Singapore (SIN) to Chicago (ORD) at a glance

Embark on an international journey from Singapore (SIN) to Chicago (ORD) with a selection of airlines offering diverse flight options. Whether you seek cheap flights from SIN or prefer full-service carriers, you can compare itineraries to find the best fit for your budget and schedule. Gather essential information for your SIN to ORD flight and prepare to explore the iconic sights and vibrant neighborhoods of Chicago.

• Fastest flight duration: around 19 hours in-flight, plus roughly 2h 15m layover with one stop
• Route distance: roughly 9,400 miles (15,130 km)
• Flights per week: around 9 departures on average
• Typical fares (one-way): economy tickets often range from $495–$1400, depending on seasonality and how far ahead you book

Flights from Changi Airport (SIN) to O'Hare International Airport (ORD)

According to the latest traveler bookings, here are the top airlines favored for flights from Singapore to Chicago, particularly for one-stop and multi-stop journeys. Common layover points include San Francisco International Airport (SFO) with around a 2-hour layover, Incheon International Airport (ICN) offering approximately 4 hours and 45 minutes, and Taoyuan International Airport (TPE) with about 2 hours and 15 minutes. This variety allows you to customize your itinerary by balancing price, total travel time, and cabin class.

• United: This comprehensive airline provides one-stop service, with one-way ticket prices generally falling between $530 and $1390. It represents around 26% of flights on this route, featuring an in-flight duration of 19 hours and an approximate total travel time of 21 hours and 30 minutes, including layovers.
• EVA Airways: A full-service airline that also offers one-stop journeys, EVA Airways has one-way fares typically priced from $555 to $1595. This carrier accounts for about 16% of departures on this route, with a flight time of 19 hours and a total journey time of approximately 21 hours and 30 minutes, including layovers.
• Japan Airlines: Providing both one-stop and multi-stop options, Japan Airlines presents one-way fares usually ranging from $495 to $1100. It covers about 13% of departures for this route, featuring a typical 19-hour in-flight duration and a total journey time of around 21 hours and 30 minutes.
• Cathay Pacific: As a full-service airline, Cathay Pacific offers one-stop options, with one-way fares that generally range from $520 to $2895. This airline contributes to roughly 12% of departures on this route, with an in-flight time of 19 hours and a total journey time of about 21 hours and 30 minutes, including layovers.
• Korean Air: This full-service carrier specializes in one-stop flights, with one-way fares usually between $585 and $3480. Korean Air accounts for approximately 10% of departures on this route, featuring an in-flight duration of 19 hours and an estimated total travel time of 21 hours and 30 minutes, including layovers.

Travelers flying from Singapore to Chicago have the option to upgrade their flight. Leading airlines include Cathay Pacific, offering both business class and premium economy; EVA Airways, known for its premium economy service; and Delta, which provides a business class experience.

Best time to fly from Singapore (SIN) to Chicago (ORD)

The most popular months for travelers flying from Singapore to Chicago are January, March, and June, when peak temperatures in Chicago reach up to 67.3°F in June. If you prefer quieter travel, consider November, the least busy time to visit with temperatures around 42.3°F and typically the lowest average one-way fare (around $709). Flight availability peaks in June, with approximately 12 flights per week, making it easier to find convenient departure times. September and October have the fewest flights, with approximately 7 flights per week.

• Cheapest time to fly: November usually offers good deals with average one-way fare around $709, roughly 24% cheaper than the yearly average.
• Another budget-friendly time to fly: September typically offers an average one-way fare of around $733.
• Most flight options: June has the highest number of flights from Singapore to Chicago, with approximately 12 flights per week, giving you more flexibility in scheduling your trip.

Month	Temperature	Demand	Weekly Flights	Average one-way Fare
January	25.7°F (-3.5°C)	High	9	$949
February	27.0°F (-2.8°C)	Average	9	$844
March	37.0°F (2.8°C)	High	8	$1136
April	46.0°F (7.8°C)	Average	9	$1469
May	57.0°F (13.9°C)	Average	8	$880
June	67.3°F (19.6°C)	High	12	$943
July	73.4°F (23.0°C)	Average	8	$811
August	73.0°F (22.8°C)	Average	9	$1221
September	67.1°F (19.5°C)	Low	7	$733
October	54.9°F (12.7°C)	Low	7	$783
November	42.3°F (5.7°C)	Low	9	$709
December	33.1°F (0.6°C)	Average	8	$826

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative routes from Singapore (SIN) to Chicago (ORD)

• Singapore to Chicago (XSP-ORD): Seletar Airport (XSP) is located approximately 10 miles from Changi Airport (SIN), providing convenient access for travelers heading to Chicago.
• Singapore to Chicago (SIN-MDW): Midway International Airport (MDW) is situated around 16 miles from O'Hare International Airport (ORD), offering an alternative route for those flying from Singapore.
• Paya Lebar to Chicago (QPG-MDW): Paya Lebar Air Base Airport (QPG) is roughly 6 miles away from Changi Airport (SIN), with Midway International Airport (MDW) being about 16 miles from O'Hare International Airport (ORD).

How to find the best prices for flights from Singapore (SIN) to Chicago (ORD)

Getting some of the best deals on flights from Singapore to Chicago is all about timing and flexibility. Here are some key tips to help you save:

1. Best times to book and fly: cheaper fares are usually available when booking 2 to 8 weeks in advance, although most travelers tend to book at least 2 months ahead. Departures in the morning (5 a.m. to 12 p.m.) are often cheaper and are the most popular flight times, while flying on Thursday generally provides lower prices, despite Sunday being the most favored travel day.
2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at O'Hare International Airport from Changi Airport

Chicago welcomes travelers from Singapore with a range of transport options based on price, convenience, and proximity. Here's how to reach Chicago efficiently:

• Hotel transfer: Transfers offer a convenient way to reach your hotel in Chicago, with private rides that can be arranged in advance.
• Car rental: Renting a car from O'Hare International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at O'Hare International Airport on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
• Public transportation: From O'Hare International Airport, O'Hare Station, a metro station, is located about 0.1 miles away on foot, while Rosemont Station, a train station, is about 2.2 miles from the airport and is typically reached by car.