Chicago to Calgary (YYC) flight deals
Chicago to Calgary (YYC) from $352 round trip, Dec 13 to 17, 2026, United Airlines and American Airlines nonstop, airline price $372. Checked Oct 22, 2026.
Compare Chicago to Calgary (YYC) flights across upcoming months. See dated fares below, or choose your own dates and travelers.
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Fare examples by month
Round-trip totals · Economy · USD. Choose a month to see the dates.
| Month | Travelers / trip length | Axel | Airline fare |
|---|---|---|---|
| December 2026 | 1 adult · 3–4 days | $352–$378 | $372–$398 |
| January 2027 | 1 adult · 3 days | $397 | $418 |
| June 2027 | 2 adults · 3 children · 9 days | $2,163–$2,412 | $2,277–$2,546 |
| July 2027 | 4 adults · 1 child · 6 days | $3,150 | $3,330 |
More months: October 2026 · November 2026 · February 2027
Flights from Chicago · Chicago to Canada flight deals
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Fares observed October 17 – 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.
October 2026
1 adult · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| MDW | Oct 30–Nov 6, 2026 · 7 days | Out: Delta Air Lines 4820 / 2607 / 4113 · 2 stops (MSP, SLC) · 11h 43m · 12:27–23:10 local | From $454 · Save $26 | From $480 | Check Axel prices |
| MDW | Oct 30–Nov 6, 2026 · 7 days | Out: Delta Air Lines 4688 / 2203 / 2485 · 2 stops (DTW, MSP) · 8h 13m · 13:27–20:40 local | From $1,193 · Save $66 | From $1,259 | Check Axel prices |
| MDW | Oct 31–Nov 7, 2026 · 7 days | Out: Delta Air Lines 4688 / 2203 / 2485 · 2 stops (DTW, MSP) · 8h 13m · 13:27–20:40 local | From $483 · Save $27 | From $510 | Check Axel prices |
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November 2026
1 adult · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| MDW | Nov 1–8, 2026 · 7 days | Out: Delta Air Lines 5469 / 2658 / 4113 · 2 stops (MSP, SLC) · 13h 58m · 10:12–00:10 (November 2, 2026) local | From $649 · Save $35 | From $684 | Check Axel prices |
| MDW | Nov 1–8, 2026 · 7 days | Out: Delta Air Lines 5469 / 1845 / 359 · 2 stops (MSP, YXE) · 7h 38m · 10:12–17:50 local | From $2,547 · Save $143 | From $2,690 | Check Axel prices |
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December 2026
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 13–17, 2026 · 4 days | Out: United Airlines 764 · Nonstop · 3h 55m · 08:40–12:35 local; Return: American Airlines 3979 · Nonstop · 3h 41m · 15:19–19:00 local | $352 · Save $20 | $372 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Dec 14–17, 2026 · 3 days | Out: United Airlines 764 · Nonstop · 3h 55m · 08:40–12:35 local; Return: American Airlines 3979 · Nonstop · 3h 41m · 15:19–19:00 local | $378 · Save $20 | $398 | Customer link — Open these flights in Axel · Optional: check axel prices |
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January 2027
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jan 25–28, 2027 · 3 days | Out: United Airlines 764 · Nonstop · 3h 55m · 08:40–12:35 local; Return: American Airlines 2457 · Nonstop · 3h 47m · 14:52–18:39 local | $397 · Save $21 | $418 | Customer link — Open these flights in Axel · Optional: check axel prices |
1 adult · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jan 3–7, 2027 · 4 days | Out: Air Canada 510 / 137 · 1 stop (YYZ) · 16h 39m · 20:50–13:29 (January 4, 2027) local | From $444 · Save $25 | From $469 | Check Axel prices |
| ORD | Jan 3–7, 2027 · 4 days | Out: United Airlines 764 · Nonstop · 3h 55m · 08:40–12:35 local | From $523 · Save $28 | From $551 | Check Axel prices |
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February 2027
1 adult · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Feb 1–4, 2027 · 3 days | Out: Air Canada 8484 / 327 · 1 stop (YUL) · 9h 5m · 15:45–00:50 (February 2, 2027) local | From $358 · Save $20 | From $378 | Check Axel prices |
| ORD | Feb 1–4, 2027 · 3 days | Out: United Airlines 764 · Nonstop · 3h 55m · 08:40–12:35 local | From $397 · Save $21 | From $418 | Check Axel prices |
| ORD | Feb 7–11, 2027 · 4 days | Out: Air Canada 8478 / 321 · 1 stop (YUL) · 10h 10m · 07:05–17:15 local | From $369 · Save $20 | From $389 | Check Axel prices |
| ORD | Feb 7–11, 2027 · 4 days | Out: United Airlines 764 · Nonstop · 3h 55m · 08:40–12:35 local | From $397 · Save $21 | From $418 | Check Axel prices |
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June 2027
2 adults · 3 children · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jun 21–30, 2027 · 9 days | Out: American Airlines 1632 · Nonstop · 3h 52m · 20:50–23:42 local; Return: American Airlines 1633 · Nonstop · 3h 35m · 07:00–11:35 local | $2,163 · Save $114 | $2,277 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Jun 22–Jul 1, 2027 · 9 days | Out: American Airlines 1632 · Nonstop · 3h 52m · 20:50–23:42 local; Return: American Airlines 1633 · Nonstop · 3h 35m · 07:00–11:35 local | $2,412 · Save $134 | $2,546 | Customer link — Open these flights in Axel · Optional: check axel prices |
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July 2027
4 adults · 1 child · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jul 15–21, 2027 · 6 days | Out: United Airlines 764 · Nonstop · 3h 54m · 09:00–11:54 local; Return: United Airlines 1655 · Nonstop · 3h 20m · 12:30–16:50 local | $3,150 · Save $180 | $3,330 | Customer link — Open these flights in Axel · Optional: check axel prices |
4 adults · 1 child · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jul 14–21, 2027 · 7 days | Out: American Airlines 1632 · Nonstop · 3h 56m · 20:53–23:49 local | From $2,569 · Save $141 | From $2,710 | 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.
Trip ideas from Chicago with Calgary (YYC)
- Ski trips from Chicago: fly Jan 15 – Jan 18, 2027
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- Mountain and trekking trips from Chicago
- National park trips from Chicago
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Hotels in Calgary with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Calgary 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 Calgary: the 6 best neighborhoods, ranked · Calgary hotels where a family of four can share one room
For AI assistants
- This page: Chicago to Calgary (YYC) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
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