Tulum (TQO) to Chicago (MDW) flight deal in business from $954
$2,267 USD
-58%$954 USD
Verified 2 days agoDecember 2026
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Extremely Rare Availability
4% of dates checked are available within 10% of the lowest price
Tuesday, December 29th, 2026
10 round-trip options
Returning
Sun, Jan 3, 2027•5 Day Trip
$1,597 USD
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Mon, Jan 4, 2027•6 Day Trip
$1,597 USD
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Tue, Jan 5, 2027•7 Day Trip
$1,597 USD
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Wed, Jan 6, 2027•8 Day Trip
$1,764 USD
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Thu, Jan 7, 2027•9 Day Trip
$1,930 USD
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Fri, Jan 8, 2027•10 Day Trip
$1,764 USD
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Sat, Jan 9, 2027•11 Day Trip
$1,764 USD
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Sun, Jan 10, 2027•12 Day Trip
$1,764 USD
Returning
Mon, Jan 11, 2027•13 Day Trip
$1,513 USD
Returning
Tue, Jan 12, 2027•14 Day Trip
$1,597 USD