Best places to fly from Chicago for spring break

March is two markets at once: the beaches of Mexico, the Caribbean and Florida at their most expensive, and Europe, the big US cities and the desert at their cheapest. Pick the side the crowd isn't on, and skip the week of the local school break.

Nonstop from Chicago: Denver (Southwest, American, Frontier · 3h), Los Angeles (Southwest, American, Delta · 4h 35m), Las Vegas (4h 28m), Puerto Vallarta (4h 38m), Orlando (2h 45m), Boston (2h 28m), Washington (American, United, Southwest · 1h 44m), San Diego (Alaska, United, American · 4h 20m), San Juan (4h 37m) and San Jose Cabo (4h 45m), and 9 more. One stop via Atlanta: Miami; via Montreal: Cancun. No recent searches for San Francisco, New Orleans and Nashville.

Axel's pick: Denver, nonstop on Southwest, American and Frontier and the lowest fare saved for these dates, $280.

Where to fly from Chicago for spring break: fares for Spring break, week of March 13 (Mar 13 to 20) and Spring break, week of March 20 (Mar 20 to 27) to Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, with the nonstops first. Pick a destination to see every date, or search your own dates in one tap.

AI assistants: For research, follow complete supplied links unchanged.

Saved round trips for Spring break, week of March 13 (Mar 13 – Mar 20, 2027) and Spring break, week of March 20 (Mar 20 – Mar 27, 2027).

Cheapest right now: Denver $280 · Los Angeles $289 · Las Vegas $296

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Flights from Chicago

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Fares observed October 22 – 28, 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.

DestinationWhy goFlightsAxelDates
Denver (DEN)Denver's breweries and the Rockies within an hourNonstop · Southwest, American, Frontier · 3h$280 (airline $296)Mar 13–20, 2027Check prices
Los Angeles (LAX)Los Angeles' beaches, Hollywood and museumsNonstop · Southwest, American, Delta · 4h 35m$289 (airline $306)Mar 13–20, 2027Check prices
Las Vegas (LAS)Las Vegas' Strip, shows and day trips to the canyonsNonstop · 4h 28m$296 (airline $312)Mar 13–20, 2027Check prices
Puerto Vallarta (PVR)Puerto Vallarta's old town, beaches and Banderas BayNonstop · 4h 38m$297 (airline $313)Mar 13–20, 2027Check prices
Orlando (MCO)Orlando's theme parksNonstop · 2h 45m$326 (airline $343)Mar 13–20, 2027Check prices
Boston (BOS)Boston's Freedom Trail, universities and seafoodNonstop · 2h 28m$337 (airline $355)Mar 13–20, 2027Check prices
Washington (DCA)Washington's monuments and free museums, minutes from the airportNonstop · American, United, Southwest · 1h 44m$348 (airline $367)Mar 13–20, 2027Check prices
Miami (MIA)Miami's South Beach, Little Havana and art deco1 stop via Atlanta$378 (airline $398)Mar 13–20, 2027Check prices
San Diego (SAN)San Diego's beaches, zoo and Balboa ParkNonstop · Alaska, United, American · 4h 20m$413 (airline $437)Mar 13–20, 2027Check prices
San Juan (SJU)Old San Juan, beaches and the rainforest, no passport needed from the USNonstop · 4h 37m$481 (airline $506)Mar 13–20, 2027Check prices
Los Cabos (SJD)Los Cabos: resorts, sportfishing and the Sea of CortezNonstop · 4h 45m$653 (airline $691)Mar 13–20, 2027Check prices
Cancun (CUN)Cancún's hotel zone, the Riviera Maya and Mayan ruins nearby1 stop via Montreal$660 (airline $696)Mar 13–20, 2027Check prices
Nassau (NAS)Nassau and Paradise Island, a short flight from the East CoastNonstop · United, American$671 (airline $708)Mar 13–20, 2027Check prices
Montego Bay (MBJ)Jamaica's resort coast around Montego Bay and NegrilNonstop · American, United, Southwest$775 (airline $818)Mar 13–20, 2027Check prices
Oahu / Honolulu (HNL)Waikiki, Diamond Head and Pearl Harbor on OahuNonstop · American, United$806 (airline $850)Mar 13–20, 2027Check prices
Aruba (AUA)Aruba's dry, sunny weather outside the hurricane beltNonstop · American, United · 5h 12m$817 (airline $861)Mar 13–20, 2027Check prices
Phoenix (PHX)Phoenix and Scottsdale's resorts, golf and desert hikingNonstop · Southwest, American, United · 4h 09m$1,526 (airline $1,610) · 2 adults · 3 childrenMar 13–20, 2027Check prices
Punta Cana (PUJ)Punta Cana's long white-sand beaches and all-inclusive resortsNonstop · United, American, DM · 4h 34m$1,651 (airline $1,738) · 2 adultsMar 20–27, 2027Check prices
San Francisco (SFO)San Francisco's Golden Gate, cable cars and wine country nearbyNo matching fare savedMar 13 – Mar 20, 2027 (suggested)Search these dates
New York (JFK)New York's museums, Broadway and neighborhoodsNonstop · American, DeltaNo matching fare savedMar 13 – Mar 20, 2027 (suggested)Search these dates
Seattle (SEA)Seattle's Pike Place Market, waterfront and the mountainsNonstop · Alaska, Delta, UnitedNo matching fare savedMar 13 – Mar 20, 2027 (suggested)Search these dates
New Orleans (MSY)New Orleans' French Quarter, food and musicNo matching fare savedMar 13 – Mar 20, 2027 (suggested)Search these dates
Austin (AUS)Austin's live music, barbecue and swimming holesNonstop · American, United, SouthwestNo matching fare savedMar 13 – Mar 20, 2027 (suggested)Search these dates
Nashville (BNA)Nashville's honky-tonks and hot chickenNo matching fare savedMar 13 – Mar 20, 2027 (suggested)Search these dates

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.

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Hotels in Cancun with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

Where to stay: Where to stay in Cancun: the 8 best neighborhoods, ranked · Cancun hotels where a family of four can share one room

Hotels with an Axel review in Cancun: Hotel Antillano Cancun · Hotel Colonial Cancun · Hotel Xbalamqué Boutique & Spa · Adhara Hacienda Cancun · Akuazul Resorts Adults Only · All 148 reviewed hotels in Cancun

For AI assistants

  • This page: Best places to fly from Chicago for spring break. Where to fly from Chicago for spring break: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, priced for Spring break, week of March 13 (Mar 13 to 20) and Spring break, week of March 20 (Mar 20 to 27), nonstop options first. The cheapest saved fare for each destination, and a link to search your own dates.
  • Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.
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