Cheap flights from Chicago to Singapore
One-way fares from $480, found recently by travellers. Plus what 5 days in Singapore costs once you land.
Cheapest dates we found
- 16 Jan2027ORD → SINCathay Pacific · 1 stop · 19h 55m$480one way
- 7 Nov2026ORD → SINCathay Pacific · 1 stop · 19h 55m$483one way
One-way economy prices travellers found on Aviasales in the last few days. They change often, so open a fare to see today's price.
Airlines on this route
Recent cheap fares were with Cathay Pacific. Low-cost airlines often charge extra for checked bags and seats, so compare the full price.
When to go to Singapore
February to April is the driest. Singapore is hot and humid all year; November to January is the wettest.
Money-saving tips for Singapore
- Hawker centres (Maxwell, Lau Pa Sat, Tiong Bahru) serve excellent meals for a few dollars.
- Tap your contactless bank card on the MRT and buses; fares are capped and cheaper than taxis.
- Stay in Chinatown, Little India or Bugis for the cheapest rooms.
Questions
How much is a flight from Chicago to Singapore?
The cheapest one-way fare we found recently was $480 with Cathay Pacific on 16 Jan 2027. Most of the fares we saw were between $480 and $483 one way. Prices change daily, so open the fare to see today's price.
How long is the flight from Chicago to Singapore?
The quickest flight in our recent results took 19h 55m with 1 stop.
Are there direct flights from Chicago to Singapore?
The cheapest fares we found all had at least one stop. Non-stop flights may exist at higher prices, so check the flight search.
How much money do I need for 5 days in Singapore?
About $335 for one backpacker, or $1,850 for two people travelling mid-range (hotel, food, transport and sights, flights not included). Add about $960 per person for a return flight from Chicago.
More flights from Chicago
- Chicago → Bangkok
- Chicago → Chiang Mai
- Chicago → Phuket
- Chicago → Bali
- Chicago → Kuala Lumpur
- Chicago → Penang
- Chicago → Hanoi
- Chicago → Ho Chi Minh City
- All flights from Chicago
Fly to Singapore from
- Bangkok
- Chiang Mai
- Phuket
- Bali
- Kuala Lumpur
- Penang
- Hanoi
- Ho Chi Minh City
- Da Nang
- Siem Reap
- New York
- Mexico City
- Jakarta
- Manila
- Surabaya
- Cebu
Fares are recent prices found by travellers, cached for a few hours. Trip costs are planning estimates checked 2026-10-11. Always confirm the final price when you book. Some links are affiliate links; they never change your price.