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

Return flights

15 Oct - 22 Oct	Delta
08 Oct - 14 Oct	Delta
13 Oct - 29 Oct	Delta
05 Oct - 21 Oct	Virgin Atlantic
08 Oct - 21 Oct	Delta
14 Oct - 29 Oct	Virgin Atlantic
01 Oct - 01 Nov	Air France
17 Oct - 22 Oct	Delta
16 Oct - 22 Oct	Delta
17 Oct - 28 Oct	Delta
24 Oct - 28 Oct	Virgin Atlantic
25 Oct - 01 Nov	Virgin Atlantic
17 Oct - 02 Nov	KLM
04 Oct - 08 Nov	Virgin Atlantic
24 Oct - 09 Nov	Porter Airlines (Canada) Ltd

Also check the deals for one-way flights from Chicago to London 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.

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Cheapest return flights from Chicago to London in October from 453€

Return flights