Where Is Hot in October from Chicago? 2026
40 warm destinations have direct flights from Chicago in October. Las Vegas has the best overall weather. Baltimore has the lowest fares from €82.
|
Las Vegas
United States
|
25°C | 3h 20m | €112 | €86/night | 59 |
|
Amman
Jordan
|
25°C | 12h 40m | €1350 | €38/night | 56 |
|
Santa Ana
United States
|
23°C | 3h 40m | €264 | €62/night | 127 |
|
Palm Springs
United States
|
27°C | 3h 40m | €368 | €145/night | 73 |
|
Guadalajara
Mexico
|
24°C | 3h 40m | €224 | €30/night | 123 |
|
Lisbon
Portugal
|
23°C | 8h 20m | €1005 | €92/night | 34 |
|
Sacramento
United States
|
21°C | 3h 40m | €328 | €70/night | 59 |
|
New Orleans
United States
|
26°C | 2h | €310 | €78/night | 56 |
|
San Jose
United States
|
20°C | 3h 40m | €222 | €81/night | 64 |
|
Phoenix
United States
|
28°C | 3h 20m | €238 | €71/night | 53 |
|
Atlanta
United States
|
21°C | 1h 40m | €127 | €54/night | 99 |
|
Nashville
United States
|
21°C | 1h 20m | €254 | €60/night | 51 |
|
Jacksonville
United States
|
24°C | 2h | €188 | €66/night | 54 |
|
Birmingham
United States
|
22°C | 1h 40m | €233 | €75/night | 77 |
|
Orlando
United States
|
26°C | 2h 20m | €104 | €61/night | 56 |
|
Albuquerque
United States
|
20°C | 2h 40m | €287 | €62/night | 59 |
|
Memphis
United States
|
22°C | 1h 20m | €154 | €59/night | 54 |
|
Savannah
United States
|
22°C | 1h 40m | €204 | €70/night | 73 |
|
Greer
United States
|
19°C | 1h 40m | €306 | €61/night | 117 |
|
Charleston
United States
|
21°C | 1h 40m | €222 | €64/night | 54 |
|
San Jose del Cabo
Mexico
|
29°C | 3h 40m | €496 | €30/night | 52 |
|
Dallas
United States
|
27°C | 1h 40m | €148 | €52/night | 71 |
|
Charlotte
United States
|
19°C | 1h 40m | €158 | €67/night | 71 |
|
Louisville
United States
|
19°C | €238 | €56/night | 51 | |
|
San Francisco
United States
|
18°C | 4h | €218 | €90/night | 51 |
|
Richmond
United States
|
18°C | 1h 40m | €222 | €67/night | 53 |
|
Miami
United States
|
28°C | 2h 40m | €231 | €87/night | 71 |
|
Greensboro
United States
|
18°C | 1h 40m | €444 | €58/night | 127 |
|
Fort Lauderdale
United States
|
28°C | 2h 40m | €164 | €79/night | 60 |
|
Baltimore
United States
|
18°C | 1h 40m | €82 | €73/night | 79 |
|
Tokyo
Japan
|
20°C | 12h 40m | €2701 | €115/night | 108 |
|
San Antonio
United States
|
30°C | 2h 20m | €202 | €55/night | 70 |
|
Cedar Rapids
United States
|
18°C | €430 | €50/night | 99 | |
|
Austin
United States
|
30°C | 2h 20m | €231 | €57/night | 70 |
|
Philadelphia
United States
|
18°C | 1h 40m | €196 | €71/night | 69 |
|
Des Moines
United States
|
18°C | €216 | €62/night | 81 | |
|
Montego Bay
Jamaica
|
29°C | 3h 40m | €294 | €65/night | 16 |
|
Guatemala City
Guatemala
|
19°C | 4h | €462 | €35/night | 26 |
|
San Juan
United States
|
31°C | 4h 20m | €394 | €88/night | 84 |
|
Abu Dhabi
United Arab Emirates
|
33°C | 14h 40m | €1606 | €103/night | 64 |
Temperatures are historical averages for October. Prices updated 10 Sep 2026.
Warmest destinations from Chicago in October
The warmest places to fly to directly from Chicago in October, ranked by average daytime temperature. All destinations average 18°C or above and are reachable on a direct flight.
Las Vegas
25°C avg daytime
From €112 return
3h 20m direct
59 trips available
Amman
25°C avg daytime
From €1350 return
12h 40m direct
56 trips available
Santa Ana
23°C avg daytime
From €264 return
3h 40m direct
127 trips available
Palm Springs
27°C avg daytime
From €368 return
3h 40m direct
73 trips available
Guadalajara
24°C avg daytime
From €224 return
3h 40m direct
123 trips available
Frequently Asked Questions
Where is hot in October from Chicago?
There are 40 warm destinations reachable by direct flight from Chicago in October. Las Vegas is among the top picks, with average daytime temperatures around 25°C.
Which is the warmest place to fly to from Chicago in October?
Abu Dhabi is typically the warmest destination reachable by direct flight from Chicago in October, averaging around 33°C during the day.
What is the cheapest warm holiday from Chicago in October?
Baltimore is among the cheapest warm destinations from Chicago in October, with return fares from around €82.
How does FairFareFinder calculate the best destinations for October?
FairFareFinder uses live flight and hotel price data combined with historical weather averages to rank destinations. Temperatures shown for dates beyond 14 days ahead are historical averages for October, not live forecasts. Prices are updated approximately every 6 hours.
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