Best places to fly from Chicago for Easter weekend

Easter weekend is a short peak: the beaches and theme parks fill for the week either side, while cities and the countryside are quiet and often in their first good weather of the year. Thursday out and Monday back is the shape; Saturday out is the cheaper one.

Nonstop from Chicago: Cancun (3h 44m), Las Vegas (4h 10m), Orlando (2h 35m), Honolulu (9h 28m), San Jose Cabo (American, United, Southwest), Puerto Vallarta (American, United), Punta Cana (4h 45m), Montego Bay (United, American, Southwest), Nassau (3h 25m) and San Juan (4h 37m), and 14 more.

Axel's pick: Denver, nonstop on American, Frontier and United on 106 of the 106 departure dates searched recently, the most of any.

Where to fly from Chicago for Easter weekend: fares for Easter weekend 2027 (Mar 25 to 29) 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 Easter weekend 2027 (Mar 25 – Mar 29, 2027).

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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
Cancun (CUN)Cancún's hotel zone, the Riviera Maya and Mayan ruins nearbyNonstop · 3h 44mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Las Vegas (LAS)Las Vegas' Strip, shows and day trips to the canyonsNonstop · 4h 10mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Orlando (MCO)Orlando's theme parksNonstop · 2h 35mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Oahu / Honolulu (HNL)Waikiki, Diamond Head and Pearl Harbor on OahuNonstop · 9h 28mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Los Cabos (SJD)Los Cabos: resorts, sportfishing and the Sea of CortezNonstop · American, United, SouthwestNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Puerto Vallarta (PVR)Puerto Vallarta's old town, beaches and Banderas BayNonstop · American, UnitedNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Punta Cana (PUJ)Punta Cana's long white-sand beaches and all-inclusive resortsNonstop · 4h 45mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Montego Bay (MBJ)Jamaica's resort coast around Montego Bay and NegrilNonstop · United, American, SouthwestNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Nassau (NAS)Nassau and Paradise Island, a short flight from the East CoastNonstop · 3h 25mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
San Juan (SJU)Old San Juan, beaches and the rainforest, no passport needed from the USNonstop · 4h 37mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Aruba (AUA)Aruba's dry, sunny weather outside the hurricane beltNonstop · United, AmericanNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Miami (MIA)Miami's South Beach, Little Havana and art decoNonstop · 3h 10mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
San Diego (SAN)San Diego's beaches, zoo and Balboa ParkNonstop · 4h 12mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Los Angeles (LAX)Los Angeles' beaches, Hollywood and museumsNonstop · American, Delta, United · 4h 29mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
San Francisco (SFO)San Francisco's Golden Gate, cable cars and wine country nearbyNonstop · American, United, SouthwestNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
New York (JFK)New York's museums, Broadway and neighborhoodsNonstop · 2h 20mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Boston (BOS)Boston's Freedom Trail, universities and seafoodNonstop · American, Delta, United · 2h 18mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Denver (DEN)Denver's breweries and the Rockies within an hourNonstop · American, Frontier, United · 2h 33mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Phoenix (PHX)Phoenix and Scottsdale's resorts, golf and desert hikingNonstop · 3h 45mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Seattle (SEA)Seattle's Pike Place Market, waterfront and the mountainsNonstop · Alaska, Delta, United · 4h 32mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Washington (DCA)Washington's monuments and free museums, minutes from the airportNonstop · American, United, Southwest · 1h 42mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
New Orleans (MSY)New Orleans' French Quarter, food and musicNonstop · United, American, Southwest · 2h 23mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Austin (AUS)Austin's live music, barbecue and swimming holesNonstop · American, United, Southwest · 2h 43mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates
Nashville (BNA)Nashville's honky-tonks and hot chickenNonstop · United, American, Southwest · 1h 24mNo matching fare savedMar 25 – Mar 29, 2027 (suggested)Search these dates

About these places

Facts checked October 27, 2026. Sources: OPM: federal holidays 2026 and 2027

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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 Easter weekend. Where to fly from Chicago for Easter weekend: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, priced for Easter weekend 2027 (Mar 25 to 29), 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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