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Cheap flights Indianapolis — Chicago

Indianapolis (IND, US) Chicago (MDW, US)
from $131 265 km ~49m 7 flights found 3 airlines cheapest on Wednesday
Reverse route
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $131 on 25.11.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 14 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
25 Nov 2026, Wed
Southwest Airlines WN 2223
14:40
IND Indianapolis International Airport
15:50
MDW Chicago Midway International Airport
1h 10m Direct
Farera
$131
View this ticket
15 Nov 2026, Sun
Allegiant Air G4 599
21:50
IND Indianapolis International Airport
01:59
MDW Chicago Midway International Airport
4h 9m 1 stop
Vayama
$226
View this ticket
13 Nov 2026, Fri
Frontier Airlines F9 1688
20:38
IND Indianapolis International Airport
03:54
MDW Chicago Midway International Airport
7h 16m 2 stops
Tickets
$274
View this ticket
14 Nov 2026, Sat
Southwest Airlines WN 2224
01:30
IND Indianapolis International Airport
02:40
MDW Chicago Midway International Airport
1h 10m Direct
Tickets
$275
View this ticket
16 Nov 2026, Mon
Southwest Airlines WN 2224
01:30
IND Indianapolis International Airport
02:40
MDW Chicago Midway International Airport
1h 10m Direct
Tickets
$357
View this ticket
Route characteristics
Distance
265 km
Flight time
49m
Time difference
-1h
Minimum price
from $131 (25.11.2026)
Average price
$208
Maximum price
$357
Departures per week
1
Cheapest day
Wednesday
Departure airports (1)
IND Indianapolis International Airport
Arrival airports (1)
MDW Chicago Midway International Airport
Airlines (3)
WN Southwest Airlines F9 Frontier Airlines G4 Allegiant Air
Agencies (3)
Farera Tickets Vayama
Prices by day of week
Monday
$357
avg $357
Wednesday
$131
avg $131
Cheapest
Friday
$274
avg $274
Saturday
$275
avg $275
Sunday
$226
avg $226
Airlines — cheapest prices 3
Southwest Airlines
Southwest Airlines
Low-cost 4 flights · 4 days
$131
Frontier Airlines
Frontier Airlines
Low-cost 2 flights · 2 days
$166
Allegiant Air
Allegiant Air
Low-cost 1 flights · 1 days
$226
Where to buy tickets 3
Farera
2 tickets · 2 days
from $131
Tickets
4 tickets · 4 days
from $166
Vayama
1 tickets · 1 days
from $226
Airports

From — Indianapolis (1)

  • IND Indianapolis International Airport

To — Chicago (1)

  • MDW Chicago Midway International Airport
Other destinations from Indianapolis
Albany
US
Atlanta
US · Hub
Kalamazoo
US
Barcelona
ES · Hub
Nashville
US
Boston
US
Bishkek
KG
Baltimore
US
Chicago
US
Cleveland
US
Charlotte
US · Hub
Carlsbad
US
Frequently asked questions about the route Indianapolis — Chicago
How long is the flight from Indianapolis to Chicago?
Approximate flight time — 49m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Indianapolis to Chicago?
The straight-line distance — 265 km.
How much do flights from Indianapolis to Chicago cost?
The minimum price over 3 months — from $131 on 25.11.2026.
What is the average ticket price?
The average price — $208. Range: $131 — $357.
What is the time difference between Indianapolis and Chicago?
The difference — -1h.
From which airports does Indianapolis operate flights?
From Indianapolis: IND (Indianapolis International Airport).
To which airports in Chicago do flights arrive?
To Chicago: MDW (Chicago Midway International Airport).
Which airlines fly this route?
This route is served by 3 airlines: Southwest Airlines, Frontier Airlines, Allegiant Air.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $131. Total direct flights found: 3.
Which day of the week is cheapest?
The cheapest day of the week — Wednesday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Indianapolis — Chicago

Flights Indianapolis — Chicago is a popular route. The straight-line distance is 265 km. Flight time 49m. Time difference -1h.

From Indianapolis (IND) flights depart from 1 airport: IND. To Chicago (MDW) — 1 arrival airport: MDW.

3 airlines operate on this route: Southwest Airlines, Frontier Airlines, Allegiant Air.

The minimum price for the next 3 months — from $131 (25.11.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $208, ranging from $131 to $357. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Wednesday.

Other destinations in United States from Indianapolis
Omaha
US
Raleigh
US
Phoenix
US
Philadelphia
US
Orlando
US
Ontario
US
Miami
US
Memphis
US

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