Chicago to Vail flights in December 2026

Saved fares include round trips from $459 and one-way flights from $259 for one adult in economy. Fare observations: October 29, 2026.

Departure airports: Chicago (ORD,MDW). Destination: Vail (EGE).

ORD → EGE · December 2026 · One adult in economy

Travel dates	Airline	Stops	Total (USD)
Dec 1, 2026 · One way	United Airlines	Up to 1 stop each way	$259.00
Dec 1, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 1, 2026 – Dec 4, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 1, 2026 – Dec 4, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 1, 2026 – Dec 8, 2026 · 7 nights	United Airlines	Up to 1 stop each way	$459.00
Dec 1, 2026 – Dec 8, 2026 · 7 nights	American Airlines	Up to 1 stop each way	$464.00
Dec 2, 2026 · One way	United Airlines	Up to 1 stop each way	$259.00
Dec 2, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 2, 2026 – Dec 5, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 2, 2026 – Dec 5, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 2, 2026 – Dec 9, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 2, 2026 – Dec 9, 2026 · 7 nights	American Airlines	Nonstop	$489.00
Dec 3, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 3, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 3, 2026 – Dec 10, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 3, 2026 – Dec 10, 2026 · 7 nights	American Airlines	Nonstop	$489.00
Dec 4, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 4, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 4, 2026 – Dec 7, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 4, 2026 – Dec 7, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 4, 2026 – Dec 11, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 4, 2026 – Dec 11, 2026 · 7 nights	American Airlines	Nonstop	$489.00
Dec 5, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 5, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 5, 2026 – Dec 8, 2026 · 3 nights	American Airlines	Up to 1 stop each way	$464.00
Dec 5, 2026 – Dec 8, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 5, 2026 – Dec 12, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 5, 2026 – Dec 12, 2026 · 7 nights	American Airlines	Nonstop	$489.00
Dec 6, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 6, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 6, 2026 – Dec 9, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 6, 2026 – Dec 9, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 6, 2026 – Dec 13, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 6, 2026 – Dec 13, 2026 · 7 nights	American Airlines	Nonstop	$489.00
Dec 7, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 7, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 7, 2026 – Dec 10, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 7, 2026 – Dec 10, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 7, 2026 – Dec 14, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 7, 2026 – Dec 14, 2026 · 7 nights	American Airlines	Nonstop	$489.00
Dec 8, 2026 · One way	United Airlines	Up to 1 stop each way	$259.00
Dec 8, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 8, 2026 – Dec 11, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 8, 2026 – Dec 11, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 8, 2026 – Dec 15, 2026 · 7 nights	United Airlines	Up to 1 stop each way	$459.00
Dec 8, 2026 – Dec 15, 2026 · 7 nights	American Airlines	Up to 1 stop each way	$464.00
Dec 9, 2026 · One way	United Airlines	Up to 1 stop each way	$259.00
Dec 9, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 9, 2026 – Dec 12, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 9, 2026 – Dec 12, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 9, 2026 – Dec 16, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 9, 2026 – Dec 16, 2026 · 7 nights	American Airlines	Nonstop	$489.00
Dec 10, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 10, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 10, 2026 – Dec 17, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 10, 2026 – Dec 17, 2026 · 7 nights	American Airlines	Nonstop	$489.00
Dec 11, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 11, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 11, 2026 – Dec 14, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 11, 2026 – Dec 14, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 11, 2026 – Dec 18, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 11, 2026 – Dec 18, 2026 · 7 nights	American Airlines	Nonstop	$489.00
Dec 12, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 12, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 12, 2026 – Dec 15, 2026 · 3 nights	American Airlines	Up to 1 stop each way	$464.00
Dec 12, 2026 – Dec 15, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 12, 2026 – Dec 19, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 12, 2026 – Dec 19, 2026 · 7 nights	American Airlines	Nonstop	$599.03
Dec 13, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 13, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 13, 2026 – Dec 16, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 13, 2026 – Dec 16, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 13, 2026 – Dec 20, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 13, 2026 – Dec 20, 2026 · 7 nights	American Airlines	Nonstop	$599.03
Dec 14, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 14, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 14, 2026 – Dec 17, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 14, 2026 – Dec 17, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 14, 2026 – Dec 21, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 14, 2026 – Dec 21, 2026 · 7 nights	American Airlines	Nonstop	$599.03
Dec 15, 2026 · One way	United Airlines	Up to 1 stop each way	$259.00
Dec 15, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 15, 2026 – Dec 18, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$469.00
Dec 15, 2026 – Dec 18, 2026 · 3 nights	American Airlines	Nonstop	$489.00
Dec 15, 2026 – Dec 22, 2026 · 7 nights	United Airlines	Up to 1 stop each way	$562.28
Dec 15, 2026 – Dec 22, 2026 · 7 nights	American Airlines	Up to 1 stop each way	$562.78
Dec 16, 2026 · One way	United Airlines	Up to 1 stop each way	$259.00
Dec 16, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 16, 2026 – Dec 19, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 16, 2026 – Dec 19, 2026 · 3 nights	American Airlines	Nonstop	$599.03
Dec 16, 2026 – Dec 23, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 16, 2026 – Dec 23, 2026 · 7 nights	American Airlines	Nonstop	$599.03
Dec 17, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 17, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 17, 2026 – Dec 20, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 17, 2026 – Dec 20, 2026 · 3 nights	American Airlines	Nonstop	$599.03
Dec 17, 2026 – Dec 24, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 17, 2026 – Dec 24, 2026 · 7 nights	American Airlines	Nonstop	$599.03
Dec 18, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$269.00
Dec 18, 2026 · One way	American Airlines	Nonstop	$279.00
Dec 18, 2026 – Dec 21, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 18, 2026 – Dec 21, 2026 · 3 nights	American Airlines	Nonstop	$599.03
Dec 18, 2026 – Dec 25, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 18, 2026 – Dec 25, 2026 · 7 nights	American Airlines	Nonstop	$599.03
Dec 19, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$390.05
Dec 19, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 19, 2026 – Dec 22, 2026 · 3 nights	American Airlines	Up to 1 stop each way	$672.81
Dec 19, 2026 – Dec 22, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 19, 2026 – Dec 26, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 19, 2026 – Dec 26, 2026 · 7 nights	American Airlines	Nonstop	$709.06
Dec 20, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$390.05
Dec 20, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 20, 2026 – Dec 23, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 20, 2026 – Dec 23, 2026 · 3 nights	American Airlines	Nonstop	$709.06
Dec 20, 2026 – Dec 27, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 20, 2026 – Dec 27, 2026 · 7 nights	American Airlines	Nonstop	$709.06
Dec 21, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$390.05
Dec 21, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 21, 2026 – Dec 24, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 21, 2026 – Dec 24, 2026 · 3 nights	American Airlines	Nonstop	$709.06
Dec 21, 2026 – Dec 28, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 21, 2026 – Dec 28, 2026 · 7 nights	American Airlines	Nonstop	$709.06
Dec 22, 2026 · One way	United Airlines	Up to 1 stop each way	$375.55
Dec 22, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 22, 2026 – Dec 25, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 22, 2026 – Dec 25, 2026 · 3 nights	American Airlines	Nonstop	$709.06
Dec 22, 2026 – Dec 27, 2026 · 5 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 22, 2026 – Dec 27, 2026 · 5 nights	American Airlines	Nonstop	$709.06
Dec 22, 2026 – Dec 29, 2026 · 7 nights	United Airlines	Up to 1 stop each way	$665.56
Dec 22, 2026 – Dec 29, 2026 · 7 nights	American Airlines	Up to 1 stop each way	$672.81
Dec 23, 2026 · One way	United Airlines	Up to 1 stop each way	$375.55
Dec 23, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 23, 2026 – Dec 26, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 23, 2026 – Dec 26, 2026 · 3 nights	American Airlines	Nonstop	$709.06
Dec 23, 2026 – Dec 30, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 23, 2026 – Dec 30, 2026 · 7 nights	American Airlines	Nonstop	$709.06
Dec 24, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$390.05
Dec 24, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 24, 2026 – Dec 27, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 24, 2026 – Dec 27, 2026 · 3 nights	American Airlines	Nonstop	$709.06
Dec 24, 2026 – Dec 31, 2026 · 7 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 24, 2026 – Dec 31, 2026 · 7 nights	American Airlines	Nonstop	$709.06
Dec 25, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$390.05
Dec 25, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 25, 2026 – Dec 28, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 25, 2026 – Dec 28, 2026 · 3 nights	American Airlines	Nonstop	$709.06
Dec 25, 2026 – Jan 1, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 25, 2026 – Jan 1, 2027 · 7 nights	American Airlines	Nonstop	$709.06
Dec 26, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$390.05
Dec 26, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 26, 2026 – Dec 29, 2026 · 3 nights	American Airlines	Up to 1 stop each way	$672.81
Dec 26, 2026 – Dec 29, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 26, 2026 – Jan 2, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 26, 2026 – Jan 2, 2027 · 7 nights	American Airlines	Nonstop	$709.06
Dec 27, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$390.05
Dec 27, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 27, 2026 – Dec 30, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 27, 2026 – Dec 30, 2026 · 3 nights	American Airlines	Nonstop	$709.06
Dec 27, 2026 – Jan 3, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 27, 2026 – Jan 3, 2027 · 7 nights	American Airlines	Nonstop	$709.06
Dec 28, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$390.05
Dec 28, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 28, 2026 – Dec 31, 2026 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 28, 2026 – Dec 31, 2026 · 3 nights	American Airlines	Nonstop	$709.06
Dec 28, 2026 – Jan 4, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 28, 2026 – Jan 4, 2027 · 7 nights	American Airlines	Nonstop	$599.03
Dec 29, 2026 · One way	United Airlines	Up to 1 stop each way	$375.55
Dec 29, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 29, 2026 – Jan 1, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 29, 2026 – Jan 1, 2027 · 3 nights	American Airlines	Nonstop	$709.06
Dec 29, 2026 – Jan 5, 2027 · 7 nights	United Airlines	Up to 1 stop each way	$562.28
Dec 29, 2026 – Jan 5, 2027 · 7 nights	American Airlines	Up to 1 stop each way	$574.03
Dec 30, 2026 · One way	United Airlines	Up to 1 stop each way	$375.55
Dec 30, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 30, 2026 – Jan 2, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 30, 2026 – Jan 2, 2027 · 3 nights	American Airlines	Nonstop	$709.06
Dec 30, 2026 – Jan 6, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 30, 2026 – Jan 6, 2027 · 7 nights	American Airlines	Nonstop	$599.03
Dec 31, 2026 · One way	Delta Air Lines	Up to 1 stop each way	$390.05
Dec 31, 2026 · One way	American Airlines	Nonstop	$404.55
Dec 31, 2026 – Jan 3, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$680.06
Dec 31, 2026 – Jan 3, 2027 · 3 nights	American Airlines	Nonstop	$709.06
Dec 31, 2026 – Jan 7, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$574.53
Dec 31, 2026 – Jan 7, 2027 · 7 nights	American Airlines	Nonstop	$599.03

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