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Indianapolis skyline — flights from Chicago from €69, cheapest in December

Chicago to Indianapolis: buy now or wait?

Updated : Typical one-way fare Chicago→Indianapolis: €88 (median of 35 daily lowest fares we tracked); under €75 is a good price; cheapest month: December; book 14–27 days ahead.

Buy now FareScore 80/100
usually $97 $76 ≈ €69 Today's best fare

Cheaper than 80% of what we have seen

15 Nov American Airlines Direct
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All fares Chicago → Indianapolis

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What the history says

Prices recorded 159
Typical price €88
Lowest we saw €69
You save today €19

Based on 159 prices we recorded on this exact route, compared against the same departure month.

Best booking window

14–27 days — is when this route has been cheapest to book: €88 typical, on 26 observations. That is about €35 less than booking in the last two weeks.

Cheapest months to fly to Indianapolis

December €77 7 observations
November €118 105 observations
October €203 46 observations

Booking tips from our fare data

How far in advance should you book a flight?
Book 1.5–2 months before departure. Tracking the same flights at every lead time (116,633 flights on 22,463 routes, 2026-06-14 to 2026-11-12), that window had the smallest average premium over each flight's lowest fare: +16.1%, against +48.8% in the last 3 days.
Is it cheaper to book flights months in advance?
Not much. Booking 2–3 months ahead cost on average 20.8% more than the same flight's lowest fare, more than at 1.5–2 months (+16.1%). On 31,296 flights seen both 2–3 months and 3–4 weeks out, the early fare was higher 44.4% of the time: a coin toss.
How much does a flight in Europe cost?
€115 one way at the median, across 29,044 routes within Europe (fares observed 2026-06-14 to 2026-11-12). The cheapest countries to fly to were Albania (€58), Malta (€64.5), Italy (€77); the dearest Belarus (€299) and Russia (€291).

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