Cheapest one-way flights from Chicago to Lisbon in May from $271

AirHint found the following cheapest one-way flights from Chicago (MDW) to Lisbon (LIS) in May 2026 (see full year).

One-Way flights

05 May Frontier Airlines
20 May Porter Airlines (Canada) Ltd
08 May Frontier Airlines
06 May Frontier Airlines
22 May Porter Airlines (Canada) Ltd
21 May Porter Airlines (Canada) Ltd
12 May Frontier Airlines
13 May Frontier Airlines
11 May Delta

Also check the deals for return flights from Chicago to Lisbon in May.

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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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