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

Return flights

01 Oct - 15 Oct	Virgin Atlantic
01 Oct - 08 Oct	Virgin Atlantic
14 Oct - 04 Nov	Air France
21 Oct - 28 Oct	Virgin Atlantic
30 Oct - 07 Nov	Delta
13 Oct - 03 Nov	Delta
23 Oct - 04 Nov	Delta
08 Oct - 13 Oct	Delta
06 Oct - 13 Oct	Delta
16 Oct - 22 Oct	Delta
19 Oct - 27 Oct	Delta
14 Oct - 27 Oct	Delta
15 Oct - 27 Oct	Delta
19 Oct - 08 Nov	Virgin Atlantic
14 Oct - 08 Nov	Virgin Atlantic
29 Oct - 09 Nov	KLM
06 Oct - 12 Oct	KLM
30 Oct - 10 Nov	Delta
18 Oct - 08 Nov	Delta
30 Oct - 03 Nov	Delta

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.

Book a cheap hotel in London

Cheap car rent in London

Cheapest return flights from Chicago to London in October from 429€

Return flights