S$ 626 Find Cheap Flights from Singapore to Chicago – Compare and Save

Flights from Singapore to Chicago usually depart from Singapore Changi (SIN) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

Four cabin classes are available on flights from Singapore to Chicago:

• Economy class
• Premium Economy Class
• Business Class
• First Class

Prices vary by airline.

One-stop flights from Singapore to Chicago most commonly connect through:

• Tokyo Haneda (HND) – 27% of one-stop connections
• Taipei City Taiwan Taoyuan Intl (TPE) – 22% of one-stop connections
• San Francisco (SFO) – 20% of one-stop connections
• Hong Kong Intl (HKG) – 11% of one-stop connections

Tokyo Haneda (HND) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 46% on the Singapore to Chicago route. Tuesday is the cheapest departure day at S$ 1,401 return on average, while Wednesday is the most expensive at S$ 2,547, a difference of S$ 1,147. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Some of the most popular sights in Chicago are Union Station and Grant Park. These are among the most viewed places in Chicago on KAYAK.

Last-minute fares on this route (booked within 2 weeks of departure) run 19% above the route average of S$ 1,568. Book 18 weeks before departure for the lowest fares.

A direct flight from Singapore to Chicago takes 0h 00m, covering 24,232 km.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Yes. Based on fares seen in the past 5 days, return flight prices on this route showed a wide range, from about S$ 967 to S$ 9,074. That means the highest observed fare was about 9x higher than the lowest one.

One-way fares from Singapore to Chicago are currently higher than usual. Average one-way flight prices are about S$ 892, which is 5% above the typical average for this route.

Flying via Taipei City Taiwan Taoyuan Intl (TPE) gives the shortest average 1-stop total travel time of 21h 46m, compared to 22h 41m via Incheon Intl (ICN) and 22h 56m via Vancouver Intl (YVR).

Chicago is 13 hours behind Singapore (Central Time vs Singapore Time). Plan for the time shift when scheduling connections or first-day activities.

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) – daily rates from around S$ 22:

· Routes Car & Truck Rentals
· Europcar
· Hertz
· Dollar
· Ace

Near Chicago Midway Airport (MDW) – daily rates from around S$ 41:

· Hertz
· Dollar
· Budget
· Alamo
· Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) – daily rates from around S$ 38:

· Alamo
· Enterprise Rent-A-Car
· Budget
· Avis
· National

Return flights from Singapore to Chicago range from S$ 1,331 to S$ 2,074, with an average of S$ 1,568 over the past 12 months. Anything below S$ 1,331 counts as a good deal.