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Flights from Singapore to Chicago

Compare 17 flight options on JAL

* Based on 207 flight price data points (fetched: 2026-02-14 〜 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$1,551.00
Flight Time22h 5m - 44h 6m
StopsUp to 2 stops

Fares by Cabin Class

Economy$1,551 ~ $6,100
Business$6,353 ~ $11,143

Available Route Options

11 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
$1,551~$7,208~
OutboundSIN Singapore → HND Haneda → ORD Chicago
ReturnORD Chicago → HND Haneda → SIN Singapore
22h 5m26h 40m
1stop1stop
$1,711~$6,353~
OutboundSIN Singapore → NRT Narita → ORD Chicago
ReturnORD Chicago → NRT Narita → SIN Singapore
36h 40m24h 40m
1stop1stop
$1,562~$7,252~
OutboundSIN Singapore → HND Haneda → LAX Los Angeles → ORD Chicago
ReturnORD Chicago → LAX Los Angeles → NRT Narita → SIN Singapore
35h 8m26h 20m
2stop2stop
$2,465~-
OutboundSIN Singapore → HND Haneda → LAX Los Angeles → ORD Chicago
ReturnORD Chicago → HND Haneda → SIN Singapore
35h 8m26h 40m
2stop1stop
$2,346~-
OutboundSIN Singapore → NRT Narita → ORD Chicago
ReturnORD Chicago → LAX Los Angeles → NRT Narita → SIN Singapore
36h 40m26h 20m
1stop2stop
$1,920~-
OutboundSIN Singapore → NRT Narita → ORD Chicago
ReturnORD Chicago → HND Haneda → SIN Singapore
36h 40m26h 40m
1stop1stop
$1,722~$6,364~
OutboundSIN Singapore → HND Haneda → LAX Los Angeles → ORD Chicago
ReturnORD Chicago → LAX Los Angeles → HND Haneda → SIN Singapore
35h 8m43h 45m
2stop2stop
$2,729~-

+3 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.

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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$1,551 - $6,10012,850 - 26,742329 - 8839,594 - 21,030245 - 673
Business$6,353 - $11,14329,726267 - 46823,986215 - 378
Learn more about JAL Mileage Bank →

Flight Itineraries & Booking Class Details

Browse 17 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)
$1,551 - $3,899
12,850FLY ON Points330-829 FLY ON Points/$100
9,594Miles246-619 Miles/$100
▼
Economy (Booking Class M, M, S, S)
$1,852 - $2,108
15,100FLY ON Points716-815 FLY ON Points/$100
11,513Miles546-622 Miles/$100
▼
Economy (Booking Class H)
$3,318 - $4,731
17,350FLY ON Points367-523 FLY ON Points/$100
13,432Miles284-405 Miles/$100
▼
Economy (Booking Class Y)
$6,001 - $6,029
24,102FLY ON Points400-402 FLY ON Points/$100
19,190Miles318-320 Miles/$100
▼
Business (Booking Class I, I, D, D)
$7,208 - $8,130
29,726FLY ON Points366-412 FLY ON Points/$100
23,986Miles295-333 Miles/$100
▼
Business (Booking Class C, C, D, D)
$9,024
29,726FLY ON Points329 FLY ON Points/$100
23,986Miles266 Miles/$100
▼
Business (Booking Class J)
$11,080 - $11,132
29,726FLY ON Points267-268 FLY ON Points/$100
23,986Miles216-217 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(22.9h+)ORDChicago → NRTNarita → SINSingapore(24.7h+)
19,190 mi
Economy (Booking Class S)
$1,562 - $3,910
12,850FLY ON Points329-823 FLY ON Points/$100
9,594Miles245-614 Miles/$100
▼
Economy (Booking Class M, M, L, L)
$2,025 - $2,119
15,100FLY ON Points713-746 FLY ON Points/$100
11,513Miles543-569 Miles/$100
▼
Economy (Booking Class H)
$3,329 - $4,742
17,350FLY ON Points366-521 FLY ON Points/$100
13,432Miles283-404 Miles/$100
▼
Economy (Booking Class Y)
$6,012 - $6,040
24,102FLY ON Points399-401 FLY ON Points/$100
19,190Miles318-319 Miles/$100
▼
Business (Booking Class I, I, D, D)
$7,219 - $8,141
29,726FLY ON Points365-412 FLY ON Points/$100
23,986Miles295-332 Miles/$100
▼
Business (Booking Class C, C, D, D)
$9,035
29,726FLY ON Points329 FLY ON Points/$100
23,986Miles266 Miles/$100
▼
Business (Booking Class J)
$11,091 - $11,143
29,726FLY ON Points267-268 FLY ON Points/$100
23,986Miles215-216 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(22.1h+)ORDChicago → HNDHaneda → SINSingapore(26.7h+)
19,190 mi
Economy (Booking Class S, S, M, M)
$1,711 - $1,944
15,100FLY ON Points777-883 FLY ON Points/$100
11,513Miles592-673 Miles/$100
▼
Economy (Booking Class M)
$2,011 - $2,245
17,350FLY ON Points773-863 FLY ON Points/$100
13,432Miles598-668 Miles/$100
▼
Economy (Booking Class H)
$3,315 - $3,379
17,350FLY ON Points514-523 FLY ON Points/$100
13,432Miles398-405 Miles/$100
▼
Economy (Booking Class Y)
$5,998 - $6,026
24,102FLY ON Points400-402 FLY ON Points/$100
19,190Miles319-320 Miles/$100
▼
Business (Booking Class I)
$6,353 - $7,205
29,726FLY ON Points413-468 FLY ON Points/$100
23,986Miles333-378 Miles/$100
▼
Business (Booking Class C, C, I, I)
$8,165
29,726FLY ON Points364 FLY ON Points/$100
23,986Miles294 Miles/$100
▼
Business (Booking Class J)
$11,077 - $11,129
29,726FLY ON Points267-268 FLY ON Points/$100
23,986Miles216-217 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(22.9h+)ORDChicago → HNDHaneda → SINSingapore(26.7h+)
19,190 mi
Economy (Booking Class S, S, M, M)
$1,722 - $1,955
15,100FLY ON Points772-877 FLY ON Points/$100
11,513Miles589-669 Miles/$100
▼
Economy (Booking Class M, M, L, L)
$2,022 - $2,116
15,100FLY ON Points714-747 FLY ON Points/$100
11,513Miles544-569 Miles/$100
▼
Economy (Booking Class H)
$3,326 - $3,390
17,350FLY ON Points512-522 FLY ON Points/$100
13,432Miles396-404 Miles/$100
▼
Economy (Booking Class Y)
$6,009 - $6,037
24,102FLY ON Points399-401 FLY ON Points/$100
19,190Miles318-319 Miles/$100
▼
Business (Booking Class I)
$6,364 - $7,216
29,726FLY ON Points412-467 FLY ON Points/$100
23,986Miles332-377 Miles/$100
▼
Business (Booking Class C, C, I, I)
$8,176
29,726FLY ON Points364 FLY ON Points/$100
23,986Miles293 Miles/$100
▼
Business (Booking Class J)
$11,088 - $11,140
29,726FLY ON Points267-268 FLY ON Points/$100
23,986Miles215-216 Miles/$100
▼
SINSingapore → NRTNarita → ORDChicago(36.7h+)ORDChicago → NRTNarita → SINSingapore(24.7h+)
19,190 mi
Economy (Booking Class S)
$1,562 - $3,910
12,850FLY ON Points329-823 FLY ON Points/$100
9,594Miles245-614 Miles/$100
▼
Economy (Booking Class H)
$3,329 - $4,742
17,350FLY ON Points366-521 FLY ON Points/$100
13,432Miles283-404 Miles/$100
▼
Economy (Booking Class Y)
$6,012 - $6,040
24,102FLY ON Points399-401 FLY ON Points/$100
19,190Miles318-319 Miles/$100
▼
Business (Booking Class I, I, D, D)
$7,252 - $8,141
29,726FLY ON Points365-410 FLY ON Points/$100
23,986Miles295-331 Miles/$100
▼
Business (Booking Class J)
$11,091 - $11,143
29,726FLY ON Points267-268 FLY ON Points/$100
23,986Miles215-216 Miles/$100
▼
SINSingapore → HNDHaneda → LAXLos Angeles → ORDChicago(35.1h+)ORDChicago → LAXLos Angeles → NRTNarita → SINSingapore(26.3h+)
21,030 mi
Economy (Booking Class H, H, H, V, V, V)
$2,465 - $3,344
17,003FLY ON Points509-690 FLY ON Points/$100
12,616Miles377-512 Miles/$100
▼
Economy (Booking Class Y)
$6,055
26,742FLY ON Points442 FLY ON Points/$100
21,030Miles347 Miles/$100
▼
SINSingapore → HNDHaneda → LAXLos Angeles → ORDChicago(35.1h+)ORDChicago → LAXLos Angeles → NRTNarita → SINSingapore(26.3h+)
21,030 mi
Economy (Booking Class K, K, K, V, V, V)
$2,105 - $2,200
17,003FLY ON Points773-808 FLY ON Points/$100
12,616Miles574-599 Miles/$100
▼
Economy (Booking Class H, H, H, V, V, V)
$2,454 - $3,333
17,003FLY ON Points510-693 FLY ON Points/$100
12,616Miles379-514 Miles/$100
▼
Economy (Booking Class Y)
$6,044
26,742FLY ON Points443 FLY ON Points/$100
21,030Miles348 Miles/$100
▼
SINSingapore → HNDHaneda → LAXLos Angeles → ORDChicago(35.1h+)ORDChicago → HNDHaneda → SINSingapore(26.7h+)
20,110 mi
Economy (Booking Class K, K, K, M, M)
$2,346 - $2,442
18,393FLY ON Points753-784 FLY ON Points/$100
14,075Miles576-600 Miles/$100
▼
Economy (Booking Class H, H, H, M, M)
$2,695 - $3,325
18,393FLY ON Points553-683 FLY ON Points/$100
14,075Miles423-522 Miles/$100
▼
Economy (Booking Class Y)
$6,036
25,422FLY ON Points421 FLY ON Points/$100
20,110Miles333 Miles/$100
▼
SINSingapore → HNDHaneda → LAXLos Angeles → ORDChicago(35.1h+)ORDChicago → HNDHaneda → SINSingapore(26.7h+)
20,110 mi
Economy (Booking Class H, H, H, M, M)
$2,706 - $3,336
18,393FLY ON Points551-680 FLY ON Points/$100
14,075Miles422-520 Miles/$100
▼
Economy (Booking Class Y)
$6,047
25,422FLY ON Points420 FLY ON Points/$100
20,110Miles333 Miles/$100
▼
SINSingapore → NRTNarita → ORDChicago(36.7h+)ORDChicago → LAXLos Angeles → NRTNarita → SINSingapore(26.3h+)
20,110 mi
Economy (Booking Class M, M, V, V, V)
$1,920 - $2,015
15,960FLY ON Points792-831 FLY ON Points/$100
11,973Miles594-624 Miles/$100
▼
Economy (Booking Class H)
$3,334
18,393FLY ON Points552 FLY ON Points/$100
14,075Miles422 Miles/$100
▼
Economy (Booking Class Y)
$6,045
25,422FLY ON Points421 FLY ON Points/$100
20,110Miles333 Miles/$100
▼

FAQ

You can earn between 12,850 and 29,726 FLY ON Points depending on booking class. Economy: 12,850–26,742. Business: 29,726–29,726.

The lowest fare starts at $1,551. Economy from $1,551. Business from $6,353.

Economy class offers better FLY ON Points per cost. Economy: up to 882.5, Business: up to 467.9.

Yes. Japan Airlines flights can also be credited to: Tier Points (BA), Loyalty Points (AA).

The shortest flight time is approximately 22.1h.

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