✈ EconoMile

Compare Airline Fares & Calculate Miles

Flights from Singapore to Chicago

Compare 15 flight options on JAL

* Based on 578 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$1,516.00
Flight Time21h 40m - 36h 15m
StopsUp to 2 stops

Fares by Cabin Class

Economy$1,516 ~ $5,171
Premium Eco$2,346 ~ $6,731
Business$5,705 ~ $10,603

Available Route Options

7 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~$5,705~
OutboundSIN Singapore → HND Haneda → ORD Chicago
ReturnORD Chicago → NRT Narita → SIN Singapore
22h 50m23h 55m
1stop1stop
$1,783~$4,286~$5,948~
OutboundSIN Singapore → HND Haneda → ORD Chicago
ReturnORD Chicago → SFO San Francisco → NRT Narita → SIN Singapore
23h 30m28h 5m
1stop2stop
$2,717~--
OutboundSIN Singapore → NRT Narita → LAX Los Angeles → ORD Chicago
ReturnORD Chicago → SFO San Francisco → NRT Narita → SIN Singapore
27h 20m28h 5m
2stop2stop
$2,899~--
OutboundSIN Singapore → NRT Narita → LAX Los Angeles → ORD Chicago
ReturnORD Chicago → HND Haneda → SIN Singapore
27h 20m29h 25m
2stop1stop
$2,722~--
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$1,516 - $5,1718,999 - 26,516203 - 8917,674 - 20,804173 - 759
Premium Eco$2,346 - $6,73117,350 - 24,102308 - 75713,432 - 19,190242 - 596
Business$5,705 - $10,60317,350 - 32,539211 - 41313,432 - 26,385163 - 328
Learn more about JAL Mileage Bank →

Flight Itineraries & Booking Class Details

Browse 15 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)
$2,346 - $5,116
17,350FLY ON Points339-740 FLY ON Points/$100
13,432Miles263-573 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, G, N, N)
$4,342 - $6,721
20,726FLY ON Points308-477 FLY ON Points/$100
16,311Miles243-376 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, Q, Q)
$1,516 - $4,321
13,500FLY ON Points312-891 FLY ON Points/$100
11,513Miles266-759 Miles/$100
▼
Economy (Booking Class Q)
$1,797 - $4,604
15,750FLY ON Points342-877 FLY ON Points/$100
13,432Miles292-748 Miles/$100
▼
Economy (Booking Class M)
$3,608 - $5,168
24,102FLY ON Points466-668 FLY ON Points/$100
19,190Miles371-532 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, G, N, N)
$4,284 - $6,710
20,726FLY ON Points309-484 FLY ON Points/$100
16,311Miles243-381 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)
$2,349 - $5,119
17,350FLY ON Points339-739 FLY ON Points/$100
13,432Miles262-572 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, G, N, N)
$4,345 - $6,724
20,726FLY ON Points308-477 FLY ON Points/$100
16,311Miles243-375 Miles/$100
▼
Business (Booking Class P, P, Z, Z)
$5,705 - $8,224
23,538FLY ON Points286-413 FLY ON Points/$100
18,709Miles228-328 Miles/$100
▼
Business (Booking Class D, D, P, P)
$6,674 - $9,683
23,538FLY ON Points243-353 FLY ON Points/$100
18,709Miles193-280 Miles/$100
▼
Business (Booking Class C, C, Z, Z)
$8,224 - $10,553
29,726FLY ON Points282-362 FLY ON Points/$100
23,986Miles227-292 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(22.8h+)ORDChicago → NRTNarita → SINSingapore(23.9h+)
19,190 mi
Economy (Booking Class W, W, H, H)
$1,783 - $4,324
13,500FLY ON Points312-757 FLY ON Points/$100
11,513Miles266-646 Miles/$100
▼
Economy (Booking Class Q, Q, H, H)
$2,064 - $4,607
15,750FLY ON Points342-763 FLY ON Points/$100
13,432Miles292-651 Miles/$100
▼
Economy (Booking Class M)
$3,610 - $5,171
24,102FLY ON Points466-668 FLY ON Points/$100
19,190Miles371-532 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, G, N, N)
$4,286 - $6,713
20,726FLY ON Points309-484 FLY ON Points/$100
16,311Miles243-381 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, C, Z, Z)
$8,221 - $10,492
29,726FLY ON Points283-362 FLY ON Points/$100
23,986Miles229-292 Miles/$100
▼
Business (Booking Class J, J, Z, Z)
$9,628
32,539FLY ON Points338 FLY ON Points/$100
26,385Miles274 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)
$2,356 - $5,126
17,350FLY ON Points339-736 FLY ON Points/$100
13,432Miles262-570 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, G, N, N)
$4,352 - $6,731
20,726FLY ON Points308-476 FLY ON Points/$100
16,311Miles242-375 Miles/$100
▼
Business (Booking Class P, P, D, D)
$6,681 - $7,350
23,538FLY ON Points320-352 FLY ON Points/$100
18,709Miles255-280 Miles/$100
▼
Business (Booking Class C, C, D, D)
$9,644 - $9,698
29,726FLY ON Points307-308 FLY ON Points/$100
23,986Miles247-249 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(23.5h+)ORDChicago → SFOSan Francisco → NRTNarita → SINSingapore(28.1h+)
19,884 mi
Economy (Booking Class Q, Q, H, H, H)
$2,717 - $2,827
16,234FLY ON Points574-598 FLY ON Points/$100
13,916Miles492-512 Miles/$100
▼
Economy (Booking Class M)
$3,633
25,196FLY ON Points694 FLY ON Points/$100
19,884Miles547 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(22.8h+)ORDChicago → NRTNarita → SINSingapore(29.8h+)
19,190 mi
Premium Eco (Booking Class G, G, N, N)
$4,293 - $6,720
20,726FLY ON Points308-483 FLY ON Points/$100
16,311Miles243-380 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 - $8,991
29,726FLY ON Points331-338 FLY ON Points/$100
23,986Miles267-273 Miles/$100
▼
Business (Booking Class C, C, D, D)
$9,521 - $10,383
29,726FLY ON Points286-312 FLY ON Points/$100
23,986Miles231-252 Miles/$100
▼
Business (Booking Class J, J, D, D)
$10,603
32,539FLY ON Points307 FLY ON Points/$100
26,385Miles249 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(29.1h+)ORDChicago → NRTNarita → SINSingapore(23.9h+)
19,190 mi
Premium Eco (Booking Class G, G, E, E)
$5,333 - $6,724
24,102FLY ON Points358-452 FLY ON Points/$100
19,190Miles285-360 Miles/$100
▼
SINSingapore → HNDHaneda → ORDChicago(29.1h+)ORDChicago → HNDHaneda → SINSingapore(23.9h+)
19,190 mi
Premium Eco (Booking Class G)
$6,499 - $6,721
24,102FLY ON Points359-371 FLY ON Points/$100
19,190Miles286-295 Miles/$100
▼
SINSingapore → NRTNarita → LAXLos Angeles → ORDChicago(27.3h+)ORDChicago → SFOSan Francisco → NRTNarita → SINSingapore(28.1h+)
20,804 mi
Economy (Booking Class H)
$2,899 - $3,010
16,877FLY ON Points561-582 FLY ON Points/$100
14,559Miles484-502 Miles/$100
▼
Economy (Booking Class M)
$3,646
26,516FLY ON Points727 FLY ON Points/$100
20,804Miles571 Miles/$100
▼

FAQ

You can earn between 8,999 and 32,539 Premium Points depending on booking class. Economy: 8,999–26,516. Premium Economy: 17,350–24,102. Business: 17,350–32,539.

The lowest fare starts at $1,516. Economy from $1,516. Premium Economy from $2,346. Business from $5,705.

Economy class offers better Premium Points per cost. Economy: up to 890.5, Business: up to 412.6.

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.

Chicago on other airlines

ANATurkishBritish AirwaysUnitedSingaporeAmericanAlaskaQatarLufthansaCompare All

Other destinations from Singapore

VancouverLos AngelesManilaBostonSan FranciscoBeijing
OriginSINSingaporeChange
↓
DestinationORDChicago
Destinations (26)
Airline