
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $1,243 (Air Canada) |
One-way from | $252 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $1,913 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Sat 3/7
9:25 pm-1:05 pm
2 stops49h 40m
Singapore Changi
Sat 3/14
2:25 pm-5:40 am
2 stops28h 15m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Sat 3/7
6:20 pm-1:05 pm
2 stops28h 45m
Singapore Changi
Sat 3/28
2:00 am-11:55 pm
2 stops34h 55m
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Wed 6/10
9:39 pm-6:35 pm
1 stop31h 56m
Singapore Changi
Thu 6/25
8:40 pm-4:58 am
1 stop21h 18m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Mon 1/19
6:14 pm-12:10 am
2 stops39h 56m
Singapore Changi
Tue 2/3
10:30 pm-10:22 pm
2 stops37h 52m
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Thu 6/11
6:02 am-6:35 pm
1 stop23h 33m
Singapore Changi
Mon 6/22
8:45 am-9:27 pm
1 stop25h 42m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Sun 2/1
3:40 pm-3:30 pm
3 stops33h 50m
Singapore Changi
Mon 2/9
2:00 am-4:55 am
2 stops40h 55m
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Fri 6/12
6:02 am-6:35 pm
1 stop23h 33m
Singapore Changi
Sat 6/20
8:45 am-11:34 pm
1 stop27h 49m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Wed 3/4
6:00 am-12:10 am
2 stops28h 10m
Singapore Changi
Sun 3/29
10:30 pm-4:55 pm
2 stops31h 25m
ChicagoSingapore
MDW - SIN
MDWSIN
Chicago Midway
Wed 3/4
10:30 am-1:05 pm
2 stops36h 35m
Singapore Changi
Sat 3/28
2:00 am-11:55 pm
2 stops34h 55m
ChicagoSingapore
ORD - SIN
ORDSIN
Chicago O'Hare Intl
Mon 1/5
2:20 pm-11:15 am
3 stops30h 55m
Singapore Changi
Wed 2/11
1:35 pm-7:35 am
2 stops32h 00m
Currently, September is the cheapest month in which you can book a flight from Chicago to Singapore (average of $662). 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.
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Walter,Nov 2025
LAX - TPE
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Walter,Nov 2025
LAX - TPE
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Walter,Nov 2025
LAX - TPE
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Walter,Nov 2025
LAX - TPE
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Walter,Nov 2025
LAX - TPE
Entertainment
Food
Overall
Comfort
Boarding
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$882 | FlexibilityNo cancel fee | On-time72% | |
| Cheapest$709 | Average$1,228 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$770 | Average$976 | 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$940 | Average$1,153 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$1,024 | Average$1,426 | FlexibilityNo cancel fee | On-time80% |