PirateFly ✕ Save Money Savings Hub Best eSIM Get up to €600 Car from €4/Day Airport Transfer Best VPN Tickets & Tours Company About Contact Blog Privacy Policy Cookie Policy Terms of Service Disclaimer ← From Cheap Flights from Chicago to Singapore Chicago → Singapore Any date Find your flight ✕ From ⇄ To When Flexibility ± 30 days Exact date ± 1 day ± 3 days 🌍 Anywhere 🇺🇸 United States €40 🇵🇱 Poland €233 🇲🇽 Mexico €63 🇪🇸 Spain €273 🇮🇹 Italy €272 🇹🇷 Turkey €302 🇬🇧 United Kingdom €241 🇦🇪 United Arab Emirates €328 Search flights ← Back Home› Deals› Singapore Singapore 0 destinations from Chicago Popular destinations Italy from €10 Spain from €8 Turkey from €22 France from €10 Poland from €10 Germany from €11 United States from €20 Greece from €13