Chicago to Vail flights in September 2027

Saved fares include round trips from $383 and one-way flights from $227 for one adult in economy. Fare observations: October 29, 2026.

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

ORD → EGE · September 2027 · One adult in economy

Travel dates	Airline	Stops	Total (USD)
Sep 1, 2027 · One way	United Airlines	Up to 1 stop each way	$227.05
Sep 1, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 1, 2027 – Sep 4, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 1, 2027 – Sep 4, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 1, 2027 – Sep 8, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 1, 2027 – Sep 8, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 2, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 2, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 2, 2027 – Sep 5, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 2, 2027 – Sep 5, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 2, 2027 – Sep 9, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 2, 2027 – Sep 9, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 3, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 3, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 3, 2027 – Sep 6, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 3, 2027 – Sep 6, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 3, 2027 – Sep 10, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 3, 2027 – Sep 10, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 4, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 4, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 4, 2027 – Sep 7, 2027 · 3 nights	American Airlines	Up to 1 stop each way	$393.31
Sep 4, 2027 – Sep 7, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 4, 2027 – Sep 11, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 4, 2027 – Sep 11, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 5, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 5, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 5, 2027 – Sep 8, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 5, 2027 – Sep 8, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 5, 2027 – Sep 12, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 5, 2027 – Sep 12, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 6, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 6, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 6, 2027 – Sep 9, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 6, 2027 – Sep 9, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 6, 2027 – Sep 13, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 6, 2027 – Sep 13, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 7, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 7, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 7, 2027 – Sep 10, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 7, 2027 – Sep 10, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 7, 2027 – Sep 14, 2027 · 7 nights	American Airlines	Up to 1 stop each way	$393.31
Sep 7, 2027 – Sep 14, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 8, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 8, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 8, 2027 – Sep 11, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 8, 2027 – Sep 11, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 8, 2027 – Sep 15, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 8, 2027 – Sep 15, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 9, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 9, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 9, 2027 – Sep 12, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 9, 2027 – Sep 12, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 9, 2027 – Sep 16, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 9, 2027 – Sep 16, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 10, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 10, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 10, 2027 – Sep 13, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 10, 2027 – Sep 13, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 10, 2027 – Sep 17, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 10, 2027 – Sep 17, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 11, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 11, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 11, 2027 – Sep 14, 2027 · 3 nights	American Airlines	Up to 1 stop each way	$393.31
Sep 11, 2027 – Sep 14, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 11, 2027 – Sep 18, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 11, 2027 – Sep 18, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 12, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 12, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 12, 2027 – Sep 15, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 12, 2027 – Sep 15, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 12, 2027 – Sep 19, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 12, 2027 – Sep 19, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 13, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 13, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 13, 2027 – Sep 16, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 13, 2027 – Sep 16, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 13, 2027 – Sep 20, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 13, 2027 – Sep 20, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 14, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 14, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 14, 2027 – Sep 17, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 14, 2027 – Sep 17, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 14, 2027 – Sep 21, 2027 · 7 nights	American Airlines	Up to 1 stop each way	$393.31
Sep 14, 2027 – Sep 21, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 15, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 15, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 15, 2027 – Sep 18, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 15, 2027 – Sep 18, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 15, 2027 – Sep 22, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 15, 2027 – Sep 22, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 16, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 16, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 16, 2027 – Sep 19, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 16, 2027 – Sep 19, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 16, 2027 – Sep 23, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 16, 2027 – Sep 23, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 17, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 17, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 17, 2027 – Sep 20, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 17, 2027 – Sep 20, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 17, 2027 – Sep 24, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 17, 2027 – Sep 24, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 18, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 18, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 18, 2027 – Sep 21, 2027 · 3 nights	American Airlines	Up to 1 stop each way	$393.31
Sep 18, 2027 – Sep 21, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 18, 2027 – Sep 25, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 18, 2027 – Sep 25, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 19, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 19, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 19, 2027 – Sep 22, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 19, 2027 – Sep 22, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 19, 2027 – Sep 26, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 19, 2027 – Sep 26, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 20, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 20, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 20, 2027 – Sep 23, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 20, 2027 – Sep 23, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 20, 2027 – Sep 27, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 20, 2027 – Sep 27, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 21, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 21, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 21, 2027 – Sep 24, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 21, 2027 – Sep 24, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 21, 2027 – Sep 28, 2027 · 7 nights	American Airlines	Up to 1 stop each way	$393.31
Sep 21, 2027 – Sep 28, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 22, 2027 · One way	United Airlines	Up to 1 stop each way	$227.05
Sep 22, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 22, 2027 – Sep 25, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 22, 2027 – Sep 25, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 22, 2027 – Sep 29, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 22, 2027 – Sep 29, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 23, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 23, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 23, 2027 – Sep 26, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 23, 2027 – Sep 26, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 23, 2027 – Sep 30, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 23, 2027 – Sep 30, 2027 · 7 nights	American Airlines	Nonstop	$407.56
Sep 24, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 24, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 24, 2027 – Sep 27, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 24, 2027 – Sep 27, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 24, 2027 – Oct 1, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$387.58
Sep 24, 2027 – Oct 1, 2027 · 7 nights	American Airlines	Nonstop	$396.83
Sep 25, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 25, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 25, 2027 – Sep 28, 2027 · 3 nights	American Airlines	Up to 1 stop each way	$393.31
Sep 25, 2027 – Sep 28, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 25, 2027 – Oct 2, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$387.58
Sep 25, 2027 – Oct 2, 2027 · 7 nights	American Airlines	Nonstop	$396.83
Sep 26, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 26, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 26, 2027 – Sep 29, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 26, 2027 – Sep 29, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 26, 2027 – Oct 3, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$387.58
Sep 26, 2027 – Oct 3, 2027 · 7 nights	American Airlines	Nonstop	$396.83
Sep 27, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 27, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 27, 2027 – Sep 30, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$398.06
Sep 27, 2027 – Sep 30, 2027 · 3 nights	American Airlines	Nonstop	$407.56
Sep 27, 2027 – Oct 4, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$387.58
Sep 27, 2027 – Oct 4, 2027 · 7 nights	American Airlines	Nonstop	$396.83
Sep 28, 2027 · One way	United Airlines	Up to 1 stop each way	$227.05
Sep 28, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 28, 2027 – Oct 1, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$387.58
Sep 28, 2027 – Oct 1, 2027 · 3 nights	American Airlines	Nonstop	$396.83
Sep 28, 2027 – Oct 5, 2027 · 7 nights	American Airlines	Up to 1 stop each way	$383.33
Sep 28, 2027 – Oct 5, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$387.58
Sep 29, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 29, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 29, 2027 – Oct 2, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$387.58
Sep 29, 2027 – Oct 2, 2027 · 3 nights	American Airlines	Nonstop	$396.83
Sep 29, 2027 – Oct 6, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$387.58
Sep 29, 2027 – Oct 6, 2027 · 7 nights	American Airlines	Nonstop	$396.83
Sep 30, 2027 · One way	Delta Air Lines	Up to 1 stop each way	$227.05
Sep 30, 2027 · One way	American Airlines	Nonstop	$236.55
Sep 30, 2027 – Oct 3, 2027 · 3 nights	Delta Air Lines	Up to 1 stop each way	$387.58
Sep 30, 2027 – Oct 3, 2027 · 3 nights	American Airlines	Nonstop	$396.83
Sep 30, 2027 – Oct 7, 2027 · 7 nights	Delta Air Lines	Up to 1 stop each way	$387.58
Sep 30, 2027 – Oct 7, 2027 · 7 nights	American Airlines	Nonstop	$396.83

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Hotels in Vail with Axel

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Where to stay: Where to stay in Vail: the 2 best neighborhoods, ranked

Hotel details in Vail: Bluegreen Vacations Streamside at Vail, Ascend Collection Resort · Highline Vail — a DoubleTree by Hilton · Lion Square Lodge South 750A · Residence Inn by Marriott Vail · The Arrabelle, A RockResort, by Vail Resorts · All 30 hotels in Vail

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