Indianapolis to Chicago: what the flight costs
In the last 60 days we checked this route 14 times. The typical return was £514 per person and the lowest £276, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | £276 |
| Typical (median) | £514 |
| Price checks, 60 days | 14 |
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Trips we picked on this route
The weekend after · from Indianapolis45% below typicalNot worth it this week
Chicago
30 Oct – 1 Nov 2026 · 2 nights
- Fare $372 per person, $310 below the typical fare on this route
- Hilton Chicago in The Loop, 7.9 from 982 reviews
- Highs of 51–56°F suit the Art Institute and the architecture river cruise
£978 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £561 + hotel £360 + resort fee £57, taxes in · a checked bag each adds about £181
Frontier · with a stop · 44h 57m
The catch: The F9 trip has a stop and takes 44h 57m in transit for a 165-mile hop, and a checked bag is about $240 for two.
Worth it if you can pay $509 per person for the American nonstop; skip this F9 fare if Monday morning is a workday.
Just found · from IndianapolisLowest in 30 days
Chicago
23 – 25 Oct 2026 · 2 nights
- Nonstop on American. Operated by Republic Airways as American Eagle, 1h 25m
- £35 per person below the typical fare on this route
- Lowest in 30 days on this route
£1,354 for two · 2 nights · flights, hotel, taxes & fees
Flights £960 + hotel £393, taxes in · a checked bag each adds about £121
American. Operated by Republic Airways as American Eagle · nonstop · 1h 25m
The catch: The best-value hotel is rated 7.9; a better one costs more.
Worth it if you want to walk, eat and see things; skip it if you want to switch off.
Just found · from IndianapolisLowest in 30 days
Chicago
16 – 18 Oct 2026 · 2 nights
- Nonstop on United, 2h 39m
- Lowest in 30 days on this route
- Cambria Hotel Chicago Loop - Theatre District, rated 8.1 by 1,256 guests
£1,693 for two · 2 nights · flights, hotel, taxes & fees
Flights £1,028 + hotel £665, taxes in · a checked bag each adds about £121
United · nonstop · 2h 39m
The catch: Hold luggage, seat selection and any resort fee are extra: they are not in the total.
Worth it if you want to walk, eat and see things; skip it if you want to switch off.
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| 15 Oct 2026 | 30 Oct – 1 Nov 2026 | £384 | American | nonstop | 1h 18m | Google Flights |
| 15 Oct 2026 | 30 Oct – 1 Nov 2026 | £280 | F9 | with a stop | 44h 57m | Kiwi.com |
| 15 Oct 2026 | 23 – 25 Oct 2026 | £480 | American. Operated by Republic Airways as American Eagle | nonstop | 1h 25m | Google Flights |
| 15 Oct 2026 | 30 Oct – 1 Nov 2026 | £276 | F9 | with a stop | 20h 45m | Kiwi.com |
| 15 Oct 2026 | 23 – 25 Oct 2026 | £516 | UA | nonstop | 1h 20m | Kiwi.com |
| 13 Oct 2026 | 23 – 25 Oct 2026 | £492 | UA | nonstop | 2h 32m | Kiwi.com |
| 13 Oct 2026 | 23 – 25 Oct 2026 | £480 | American. Operated by Republic Airways as American Eagle | nonstop | 1h 25m | Google Flights |
| 13 Oct 2026 | 23 – 25 Oct 2026 | £516 | UA | nonstop | 1h 20m | Kiwi.com |
| 13 Oct 2026 | 16 – 18 Oct 2026 | £514 | UA | nonstop | 2h 39m | Kiwi.com |
| 13 Oct 2026 | 16 – 18 Oct 2026 | £514 | UA | nonstop | 1h 20m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £518 | UA | nonstop | 1h 20m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £516 | UA | nonstop | 1h 20m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £516 | UA | nonstop | 1h 20m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £518 | UA | nonstop | 1h 20m | Kiwi.com |
About Chicago
Chicago offers skyscraper architecture, a lakefront of beaches and parks, blues clubs, deep-dish pizza and museums of world rank.
Chicago from every city: when to go, where to stay, what to do
Questions about Indianapolis to Chicago
What does a return from Indianapolis to Chicago usually cost?
Over the last 60 days the typical price we found was £514 per person, taxes and fees included, across 14 checks; the lowest was £276.
When is the best time to fly from Indianapolis to Chicago?
Chicago is at its best in May, June, July, August, September and October. Avoid December, January, February, March: Bitter cold and wind off the lake
Do I need a passport to fly from Indianapolis to Chicago?
No passport needed for travellers from the United States: a government photo ID is enough for Chicago.
Prices converted from US dollars at the rate of 15 Oct 2026.