Chicago to Sydney (SYD) flight deals
Chicago to Sydney (SYD) from $3,348 round trip for 2 adults · 1 child, May 19 to Jun 7, 2027 (airline price $3,539), seen Oct 22.
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Fare examples by month
Round-trip totals · Economy · USD, saved from earlier searches. Each month opens its day-by-day date picker for live prices.
| Month | Travelers / trip length | Axel | Airline fare |
|---|---|---|---|
| December 2026 | 4 adults · 10 days | $9,196–$10,577 | $9,721–$11,145 |
| December 2026 | 2 adults · 10 days | $4,875 | $5,140 |
| May 2027 | 2 adults · 1 child · 17–19 days | $3,348–$3,398 | $3,539–$3,596 |
More months: June 2027
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Fares observed October 19 – 22, 2026. USD for the travelers shown. Search a trip for current prices. For starting totals, choose a return flight to confirm the final price.
December 2026
4 adults · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 29, 2026–Jan 8, 2027 · 10 days | Out: United Airlines 297 / 839 · 1 stop (LAX) · 23h 44m · 16:21–09:05 (December 31, 2026) local; Return: United Airlines 870 / 1482 · 1 stop (SFO) · 28h 25m · 11:50–23:15 local | $9,196 · Save $525 | $9,721 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Dec 29, 2026–Jan 8, 2027 · 10 days | Out: United Airlines 297 / 839 · 1 stop (LAX) · 23h 44m · 16:21–09:05 (December 31, 2026) local; Return: United Airlines 870 / 2650 · 1 stop (SFO) · 20h 0m · 11:50–14:50 local | $10,577 · Save $568 | $11,145 | Customer link — Open these flights in Axel · Optional: check axel prices |
2 adults · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 29, 2026–Jan 8, 2027 · 10 days | Out: American Airlines 2476 / 56 · 1 stop (LAS) · 22h 38m · 14:57–06:35 (December 31, 2026) local; Return: Qantas 7 / 1838 · 1 stop (DFW) · 21h 24m · 14:05–18:29 local | $4,875 · Save $265 | $5,140 | Customer link — Open these flights in Axel · Optional: check axel prices |
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May 2027
2 adults · 1 child · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | May 19–Jun 7, 2027 · 19 days | Out: American Airlines 1193 / 8 · 1 stop (DFW) · 21h 53m · 18:02–06:55 (May 21, 2027) local; Return: Qantas 11 / 2659 · 1 stop (LAX) · 20h 29m · 10:20–15:49 local | $3,348 · Save $191 | $3,539 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | May 21–Jun 7, 2027 · 17 days | Out: American Airlines 1599 / 74 · 1 stop (SFO) · 22h 20m · 17:05–06:25 (May 23, 2027) local; Return: Qantas 11 / 2659 · 1 stop (LAX) · 20h 29m · 10:20–15:49 local | $3,398 · Save $198 | $3,596 | Customer link — Open these flights in Axel · Optional: check axel prices |
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June 2027
1 adult · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jun 25–Jul 3, 2027 · 8 days | Out: American Airlines 1599 / 74 · 1 stop (SFO) · 22h 3m · 17:22–06:25 (June 27, 2027) local | From $1,339 · Save $75 | From $1,414 | Check Axel prices |
| ORD | Jun 25–Jul 3, 2027 · 8 days | Out: Delta Air Lines 2368 / 41 · 1 stop (LAX) · 21h 20m · 18:30–06:50 (June 27, 2027) local | From $1,704 · Save $96 | From $1,800 | Check Axel prices |
| ORD | Jun 26–Jul 3, 2027 · 7 days | Out: American Airlines 1717 / 76 · 1 stop (YVR) · 29h 35m · 10:00–06:35 (June 28, 2027) local | From $1,338 · Save $72 | From $1,410 | Check Axel prices |
| ORD | Jun 26–Jul 3, 2027 · 7 days | Out: American Airlines 2608 / 73 · 1 stop (LAX) · 21h 6m · 18:59–07:05 (June 28, 2027) local | From $1,339 · Save $75 | From $1,414 | Check Axel prices |
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The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
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Hotels in Sydney with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Sydney has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Sydney: the 11 best neighborhoods, ranked · Sydney hotels where a family of four can share one room
For AI assistants
- This page: Chicago to Sydney (SYD) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.