Cheap flights from Indianapolis to Chicago from $124 IND → MDW, ORD
Indianapolis International Airport (IND) → Chicago Midway International Airport (MDW), O'Hare International Airport (ORD)
The cheapest one-way found recently is $124 with American Airlines, 22 Nov, found yesterday.
- Cheapest one-way found recently
- $124, American Airlines, found yesterday
- Cheapest month to fly
- November 2026, one-way fares from $92 found in the last 7 days
- Airlines with nonstop flights
- American Airlines, Southwest Airlines
- Shortest nonstop flight found
- 1 h 24 min
One-way
The cheapest one-way fare on each of 3 departure dates is usually $108 to $137.
Cheapest one-way found recently
$124
22 Nov · American Airlines
Indianapolis International Airport (IND) → O'Hare International Airport (ORD)
Leaves 1:06 p.m. · 1 h 24 min trip
nonstop
found yesterday
Cheapest nonstop one-way
$124
22 Nov · American Airlines
Indianapolis International Airport (IND) → O'Hare International Airport (ORD)
Leaves 1:06 p.m. · 1 h 24 min trip
nonstop
found yesterday
Found recently, and the cheapest we hold
$124 22 Novfound yesterdayOpen this trip
$92 17 Novfound 6 days agoOpen this trip
What have prices looked like?
Over 46 days, 27 Sept to 12 Nov, the cheapest one-way we saw each day was $77 to $206.
Those were the prices on those days, not today's.
Is this a good one-way price?
Compared with the cheapest one-way fare on each of 3 departure dates from 17 Nov to 12 Dec, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
We hold no other one-way fares leaving within 3 days of 22 Nov to compare.
Every date we hold
3 fares on 3 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 17 Nov | $92 | American Airlines | Indianapolis International Airport (IND) → O'Hare International Airport (ORD) | nonstop | found 6 days ago | Open this trip |
| 22 Nov | $124 | American Airlines | Indianapolis International Airport (IND) → O'Hare International Airport (ORD) | nonstop | found yesterday | Open this trip |
| 12 Dec | $150 | Southwest Airlines | Indianapolis International Airport (IND) → Chicago Midway International Airport (MDW) | nonstop | found 4 days ago | Open this trip |
Which month looks cheapest?
November 2026 is the cheapest month — from $92.
Airlines on the cheapest dates: American Airlines, Southwest Airlines.
Premium cabin fares from Indianapolis to Chicago
We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.
Today's prices for 22 Nov in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Indianapolis to Chicago?
One-way
The cheapest fares were 0 to 6 days before departure.
From the cheapest one-way each day between 27 Sept and 12 Nov (46 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $102 | $77 | Cheapest seen | 43 |
| 7–13 days | $102 | $77 | +0% | 42 |
| 30–59 days | $118 | $100 | +16% | 20 |
Live price for these dates
The cheapest one-way found recently is for 22 Nov. A live search on this page shows what those dates cost now, for one adult in economy.
Questions about this trip
How much is a one-way flight from Indianapolis to Chicago?
The cheapest one-way found recently is $124 with American Airlines, 22 Nov, found yesterday. The cheapest one-way we hold, of any age, is $92 with American Airlines, 17 Nov, found 6 days ago. The cheapest one-way fare on each of 3 departure dates is usually $108 to $137.
What is the cheapest month to fly from Indianapolis to Chicago?
November 2026 is the cheapest month for a one-way, from $92, 17 Nov, found 6 days ago.
How far ahead should I book a flight from Indianapolis to Chicago?
In 46 days of prices between 27 Sept and 12 Nov, one-way fares were cheapest 0 to 6 days before departure.
Is there a direct flight from Indianapolis to Chicago?
Yes, the cheapest nonstop one-way found recently is $124 with American Airlines, 22 Nov, found yesterday.
How long is the flight from Indianapolis to Chicago?
The cheapest nonstop one-way found recently, with American Airlines on 22 Nov, takes 1 h 24 min from Indianapolis International Airport (IND) to O'Hare International Airport (ORD).
Which airlines have the cheapest flights from Indianapolis to Chicago?
Between 17 Nov and 12 Dec, American Airlines has the cheapest one-way on 2 of the 3 departure dates we hold, and Southwest Airlines on 1.
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work