✈ EconoMile

Compare Airline Fares & Calculate Miles

Flights from Singapore to Chicago

Compare 20 flight options on JAL

* Based on 110 flight price data points (fetched: 2026-02-22). Not real-time data and may not cover all departure dates. Please check the airline's official website for the latest fares and availability.

Lowest Fare$1,708.00
Flight Time22h 5m - 26h 40m
StopsUp to 2 stops

Fares by Cabin Class

Economy$1,708 ~ $5,999
Business$11,071 ~ $11,077

Available Route Options

20 different routing options available for this route

Outbound/ReturnFlight TimeStopsEconomyBusiness
OutboundSIN Singapore → HND Haneda → ORD Chicago
ReturnORD Chicago → NRT Narita → SIN Singapore
22h 5m24h 40m
1stop1stop
$1,795~$11,074~
OutboundSIN Singapore → HND Haneda → ORD Chicago
ReturnORD Chicago → SAN San Diego → NRT Narita → SIN Singapore
22h 5m25h 16m
1stop2stop
$1,795~-
OutboundSIN Singapore → HND Haneda → ORD Chicago
ReturnORD Chicago → YVR Vancouver → NRT Narita → SIN Singapore
22h 5m25h 26m
1stop2stop
$1,755~$11,074~
OutboundSIN Singapore → HND Haneda → ORD Chicago
ReturnORD Chicago → HND Haneda → SIN Singapore
22h 5m26h 40m
1stop1stop
$1,792~$11,071~
OutboundSIN Singapore → HND Haneda → DFW Dallas → ORD Chicago
ReturnORD Chicago → NRT Narita → SIN Singapore
24h 23m24h 40m
2stop1stop
$1,800~-
OutboundSIN Singapore → NRT Narita → SEA Seattle → ORD Chicago
ReturnORD Chicago → NRT Narita → SIN Singapore
24h 41m24h 40m
2stop1stop
$1,855~-
OutboundSIN Singapore → NRT Narita → YVR Vancouver → ORD Chicago
ReturnORD Chicago → NRT Narita → SIN Singapore
24h 51m24h 40m
2stop1stop
$1,888~$11,077~
OutboundSIN Singapore → HND Haneda → DFW Dallas → ORD Chicago
ReturnORD Chicago → SAN San Diego → NRT Narita → SIN Singapore
24h 23m25h 16m
2stop2stop
$1,800~-

+12 more routing options available

Book on Japan Airlines Official Website→
Search real-time Singapore to Chicago flights on Expedia→

Compare fares with other airlines

Compare fares from different airlines operating on this route. Click on any airline to view detailed flight information and mileage earning potential.

Loading comparison data...

Miles & Status Points Earning

(when crediting to JAL Mileage Bank)

When crediting this Japan Airlines flight to JAL Mileage Bank, you earn both FLY ON Points (for elite status) and Miles (for award tickets). Here's how they work:

  • FLY ON Points: FLY ON Points are used for elite status qualification. Accumulate enough points within a calendar year to achieve higher status tiers, which unlock benefits like lounge access, priority boarding, bonus miles, and complimentary upgrades. Status points are calculated based on fare price or flight distance depending on the airline.
  • Miles: Miles are your reward currency for free flights. Redeem accumulated miles for award tickets on the airline and its partners. Miles earned depend on flight distance and your booking class. Higher booking classes earn more miles per flight.

The "FLY ON Points/$100" and "Miles/$100" columns show earning efficiency - higher numbers mean better value for your money. Compare different cabin classes to find the best balance between comfort and mileage earning.

As a oneworld member, Japan Airlines flights can be credited to partner programs. Compare earning potential:Executive Club, AAdvantage

CabinFareFLY ON PointsFLY ON Points/$100MilesMiles/$100
Economy$1,708 - $5,9998,542 - 29,995500 - 5008,542 - 29,995500 - 500
Business$11,071 - $11,07755,357 - 55,38650055,357 - 55,386500
Learn more about JAL Mileage Bank →

Flight Itineraries & Booking Class Details

Browse 20 available flight options from Singapore to Chicago. Each itinerary shows the route, layover cities, flight duration, and detailed fare information.

📘What are booking classes?

Even within the same Economy cabin, tickets have hidden categories called "booking classes." Cheaper tickets get lower booking classes (Q, V, etc.) while expensive tickets get higher ones (Y, B, etc.). This dramatically affects how many miles you earn. On popular dates, cheaper booking classes sell out first, so closer to departure you may only find expensive fares—which do earn more miles. Click any fare to see the calculation details.

💡Smart booking tips

To maximize miles earned per dollar spent, look for fares with higher "Points/cost" or "Miles/cost" values. However, keep in mind that booking class also affects change/cancellation flexibility—cheaper fares often have stricter policies.

Flight List
SINSingapore → HNDHaneda → ORDChicago(22.1h+)ORDChicago → NRTNarita → SINSingapore(24.7h+)
19,190 mi
Economy (Booking Class S, S, L, L)
$1,795
8,973FLY ON Points500 FLY ON Points/$100
8,973Miles500 Miles/$100
▼
Economy (Booking Class Y)
$5,990
29,952FLY ON Points500 FLY ON Points/$100
29,952Miles500 Miles/$100
▼
Business (Booking Class J)
$11,074
55,371FLY ON Points500 FLY ON Points/$100
55,371Miles500 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(22.1h+)ORDChicago → SANSan Diego → NRTNarita → SINSingapore(25.3h+)
20,197 mi
Economy (Booking Class S, S, L, L, L)
$1,795
8,973FLY ON Points500 FLY ON Points/$100
8,973Miles500 Miles/$100
▼
Economy (Booking Class Y)
$5,990
29,952FLY ON Points500 FLY ON Points/$100
29,952Miles500 Miles/$100
▼
First/Business (Booking Class J)
$11,074
55,371FLY ON Points500 FLY ON Points/$100
55,371Miles500 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(22.1h+)ORDChicago → YVRVancouver → NRTNarita → SINSingapore(25.4h+)
19,354 mi
Economy (Booking Class S, S, V, V, V)
$1,755 - $1,795
8,775 - 8,973FLY ON Points500-500 FLY ON Points/$100
8,775 - 8,973Miles500-500 Miles/$100
▼
Economy (Booking Class Y)
$5,990
29,952FLY ON Points500 FLY ON Points/$100
29,952Miles500 Miles/$100
▼
Business (Booking Class J)
$11,074
55,371FLY ON Points500 FLY ON Points/$100
55,371Miles500 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(22.1h+)ORDChicago → HNDHaneda → SINSingapore(26.7h+)
19,190 mi
Economy (Booking Class S, S, L, L)
$1,792
8,958FLY ON Points500 FLY ON Points/$100
8,958Miles500 Miles/$100
▼
Premium Eco/Economy (Booking Class E)
$3,524
17,622FLY ON Points500 FLY ON Points/$100
17,622Miles500 Miles/$100
▼
Premium Eco/Economy (Booking Class W)
$5,987
29,937FLY ON Points500 FLY ON Points/$100
29,937Miles500 Miles/$100
▼
Economy (Booking Class Y)
$5,987
29,937FLY ON Points500 FLY ON Points/$100
29,937Miles500 Miles/$100
▼
Business (Booking Class J)
$11,071
55,357FLY ON Points500 FLY ON Points/$100
55,357Miles500 Miles/$100
▼
SINSingapore → HNDHaneda → DFWDallas → ORDChicago(24.4h+)ORDChicago → NRTNarita → SINSingapore(24.7h+)
20,142 mi
Economy (Booking Class S, S, S, L, L)
$1,800
9,001FLY ON Points500 FLY ON Points/$100
9,001Miles500 Miles/$100
▼
Economy (Booking Class Y)
$5,996
29,980FLY ON Points500 FLY ON Points/$100
29,980Miles500 Miles/$100
▼
First/Business (Booking Class J)
$11,080
55,400FLY ON Points500 FLY ON Points/$100
55,400Miles500 Miles/$100
▼
SINSingapore → NRTNarita → SEASeattle → ORDChicago(24.7h+)ORDChicago → NRTNarita → SINSingapore(24.7h+)
19,405 mi
Economy (Booking Class V, V, V, L, L)
$1,855
9,272FLY ON Points500 FLY ON Points/$100
9,272Miles500 Miles/$100
▼
Economy (Booking Class Y)
$5,999
29,995FLY ON Points500 FLY ON Points/$100
29,995Miles500 Miles/$100
▼
First/Business (Booking Class J)
$11,083
55,414FLY ON Points500 FLY ON Points/$100
55,414Miles500 Miles/$100
▼
SINSingapore → NRTNarita → YVRVancouver → ORDChicago(24.9h+)ORDChicago → NRTNarita → SINSingapore(24.7h+)
19,354 mi
Economy (Booking Class L)
$1,888
9,441FLY ON Points500 FLY ON Points/$100
9,441Miles500 Miles/$100
▼
Economy (Booking Class Y)
$5,993
29,967FLY ON Points500 FLY ON Points/$100
29,967Miles500 Miles/$100
▼
Business (Booking Class J)
$11,077
55,386FLY ON Points500 FLY ON Points/$100
55,386Miles500 Miles/$100
▼
SINSingapore → HNDHaneda → DFWDallas → ORDChicago(24.4h+)ORDChicago → SANSan Diego → NRTNarita → SINSingapore(25.3h+)
21,149 mi
Economy (Booking Class S, S, S, L, L, L)
$1,800
9,001FLY ON Points500 FLY ON Points/$100
9,001Miles500 Miles/$100
▼
Economy (Booking Class Y)
$5,996
29,980FLY ON Points500 FLY ON Points/$100
29,980Miles500 Miles/$100
▼
First/Business (Booking Class J)
$11,080
55,400FLY ON Points500 FLY ON Points/$100
55,400Miles500 Miles/$100
▼
SINSingapore → HNDHaneda → DFWDallas → ORDChicago(24.4h+)ORDChicago → YVRVancouver → NRTNarita → SINSingapore(25.4h+)
20,306 mi
Economy (Booking Class S, S, S, V, V, V)
$1,761 - $1,800
8,803 - 9,001FLY ON Points500-500 FLY ON Points/$100
8,803 - 9,001Miles500-500 Miles/$100
▼
Economy (Booking Class Y)
$5,996
29,980FLY ON Points500 FLY ON Points/$100
29,980Miles500 Miles/$100
▼
First/Business (Booking Class J)
$11,080
55,400FLY ON Points500 FLY ON Points/$100
55,400Miles500 Miles/$100
▼
SINSingapore → NRTNarita → SEASeattle → ORDChicago(24.7h+)ORDChicago → SANSan Diego → NRTNarita → SINSingapore(25.3h+)
20,412 mi
Economy (Booking Class V, V, V, L, L, L)
$1,855
9,272FLY ON Points500 FLY ON Points/$100
9,272Miles500 Miles/$100
▼
Economy (Booking Class Y)
$5,999
29,995FLY ON Points500 FLY ON Points/$100
29,995Miles500 Miles/$100
▼
First/Business (Booking Class J)
$11,083
55,414FLY ON Points500 FLY ON Points/$100
55,414Miles500 Miles/$100
▼

FAQ

You can earn between 8,542 and 55,414 Loyalty Points depending on booking class. Economy: 8,542–29,995. Business: 55,357–55,386. First/Business (Mixed): 55,371–55,414. Premium Economy/Economy (Mixed): 17,622–29,965.

The lowest fare starts at $1,708. Economy from $1,708. Business from $11,071. First/Business (Mixed) from $11,074. Premium Economy/Economy (Mixed) from $3,524.

Economy class offers better Loyalty Points per cost. Economy: up to 500.1, Business: up to 500.0.

Yes. American Airlines flights can also be credited to: FLY ON Points (JAL), Tier Points (BA).

The shortest flight time is approximately 22.1h.

Chicago on other airlines

ANATurkishBritish AirwaysUnitedSingaporeAmericanAlaskaQatarLufthansaCompare All

Other destinations from Singapore

VancouverLos AngelesBostonSan FranciscoDallasSeattle
OriginSINSingaporeChange
↓
DestinationORDChicago
Destinations (9)
Airline