisle, hard seats

Sat, Feb 10
IND
ORD
1h 15m
Sat, Feb 24
ORD
IND
0h 58m
Trip: 15 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 7 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
GIG
JFK
Okay 4.6

Nice crew

I booked a LATAM flight for a 10.5 hour flight specifically because they have better in flight entertainment. I arrived at the airport and found it it was operated by AA. 10.5 hours with zero in flight entertainment. HORRIBLE EXPERIENCE.

LAX
PHL
Excellent 10.0

A great flight

No real food to eat

IND
ORD
Excellent 8.0

Flight itself was good, but will never book via JustFly again. 2/3 of my flights were cancelled and I was never notified. Then I had to call to reschedule, which took almost an hour. Then they stated they would send my confirmation via email 24-48 hours. 3 days later and the confirmation still never came. SO I had to call again and wait another half hour. No point in booking through a 3rd party for that type of hassle.

IND
ORD
Mediocre 2.0

Absolutely nothing

American has gone to these thin seats so that they can cram more cattle into the back. They are absolutely the most uncomfortable seats I've ever had the displeasure of being forced to sit in, and unless you're willing to pay even more for "premium" seats, you won't even have enough space to sit. I will never, never, ever give American Airlines another penny.

LAX
NRT
Mediocre 2.0

nothing

had to take another flight, ticket agent was able to change me to a different flight on JAL. however, JAL could not access the ticket info and ticket agent would not take my payment. result was missing that flight, ticket manager told me it's my fault and tough luck no refund. American airlines told me the same, ended up losing my money for the ticket purchase. i booked another new flight with another airline direct. worst experience in my life using kayak.

Tue, Feb 6
IND
MDW
5h 37m
Tue, Feb 13
MDW
IND
5h 47m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
IND
DTW
Okay 4.0

No wifi couldn’t do any work

Was looking forward to completing some work but the wifi never came on.

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

JFK
SFO
Excellent 10.0

Seats were comfortable ... enough. Boarding process, once underway allowed me to get overhead bin and stash my other luggage in the seat below me. Flight wasn't overly booked (85-95%) so there appeared to be room for others to stretch out. Now about that crying kid...

Ugh. Weather delays. The flight was scheduled to board about 7P but it arrived late and they had to not only unload the self-loading cargo, but clean up afterwards. Would be nice to get a better estimate as to how long it would take to board so that I could hang out in the lounge. In addition, departure from JFK was delayed as well, either we missed the IFR window or got stuck behind some traffic and I fell asleep on the plane only to wake up what seemed an hour later just getting ready to hit V1. No upgrade.

SEA
LAX
Okay 4.0

Nothing, they didn’t care about you or to help, the llady was so rude and unfriendly, this situation ruin my whole trip

I call in advance to paid the fees for baggage, I call Aeromexico because was the main airline for the fly, but Delta at Seattle made me paid again the fees for baggage’s even by phone they said that I didn’t need to paid. BE AWARE AND CAREFUL BECAUSE THE LADIES IN THE FRONT DESK didn’t even look the paperwork that you have in hand, they only want to charge you saying that your payment thru Aeromexico didn’t help you in the 1st fly. How this can happen when Delta and Aeromexico are two subsidiary one of another ?

SYR
MSP
Excellent 8.0

WiFi and free tv shows

My seat wouldn’t recline

Sat, Jan 6
IND
ORD
1h 14m
Mon, Jan 8
ORD
IND
1h 03m
Trip: 3 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 50 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
IND
ORD
Mediocre 2.0

All of it. Pretty much everything.

IND
ORD
Excellent 9.3

Tiny aisle, hard seats

IND
ORD
Excellent 8.0

The coffee and cookie. On time.

Seat is very narrow.

IND
ORD
Okay 5.6

Very short flight seating was normal for what I expect as a guy my size

I couldnt figure out their wifi to check on my connecting flight. I could get other stuff to work on it but couldnt find flight information

IND
ORD
Excellent 9.6

Crew was attentive, friendly. Captain kept us infirmed

Tue, Feb 6
IND
ORD
7h 04m
Wed, Feb 14
ORD
IND
4h 09m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Feb 12
IND
ORD
1h 12m
Mon, Feb 26
ORD
IND
1h 01m
Trip: 15 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 7 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
IND
ORD
Okay 4.0

This was ok

LAX
PHL
Excellent 10.0

Wonderful flight

The only thing I didn’t like is that he have any fresh food they said something was going on in LA that prevented him from giving us actual food other than that everything else was fine

IND
ORD
Mediocre 2.0

Absolutely nothing

American has gone to these thin seats so that they can cram more cattle into the back. They are absolutely the most uncomfortable seats I've ever had the displeasure of being forced to sit in, and unless you're willing to pay even more for "premium" seats, you won't even have enough space to sit. I will never, never, ever give American Airlines another penny.

LAX
PHL
Excellent 10.0

A great flight

No real food to eat

LAS
JFK
Okay 5.0

Good leg room

5 plus hour flight and one movie as entertainment option shown on a tiny screen from cabin headliner. Like in the 1980’s. and do not forget your headphones or you will be buying some earbuds!

Wed, Feb 28
IND
ORD
4h 05m
Tue, Mar 6
ORD
IND
4h 57m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MEX
Excellent 8.6

Sandwich for dinner

JFK
SFO
Excellent 10.0

Seats were comfortable ... enough. Boarding process, once underway allowed me to get overhead bin and stash my other luggage in the seat below me. Flight wasn't overly booked (85-95%) so there appeared to be room for others to stretch out. Now about that crying kid...

Ugh. Weather delays. The flight was scheduled to board about 7P but it arrived late and they had to not only unload the self-loading cargo, but clean up afterwards. Would be nice to get a better estimate as to how long it would take to board so that I could hang out in the lounge. In addition, departure from JFK was delayed as well, either we missed the IFR window or got stuck behind some traffic and I fell asleep on the plane only to wake up what seemed an hour later just getting ready to hit V1. No upgrade.

SYR
MSP
Excellent 8.0

WiFi and free tv shows

My seat wouldn’t recline

MFR
SLC
Okay 4.6

Not sure who thought every passenger is 5'6 but for the rest of us, the seat pitch is ridiculously close. Like knees to the seat in front close. I'm 5'10 and I was very uncomfortable the entire flight.

See above

IND
DTW
Okay 4.0

No wifi couldn’t do any work

Was looking forward to completing some work but the wifi never came on.

Fri, Jan 12
IND
ORD
1h 14m
Fri, Jan 19
ORD
IND
1h 06m
Trip: 8 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 50 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
IND
ORD
Okay 4.3

Delayed because of weather maintenance and people

IND
ORD
Excellent 9.0

easy boarding nice roomy uncrowded plane

IND
ORD
Okay 5.6

Very short flight seating was normal for what I expect as a guy my size

I couldnt figure out their wifi to check on my connecting flight. I could get other stuff to work on it but couldnt find flight information

IND
ORD
Excellent 8.0

The coffee and cookie. On time.

Seat is very narrow.

IND
ORD
Good 6.0

The staff all the way through were awesome. Facilities were clean and as expected.

Policies about ultra economy tickets sucked. I'm certain I was warned multiple times in the fine print about the hazards of buying a cheap ticket. The fact I was forced to spend money to check a bag and given undo stress about whether or not I'd get bumped because you're not allowed advanced check-in or guaranteed seats with basic economy ticket is not right. Seems the price should simply be the cost to guarantee a basic flight (two carry-on's, guaranteed seat assignment, advanced check-in) so folks can opt out and go for a cheaper ticket on another airline that offer a cheaper fare for the above mentioned guaranteed basic flight options. Felt like a bait and switch.

Wed, Feb 7
IND
ORD
7h 04m
Wed, Feb 14
ORD
IND
3h 43m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Show more results
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.