MLK weekend getaways from Chicago
A long weekend away from Chicago for Martin Luther King Jr. Day: fares for Friday, January 15 to Monday, January 18, 2027.
Saved round trips for MLK weekend 2027 (Jan 15 – Jan 18, 2027).
Cheapest right now: Denver $185 · Austin $212 · San Diego $217
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Fares observed October 8, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Chicago
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Axel | Dates | |
|---|---|---|---|---|
| Miami (MIA) | Miami Beach, warm water and a big food and nightlife scene | No matching fare saved | Jan 15 – Jan 18, 2027 (suggested) | Search these dates |
| Fort Lauderdale (FLL) | Fort Lauderdale beaches and an easy base for cruises | No matching fare saved | Jan 15 – Jan 18, 2027 (suggested) | Search these dates |
| Tampa (TPA) | Gulf beaches at Clearwater and St. Pete | No matching fare saved | Jan 15 – Jan 18, 2027 (suggested) | Search these dates |
| Orlando (MCO) | Orlando's theme parks | No matching fare saved | Jan 15 – Jan 18, 2027 (suggested) | Search these dates |
| San Juan (SJU) | Old San Juan, beaches and the rainforest, with no passport needed from the US | $410 (airline $432) | Jan 15–18, 2027 | Check prices |
| Cancun (CUN) | Caribbean beaches and the Hotel Zone, with Tulum and Playa del Carmen an hour or two south | $296 (airline $312) | Jan 15–18, 2027 | Check prices |
| Nassau (NAS) | Nassau and Paradise Island, a short flight from the East Coast | No matching fare saved | Jan 15 – Jan 18, 2027 (suggested) | Search these dates |
| Phoenix (PHX) | Phoenix and Scottsdale, warm and sunny all winter | $274 (airline $289) | Jan 15–18, 2027 | Check prices |
| Palm Springs (PSP) | Palm Springs, desert sun, pools and mid-century style | $1,007 (airline $1,065) | Jan 15–18, 2027 | Check prices |
| Las Vegas (LAS) | Las Vegas shows, food and nightlife | No matching fare saved | Jan 15 – Jan 18, 2027 (suggested) | Search these dates |
| San Diego (SAN) | San Diego's beaches and mild weather all year | $217 (airline $230) | Jan 15–18, 2027 | Check prices |
| New Orleans (MSY) | New Orleans, food, music and a big New Year's Eve | No matching fare saved | Jan 15 – Jan 18, 2027 (suggested) | Search these dates |
| Austin (AUS) | Austin's live music and warm winter days | $212 (airline $223) | Jan 15–18, 2027 | Check prices |
| Charleston (CHS) | Charleston, mild winters and a beautiful old town | $304 (airline $320) | Jan 15–18, 2027 | Check prices |
| Denver (DEN) | Denver, the gateway to Vail, Breckenridge and Keystone | $185 (airline $196) | Jan 15–18, 2027 | Check prices |
| Salt Lake City (SLC) | Salt Lake City, under an hour from a dozen ski resorts | $326 (airline $343) | Jan 15–18, 2027 | Check prices |
| Vail (EGE) | Vail and Beaver Creek, about 35 miles from the airport | $757 (airline $800) | Jan 15–18, 2027 | Check prices |
| Jackson (JAC) | Jackson Hole, with steep terrain right next to the airport | $744 (airline $784) | Jan 15–18, 2027 | Check prices |
| Burlington (BTV) | Burlington, the gateway to Stowe and Vermont skiing | $370 (airline $390) | Jan 15–18, 2027 | Check prices |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
Keep exploring
Hotels in Miami with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Miami has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: MLK weekend getaways from Chicago. Martin Luther King Jr. weekend 2027 getaways from Chicago: warm cities, beaches and ski towns, with fares for Friday, January 15 to Monday, January 18.
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