
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $1,281 (China Airlines) |
One-way from | $354 (oojo) |
Popular in | December |
Cheapest in | February |
Average price | $1,913 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Tue 1/20
10:35 am-1:05 pm
2 stops36h 30m
Singapore Changi
Thu 1/22
2:00 am-10:50 pm
2 stops34h 50m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Thu 1/29
2:10 pm-1:05 pm
2 stops32h 55m
Singapore Changi
Thu 2/5
2:25 pm-2:55 pm
3 stops38h 30m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Fri 1/23
11:10 am-1:05 pm
3 stops35h 55m
Singapore Changi
Sat 1/31
2:25 pm-12:30 pm
2 stops36h 05m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Wed 3/25
6:30 am-5:00 am
2 stops33h 30m
Singapore Changi
Fri 4/3
1:10 am-3:25 pm
2 stops27h 15m
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 4/6
10:15 am-7:30 am
2 stops32h 15m
Singapore Changi
Fri 4/10
3:10 pm-8:15 am
3 stops54h 05m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Thu 3/19
6:30 am-5:00 am
2 stops33h 30m
Singapore Changi
Sat 3/28
10:30 pm-4:53 pm
2 stops31h 23m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Fri 3/27
6:30 am-5:00 am
2 stops33h 30m
Singapore Changi
Sat 4/4
1:10 am-10:29 pm
2 stops34h 19m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Thu 3/26
9:32 am-12:10 am
2 stops25h 38m
Singapore Changi
Fri 4/3
1:10 am-12:29 pm
2 stops24h 19m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Sat 4/4
6:30 am-11:40 pm
2 stops28h 10m
Singapore Changi
Fri 4/10
1:10 am-3:25 pm
2 stops27h 15m
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Tue 1/6
11:30 pm-12:05 pm
1 stop22h 35m
Singapore Changi
Sun 1/18
3:45 pm-7:35 pm
1 stop41h 50m
Currently, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of $661). Flying from Chicago to Singapore in December is currently the most expensive (average of $1,361). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Unlike in the morning, when flights are generally more expensive, you can save up to 25% on flights from Chicago to Singapore by exploring options for tickets at noon.
Travelers seeking maximum savings on their Chicago to Singapore flight should consider departing on Monday at noon when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Comfort
Boarding
Food
Overall
Entertainment
Crew
Reviews
Walter,Nov 2025
LAX - TPE
Comfort
Boarding
Food
Overall
Entertainment
Crew
Reviews
Walter,Nov 2025
LAX - TPE
Comfort
Boarding
Food
Overall
Entertainment
Crew
Reviews
Walter,Nov 2025
LAX - TPE
Comfort
Boarding
Food
Overall
Entertainment
Crew
Reviews
Walter,Nov 2025
LAX - TPE
Comfort
Boarding
Food
Overall
Entertainment
Crew
Reviews
Walter,Nov 2025
LAX - TPE
Comfort
Boarding
Food
Overall
Entertainment
Crew
Reviews
Walter,Nov 2025
LAX - TPE
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$675 | Average$921 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$701 | Average$880 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$709 | Average$1,244 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$747 | Average$957 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$791 | Average$1,081 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$830 | Average$1,172 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$850 | Average$1,204 | FlexibilityNo cancel fee | On-time68% | |
| Cheapest$884 | Average$1,340 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$918 | Average$1,144 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$1,024 | Average$1,426 | FlexibilityNo cancel fee | On-time80% |