Trips in October 2026

Every trip departing in October 2026, newest first, with the price it had when we found it.

  1. Asheville from Miami, Oct 23–25, 2026 from $495
  2. Great Smoky Mountains from Chicago, Oct 23–25, 2026 from $419
  3. Napa & Sonoma from Los Angeles, Oct 23–25, 2026 from $208
  4. Great Smoky Mountains from New York, Oct 23–25, 2026 from $449
  5. New Orleans from Chicago, Oct 23–25, 2026 from $396
  6. Bar Harbor & Acadia from Washington, DC, Oct 23–25, 2026 from $642
  7. Chicago from Dallas-Fort Worth, Oct 23–25, 2026 from $348
  8. Atlanta from San Juan, Oct 23–25, 2026 from $173
  9. San Diego from San Francisco, Oct 23–25, 2026 from $243
  10. Mexico City from Miami, Oct 23–25, 2026 from $368
  11. New York City from Chicago, Oct 23–25, 2026 from $337
  12. Orlando from Washington, DC, Oct 23–25, 2026 from $292
  13. Mexico City from Los Angeles, Oct 23–25, 2026 from $507
  14. Orlando from New York, Oct 23–25, 2026 from $355
  15. Chicago from Baltimore, Oct 16–18, 2026 from $340
  16. Destin & the Emerald Coast from Detroit, Oct 16–18, 2026 from $757
  17. Yosemite from Seattle, Oct 16–18, 2026 from $579
  18. Las Vegas from Houston, Oct 16–18, 2026 from $470
  19. Chicago from Charleston, Oct 16–18, 2026 from $547
  20. Las Vegas from Kansas City, Oct 16–18, 2026 from $430
  21. Orlando from San Juan, Oct 16–18, 2026 from $260
  22. Sedona from Seattle, Oct 16–18, 2026 from $374
  23. New Orleans from Buffalo, Oct 16–18, 2026 from $593
  24. San Diego from Denver, Oct 16–18, 2026 from $430
  25. San Antonio from Los Angeles, Oct 16–18, 2026 from $438
  26. Chicago from Albuquerque, Oct 16–18, 2026 from $599
  27. Sedona from Atlanta, Oct 16–18, 2026 from $408
  28. Chicago from Austin, Oct 16–18, 2026 from $358
  29. Orlando from Baltimore, Oct 16–18, 2026 from $325
  30. Las Vegas from Birmingham, Oct 16–18, 2026 from $657
  31. Sedona from Boise, Oct 16–18, 2026 from $348
  32. Sedona from Cincinnati, Oct 16–18, 2026 from $384
  33. Sedona from Columbus, Oct 16–18, 2026 from $472
  34. Chicago from Denver, Oct 16–18, 2026 from $354
  35. Nashville from Chicago, Oct 16–18, 2026 from $366
  36. Las Vegas from Des Moines, Oct 16–18, 2026 from $470
  37. Orlando from Detroit, Oct 16–18, 2026 from $443
  38. Orlando from El Paso, Oct 16–18, 2026 from $340
  39. Bar Harbor & Acadia from Fort Lauderdale, Oct 16–18, 2026 from $638
  40. Chicago from Fort Myers, Oct 16–18, 2026 from $494
  41. Orlando from Grand Rapids, Oct 16–18, 2026 from $482
  42. Orlando from Hartford, Oct 16–18, 2026 from $429
  43. Chicago from Houston, Oct 16–18, 2026 from $372
  44. Destin & the Emerald Coast from Indianapolis, Oct 16–18, 2026 from $467
  45. Mexico City from Jacksonville, Oct 16–18, 2026 from $804
  46. Chicago from Little Rock, Oct 16–18, 2026 from $484
  47. Destin & the Emerald Coast from Louisville, Oct 16–18, 2026 from $308
  48. Los Cabos from San Francisco, Oct 16–18, 2026 from $734
  49. Napa & Sonoma from Las Vegas, Oct 16–18, 2026 from $206
  50. Orlando from Miami, Oct 16–18, 2026 from $274
  51. Bar Harbor & Acadia from New York, Oct 16–18, 2026 from $461
  52. San Diego from Dallas-Fort Worth, Oct 16–18, 2026 from $426
  53. Destin & the Emerald Coast from Rochester, Oct 16–18, 2026 from $715
  54. Orlando from Albany, Oct 16–18, 2026 from $627
  55. Napa & Sonoma from Tucson, Oct 16–18, 2026 from $569
  56. Myrtle Beach from Providence, Oct 16–18, 2026 from $675
  57. Los Angeles from Reno, Oct 16–18, 2026 from $430
  58. New York City from Milwaukee, Oct 16–18, 2026 from $569
  59. New Orleans from Columbus, Oct 16–18, 2026 from $430
  60. New Orleans from Cleveland, Oct 16–18, 2026 from $430
  61. Los Angeles from Sacramento, Oct 16–18, 2026 from $354
  62. Los Angeles from Austin, Oct 16–18, 2026 from $362
  63. Nashville from Madison, Oct 16–18, 2026 from $479
  64. Las Vegas from Nashville, Oct 16–18, 2026 from $510
  65. Orlando from Norfolk, Oct 16–18, 2026 from $579
  66. Napa & Sonoma from Oklahoma City, Oct 16–18, 2026 from $470
  67. Chicago from Orlando, Oct 16–18, 2026 from $270
  68. Chicago from Phoenix, Oct 16–18, 2026 from $420
  69. Orlando from Pittsburgh, Oct 16–18, 2026 from $437
  70. Orlando from Providence, Oct 16–18, 2026 from $488
  71. Orlando from Raleigh-Durham, Oct 16–18, 2026 from $324
  72. San Diego from Reno, Oct 16–18, 2026 from $428
  73. Orlando from Richmond, Oct 16–18, 2026 from $333
  74. Orlando from Rochester, Oct 16–18, 2026 from $510
  75. Austin from Sacramento, Oct 16–18, 2026 from $366
  76. Chicago from Salt Lake City, Oct 16–18, 2026 from $470
  77. Los Angeles from San Antonio, Oct 16–18, 2026 from $438
  78. Bar Harbor & Acadia from Tampa, Oct 16–18, 2026 from $694
  79. Las Vegas from Dallas-Fort Worth, Oct 16–18, 2026 from $421
  80. San Diego from St. Louis, Oct 16–18, 2026 from $366
  81. Myrtle Beach from Syracuse, Oct 16–18, 2026 from $557
  82. New Orleans from Tampa, Oct 16–18, 2026 from $365
  83. Los Angeles from Tucson, Oct 16–18, 2026 from $448
  84. Asheville from West Palm Beach, Oct 16–18, 2026 from $248
  85. Sedona from Portland, Oct 16–18, 2026 from $404
  86. Chicago from Fort Lauderdale, Oct 16–18, 2026 from $297
  87. Orlando from Charlotte, Oct 16–18, 2026 from $210
  88. Napa & Sonoma from Kansas City, Oct 16–18, 2026 from $470
  89. Los Angeles from Denver, Oct 16–18, 2026 from $317
  90. Asheville from San Juan, Oct 16–18, 2026 from $536
  91. Las Vegas from Omaha, Oct 16–18, 2026 from $341
  92. New Orleans from Chicago, Oct 16–18, 2026 from $362
  93. New York City from Washington, DC, Oct 16–18, 2026 from $382
  94. Orlando from Syracuse, Oct 16–18, 2026 from $579
  95. Chicago from Savannah, Oct 16–18, 2026 from $553
  96. Orlando from Minneapolis, Oct 16–18, 2026 from $474
  97. San Diego from Spokane, Oct 16–18, 2026 from $359
  98. Los Angeles from Boise, Oct 16–18, 2026 from $465
  99. Las Vegas from Memphis, Oct 16–18, 2026 from $406
  100. Las Vegas from Milwaukee, Oct 16–18, 2026 from $1,083