SIN → ORD

Find and Compare the Cheapest Ways to Fly from Singapore to Chicago

Compare one-way, round-trip and flight + hotel packages from Singapore to Chicago, a nonstop flight of about 19h 20m, with fares from around 985.

Singapore to Chicago flight facts

Singapore to Chicago is an international route covering about 9,346 miles, arriving at O'Hare International Airport (ORD) in United States. Peak travel season in Chicago runs June–August (warm, lakefront festivals), while November–April is usually the quietest and best-value time to visit. The cheapest fares we've tracked on this route include at least one stop.

Key facts for flights from Singapore to Chicago
Departing fromSingapore Changi Airport (SIN)
Arriving atO'Hare International Airport (ORD)
Distance9,346 miles (15,050 km)
Nonstop flight timeAbout 19h 20m
Nonstop airlines seenNone in recent fares, expect 1 stop
Round-trip fares from$985 (estimate)
Cheapest monthsFebruary, January, April
Peak season in ChicagoJune–August
Cheapest hotel months in ChicagoNovember–April
Best time to book2 to 6 months ahead
Route info updatedOctober 16, 2026

When to visit Chicago

  • Peak season

    June–August

    Warm, lakefront festivals

  • Shoulder season

    May & September–October

    Mild and comfortable

  • Off-peak season

    November–April

    Cold, windy and snowy

Estimated round-trip fares by month, Singapore to Chicago

Estimated lowest round-trip fare per month
MonthFares from
January$1010
February$985
March$1130
April$1040
May$1065
June$1445
July$1395
August$1260
September$1085
October$1135
November$1295
December$1475

Flying from Singapore to Chicago

Airlines Flying this Route

The cheapest fares we've tracked on this route include at least one stop. Ducoffs.com compares full-service and low-cost airlines flying between Singapore and Chicago in a single search, including nonstop and one-stop options, so you can weigh price against total travel time.

Best Time to Book Flights from Singapore to Chicago

Fares on this route tend to be lowest in February, January, and April. For the best selection, book about 2 to 6 months before departure and stay flexible by a day or two.

Average Travel Duration

Singapore and Chicago are about 9,346 miles apart. A nonstop flight takes roughly 19h 20m; connecting itineraries usually add 2 to 5 hours.

Singapore to Chicago flight questions

How can I find the absolute cheapest flight from Singapore to Chicago?

The best way to secure budget rates is by comparing multiple airlines simultaneously and checking flexible dates. Ducoffs.com scans available partner networks to bring you real-time pricing options.

What is the cheapest month to fly from Singapore to Chicago?

Based on typical seasonal demand, February, January, and April tend to offer the lowest fares on this route, with estimated round-trip prices starting around $985. Live prices change daily, so run a search for your exact dates.

How long is the flight from Singapore to Chicago?

Singapore and Chicago are about 9,346 miles apart. A nonstop flight takes roughly 19h 20m, while connecting itineraries usually add 2 to 5 hours depending on the layover.

Which airlines fly nonstop from Singapore to Chicago?

The cheapest fares we've tracked recently on this route include at least one stop. Your live search shows any nonstop options available for your dates.

When are hotels cheapest in Chicago?

Hotel rates in Chicago are usually lowest in November–April, when demand is quieter, and highest during peak season (June–August). Booking your flight and hotel together can save up to 30%.

Which airport do I fly into for Chicago?

This route arrives at O'Hare International Airport (ORD). Your search results also show nearby airports when they offer a cheaper or faster option.

How far in advance should I book a flight to Chicago?

For this route, booking about 2 to 6 months before departure usually gives the best balance of price and seat selection. Mid-week departures are often cheaper than weekend flights.

Is it cheaper to bundle flights and hotels together?

Yes. Bundling your travel components can save you up to 30% compared to booking flights and hotels separately, as airlines and properties offer exclusive package discounts.