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Flights from Singapore to Chicago

Compare 9 flight options on JAL

* Based on 309 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$1,516.00
Flight Time21h 40m - 36h 15m
Stops1 stop

Fares by Cabin Class

Economy$1,516 ~ $5,156
Premium Eco$2,346 ~ $6,692
Business$5,905 ~ $10,503

Available Route Options

4 different routing options available for this route

Outbound/ReturnFlight TimeStopsEconomyPremium EcoBusiness
OutboundSIN Singapore → NRT Narita → ORD Chicago
ReturnORD Chicago → HND Haneda → SIN Singapore
21h 40m21h 50m
1stop1stop
$1,644~$2,346~$5,905~
OutboundSIN Singapore → HND Haneda → ORD Chicago
ReturnORD Chicago → HND Haneda → SIN Singapore
22h 50m21h 50m
1stop1stop
$1,516~$4,284~$5,946~
OutboundSIN Singapore → NRT Narita → ORD Chicago
ReturnORD Chicago → NRT Narita → SIN Singapore
21h 40m23h 55m
1stop1stop
$1,647~$2,349~$5,908~
OutboundSIN Singapore → HND Haneda → ORD Chicago
ReturnORD Chicago → NRT Narita → SIN Singapore
22h 50m23h 55m
1stop1stop
$1,783~$4,286~$5,948~
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$1,516 - $5,1568,999 - 24,102203 - 6687,674 - 19,190173 - 558
Premium Eco$2,346 - $6,69220,726 - 24,102360 - 88416,311 - 19,190287 - 695
Business$5,905 - $10,50317,350 - 29,726211 - 40413,432 - 23,986163 - 326
Learn more about JAL Mileage Bank →

Flight Itineraries & Booking Class Details

Browse 9 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 → NRTNarita → ORDChicago(21.7h+)ORDChicago → HNDHaneda → SINSingapore(21.8h+)
19,190 mi
Economy (Booking Class V, V, K, K)
$1,644 - $4,430
8,999FLY ON Points203-547 FLY ON Points/$100
7,674Miles173-467 Miles/$100
▼
Premium Eco (Booking Class N, N, G, G)
$2,346 - $4,706
20,726FLY ON Points440-884 FLY ON Points/$100
16,311Miles347-695 Miles/$100
▼
Economy (Booking Class M)
$3,610 - $5,146
24,102FLY ON Points468-668 FLY ON Points/$100
19,190Miles373-532 Miles/$100
▼
Economy (Booking Class Y, Y, L, L)
$4,050 - $5,146
15,425FLY ON Points300-381 FLY ON Points/$100
12,472Miles242-308 Miles/$100
▼
Premium Eco (Booking Class G)
$4,342 - $6,689
24,102FLY ON Points360-555 FLY ON Points/$100
19,190Miles287-442 Miles/$100
▼
Business (Booking Class P)
$5,905 - $8,221
17,350FLY ON Points211-294 FLY ON Points/$100
13,432Miles163-228 Miles/$100
▼
Business (Booking Class C, C, P, P)
$8,221 - $10,500
23,538FLY ON Points224-286 FLY ON Points/$100
18,709Miles178-228 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(22.8h+)ORDChicago → HNDHaneda → SINSingapore(21.8h+)
19,190 mi
Economy (Booking Class W, W, K, K)
$1,516 - $4,302
8,999FLY ON Points209-594 FLY ON Points/$100
7,674Miles178-506 Miles/$100
▼
Economy (Booking Class Q, Q, K, K)
$1,797 - $4,583
11,249FLY ON Points246-626 FLY ON Points/$100
9,593Miles209-534 Miles/$100
▼
Economy (Booking Class M)
$3,608 - $5,144
24,102FLY ON Points469-668 FLY ON Points/$100
19,190Miles373-532 Miles/$100
▼
Economy (Booking Class Y, Y, L, L)
$4,087 - $5,144
15,425FLY ON Points300-377 FLY ON Points/$100
12,472Miles243-305 Miles/$100
▼
Premium Eco (Booking Class G)
$4,284 - $6,679
24,102FLY ON Points361-563 FLY ON Points/$100
19,190Miles287-448 Miles/$100
▼
Premium Eco (Booking Class N, N, G, G)
$4,467 - $4,578
20,726FLY ON Points453-464 FLY ON Points/$100
16,311Miles356-365 Miles/$100
▼
Premium Eco (Booking Class E, E, G, G)
$5,295 - $5,405
24,102FLY ON Points446-455 FLY ON Points/$100
19,190Miles355-362 Miles/$100
▼
Business (Booking Class P)
$5,946 - $8,219
17,350FLY ON Points211-292 FLY ON Points/$100
13,432Miles163-226 Miles/$100
▼
Business (Booking Class D, D, P, P)
$7,360 - $9,632
23,538FLY ON Points244-320 FLY ON Points/$100
18,709Miles194-254 Miles/$100
▼
Business (Booking Class C)
$10,325
29,726FLY ON Points288 FLY ON Points/$100
23,986Miles232 Miles/$100
▼
SINSingapore → NRTNarita → ORDChicago(21.7h+)ORDChicago → NRTNarita → SINSingapore(23.9h+)
19,190 mi
Economy (Booking Class V, V, K, K)
$1,647 - $4,433
8,999FLY ON Points203-546 FLY ON Points/$100
7,674Miles173-466 Miles/$100
▼
Premium Eco (Booking Class N, N, G, G)
$2,349 - $4,709
20,726FLY ON Points440-882 FLY ON Points/$100
16,311Miles346-694 Miles/$100
▼
Economy (Booking Class M)
$3,613 - $5,149
24,102FLY ON Points468-667 FLY ON Points/$100
19,190Miles373-531 Miles/$100
▼
Economy (Booking Class Y, Y, L, L)
$4,053 - $5,149
15,425FLY ON Points300-381 FLY ON Points/$100
12,472Miles242-308 Miles/$100
▼
Premium Eco (Booking Class G)
$4,345 - $6,692
24,102FLY ON Points360-555 FLY ON Points/$100
19,190Miles287-442 Miles/$100
▼
Business (Booking Class P, P, Z, Z)
$5,908 - $8,224
23,538FLY ON Points286-398 FLY ON Points/$100
18,709Miles228-317 Miles/$100
▼
Business (Booking Class C, C, Z, Z)
$8,224 - $10,503
29,726FLY ON Points283-362 FLY ON Points/$100
23,986Miles228-292 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(22.8h+)ORDChicago → NRTNarita → SINSingapore(23.9h+)
19,190 mi
Economy (Booking Class W, W, S, S)
$1,783 - $1,893
11,250FLY ON Points594-631 FLY ON Points/$100
9,594Miles507-538 Miles/$100
▼
Economy (Booking Class Q, Q, S, S)
$2,064 - $2,175
13,500FLY ON Points621-654 FLY ON Points/$100
11,513Miles529-558 Miles/$100
▼
Economy (Booking Class M)
$3,610
24,102FLY ON Points668 FLY ON Points/$100
19,190Miles532 Miles/$100
▼
Economy (Booking Class Y, Y, S, S)
$4,160 - $5,146
17,676FLY ON Points344-425 FLY ON Points/$100
14,392Miles280-346 Miles/$100
▼
Premium Eco (Booking Class G)
$4,286 - $6,681
24,102FLY ON Points361-562 FLY ON Points/$100
19,190Miles287-448 Miles/$100
▼
Premium Eco (Booking Class N, N, G, G)
$4,469 - $4,580
20,726FLY ON Points453-464 FLY ON Points/$100
16,311Miles356-365 Miles/$100
▼
Premium Eco (Booking Class E, E, G, G)
$5,297 - $5,407
24,102FLY ON Points446-455 FLY ON Points/$100
19,190Miles355-362 Miles/$100
▼
Business (Booking Class P, P, Z, Z)
$5,948 - $8,221
23,538FLY ON Points286-396 FLY ON Points/$100
18,709Miles228-315 Miles/$100
▼
Business (Booking Class D, D, Z, Z)
$7,362 - $9,634
29,726FLY ON Points309-404 FLY ON Points/$100
23,986Miles249-326 Miles/$100
▼
Business (Booking Class C)
$8,221 - $10,492
29,726FLY ON Points283-362 FLY ON Points/$100
23,986Miles229-292 Miles/$100
▼
SINSingapore → NRTNarita → ORDChicago(21.7h+)ORDChicago → NRTNarita → SINSingapore(29.8h+)
19,190 mi
Economy (Booking Class V, V, K, K)
$1,654 - $1,918
8,999FLY ON Points469-544 FLY ON Points/$100
7,674Miles400-464 Miles/$100
▼
Premium Eco (Booking Class N, N, G, G)
$2,356 - $4,661
20,726FLY ON Points445-880 FLY ON Points/$100
16,311Miles350-692 Miles/$100
▼
Economy (Booking Class M)
$3,620
24,102FLY ON Points666 FLY ON Points/$100
19,190Miles530 Miles/$100
▼
Economy (Booking Class Y, Y, L, L)
$4,060 - $5,156
15,425FLY ON Points299-380 FLY ON Points/$100
12,472Miles242-307 Miles/$100
▼
Premium Eco (Booking Class G)
$4,352 - $6,644
24,102FLY ON Points363-554 FLY ON Points/$100
19,190Miles289-441 Miles/$100
▼
Business (Booking Class P, P, D, D)
$7,350
23,538FLY ON Points320 FLY ON Points/$100
18,709Miles255 Miles/$100
▼
Business (Booking Class C, C, D, D)
$9,644 - $9,652
29,726FLY ON Points308-308 FLY ON Points/$100
23,986Miles249-249 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(23.5h+)ORDChicago → NRTNarita → SINSingapore(29.8h+)
19,190 mi
Premium Eco (Booking Class G)
$4,293 - $6,633
24,102FLY ON Points363-561 FLY ON Points/$100
19,190Miles289-447 Miles/$100
▼
Premium Eco (Booking Class N, N, G, G)
$4,476 - $4,532
20,726FLY ON Points457-463 FLY ON Points/$100
16,311Miles360-364 Miles/$100
▼
Premium Eco (Booking Class E, E, G, G)
$5,304 - $5,359
24,102FLY ON Points450-454 FLY ON Points/$100
19,190Miles358-362 Miles/$100
▼
Business (Booking Class P, P, D, D)
$7,369 - $7,535
23,538FLY ON Points312-319 FLY ON Points/$100
18,709Miles248-254 Miles/$100
▼
Business (Booking Class D)
$8,783 - $8,949
29,726FLY ON Points332-338 FLY ON Points/$100
23,986Miles268-273 Miles/$100
▼
Business (Booking Class C)
$10,334
29,726FLY ON Points288 FLY ON Points/$100
23,986Miles232 Miles/$100
▼
SINSingapore → NRTNarita → ORDChicago(36.3h+)ORDChicago → HNDHaneda → SINSingapore(21.8h+)
19,190 mi
Premium Eco (Booking Class N, N, G, G)
$2,739 - $5,099
20,726FLY ON Points407-757 FLY ON Points/$100
16,311Miles320-596 Miles/$100
▼
Premium Eco (Booking Class G)
$4,349 - $6,688
24,102FLY ON Points360-554 FLY ON Points/$100
19,190Miles287-441 Miles/$100
▼
SINSingapore → NRTNarita → ORDChicago(36.3h+)ORDChicago → NRTNarita → SINSingapore(23.9h+)
19,190 mi
Premium Eco (Booking Class N, N, G, G)
$2,742 - $5,102
20,726FLY ON Points406-756 FLY ON Points/$100
16,311Miles320-595 Miles/$100
▼
Premium Eco (Booking Class G)
$4,352 - $6,691
24,102FLY ON Points360-554 FLY ON Points/$100
19,190Miles287-441 Miles/$100
▼
SINSingapore → NRTNarita → ORDChicago(36.3h+)ORDChicago → NRTNarita → SINSingapore(29.8h+)
19,190 mi
Premium Eco (Booking Class N, N, G, G)
$2,749 - $4,542
20,726FLY ON Points456-754 FLY ON Points/$100
16,311Miles359-593 Miles/$100
▼
Premium Eco (Booking Class G)
$4,359 - $6,643
24,102FLY ON Points363-553 FLY ON Points/$100
19,190Miles289-440 Miles/$100
▼

FAQ

You can earn between 8,999 and 29,726 Premium Points depending on booking class. Economy: 8,999–24,102. Premium Economy: 20,726–24,102. Business: 17,350–29,726.

The lowest fare starts at $1,516. Economy from $1,516. Premium Economy from $2,346. Business from $5,905.

Economy class offers better Premium Points per cost. Economy: up to 668.0, Business: up to 403.8.

Yes. All Nippon Airways flights can also be credited to: Status Miles (TK), PQP (UA), Status Points (LH).

The shortest flight time is approximately 21.7h.

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