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

Return flights

09 Sep - 16 Sep	Porter Airlines (Canada) Ltd
04 Sep - 07 Sep	Frontier Airlines
04 Sep - 18 Sep	WestJet
04 Sep - 15 Sep	WestJet
19 Sep - 22 Sep	WestJet
19 Sep - 24 Sep	WestJet
25 Sep - 02 Oct	WestJet
09 Sep - 21 Sep	WestJet
03 Sep - 15 Sep	WestJet
10 Sep - 24 Sep	WestJet
09 Sep - 15 Sep	WestJet

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

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.

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Cheapest return flights from Chicago to Tokyo in September from 889€

Return flights