Cheapest return flights from Chicago to Singapore in May from $958

Best time to book flights for Chicago (ORD) to Singapore (SIN) flights at AirHint

AirHint found the following cheapest return flights from Chicago (ORD) to Singapore (SIN) in May 2025 (see full year).

Return flights

18 May - 22 May Air Canada
14 May - 08 Jun Air Canada
12 May - 19 May Air India
16 May - 19 May Turkish Airlines
14 May - 21 May Air India
27 May - 14 Jun Air Canada
15 May - 19 May Turkish Airlines
12 May - 17 May Air India
19 May - 27 May Air India
25 May - 12 Jun Air Canada
19 May - 26 May IndiGo
18 May - 30 May Air India

Also check the deals for one-way flights from Chicago to Singapore in May.

Skyscanner

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 Singapore

Cheap car rent in Singapore