AirHint found the following cheapest return flights from Chicago (MDW) to Tokyo (NRT) in October 2025 (see full year).

Return flights

05 Oct - 11 Oct	Frontier Airlines
03 Oct - 10 Oct	Frontier Airlines
12 Oct - 25 Oct	Frontier Airlines
09 Oct - 13 Oct	Frontier Airlines
02 Oct - 09 Oct	Frontier Airlines
17 Oct - 24 Oct	Frontier Airlines
16 Oct - 02 Nov	Frontier Airlines
10 Oct - 24 Oct	Frontier Airlines
09 Oct - 16 Oct	Frontier Airlines
09 Oct - 14 Oct	Frontier Airlines
21 Oct - 01 Nov	Porter Airlines (Canada) Ltd
01 Oct - 10 Oct	Porter Airlines (Canada) Ltd
24 Oct - 08 Nov	Porter Airlines (Canada) Ltd
30 Oct - 11 Nov	Delta

Also check the deals for one-way flights from Chicago to Tokyo in October.

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

Book a cheap hotel in Tokyo

Cheap car rent in Tokyo

Cheapest return flights from Chicago to Tokyo in October from $878

Return flights