Lowcost flights from San Juan (Puerto Rico) to Chicago (United States)

Direct distance between cities: 3306 km. Average direct flight time is 4:53 hours.

From San Juan to Chicago with Fly Arna (G6)
From San Juan to Chicago with Spirit Airlines (NK)
From San Juan to Chicago with Southwest Airlines (WN)

Connection in Toronto (Canada)
  • From San Juan to Toronto with Air Canada Rouge.
  • From Toronto to Chicago with Level.
Connection in Punta Cana (Dominican Republic)
  • From San Juan to Punta Cana with Frontier Airlines.
  • From Punta Cana to Chicago with Fly Lili.
Connection in Punta Cana (Dominican Republic)
  • From San Juan to Punta Cana with Frontier Airlines.
  • From Punta Cana to Chicago with Frontier Airlines.
Connection in Punta Cana (Dominican Republic)
  • From San Juan to Punta Cana with Southwest Airlines.
  • From Punta Cana to Chicago with Frontier Airlines.
Connection in Madrid (Spain)
  • From San Juan to Madrid with Level.
  • From Madrid to Chicago with Level.
Connection in Atlanta (United States)
  • From San Juan to Atlanta with Fly Lili.
  • From Atlanta to Chicago with Southwest Airlines.
Connection in Atlanta (United States)
  • From San Juan to Atlanta with Southwest Airlines.
  • From Atlanta to Chicago with Southwest Airlines.
Connection in Atlanta (United States)
  • From San Juan to Atlanta with Spirit Airlines.
  • From Atlanta to Chicago with Southwest Airlines.
Connection in Atlanta (United States)
  • From San Juan to Atlanta with Fly Lili.
  • From Atlanta to Chicago with Level.
Connection in Atlanta (United States)
  • From San Juan to Atlanta with Southwest Airlines.
  • From Atlanta to Chicago with Level.
Connection in Atlanta (United States)
  • From San Juan to Atlanta with Spirit Airlines.
  • From Atlanta to Chicago with Level.
Connection in Atlanta (United States)
  • From San Juan to Atlanta with Fly Lili.
  • From Atlanta to Chicago with Frontier Airlines.
Connection in Atlanta (United States)
  • From San Juan to Atlanta with Fly Lili.
  • From Atlanta to Chicago with Fly Lili.
Connection in Atlanta (United States)
  • From San Juan to Atlanta with Southwest Airlines.
  • From Atlanta to Chicago with Fly Lili.
Connection in Atlanta (United States)
  • From San Juan to Atlanta with Spirit Airlines.
  • From Atlanta to Chicago with Fly Lili.
Connection in Dallas (United States)
  • From San Juan to Dallas with Spirit Airlines.
  • From Dallas to Chicago with Spirit Airlines.
Connection in Dallas (United States)
  • From San Juan to Dallas with Spirit Airlines.
  • From Dallas to Chicago with Gol Transportes Aéreos.
Connection in Fort Lauderdale (United States)
  • From San Juan to Fort Lauderdale with Fly Lili.
  • From Fort Lauderdale to Chicago with Spirit Airlines.
Connection in Fort Lauderdale (United States)
  • From San Juan to Fort Lauderdale with Southwest Airlines.
  • From Fort Lauderdale to Chicago with Spirit Airlines.
Connection in Miami (United States)
  • From San Juan to Miami with Level.
  • From Miami to Chicago with Spirit Airlines.
Connection in Miami (United States)
  • From San Juan to Miami with Level.
  • From Miami to Chicago with Southwest Airlines.
Connection in Miami (United States)
  • From San Juan to Miami with Level.
  • From Miami to Chicago with Frontier Airlines.
Connection in Miami (United States)
  • From San Juan to Miami with Level.
  • From Miami to Chicago with Gol Transportes Aéreos.
Connection in Minneapolis (United States)
  • From San Juan to Minneapolis with Sun Country Airlines.
  • From Minneapolis to Chicago with Spirit Airlines.
Connection in Minneapolis (United States)
  • From San Juan to Minneapolis with Sun Country Airlines.
  • From Minneapolis to Chicago with Southwest Airlines.
Connection in Minneapolis (United States)
  • From San Juan to Minneapolis with Sun Country Airlines.
  • From Minneapolis to Chicago with Fly Lili.
Connection in Minneapolis (United States)
  • From San Juan to Minneapolis with Sun Country Airlines.
  • From Minneapolis to Chicago with Sun Country Airlines.
Connection in Minneapolis (United States)
  • From San Juan to Minneapolis with Sun Country Airlines.
  • From Minneapolis to Chicago with Level.
Connection in New Haven (United States)
  • From San Juan to New Haven with Avelo Airlines.
  • From New Haven to Chicago with Avelo Airlines.
Connection in New Orleans (United States)
  • From San Juan to New Orleans with Spirit Airlines.
  • From New Orleans to Chicago with Breeze Airways.
Connection in Orlando (United States)
  • From San Juan to Orlando with Spirit Airlines.
  • From Orlando to Chicago with Allegiant Air.
Connection in Orlando (United States)
  • From San Juan to Orlando with Fly Lili.
  • From Orlando to Chicago with Gol Transportes Aéreos.
Connection in Orlando (United States)
  • From San Juan to Orlando with Southwest Airlines.
  • From Orlando to Chicago with Gol Transportes Aéreos.
Connection in Philadelphia (United States)
  • From San Juan to Philadelphia with Spirit Airlines.
  • From Philadelphia to Chicago with Frontier Airlines.
Connection in Raleigh/Durham (United States)
  • From San Juan to Raleigh/Durham with Frontier Airlines.
  • From Raleigh/Durham to Chicago with Southwest Airlines.
Connection in Saint Louis (United States)
  • From San Juan to Saint Louis with Southwest Airlines.
  • From Saint Louis to Chicago with Sun Country Airlines.
Connection in Tampa (United States)
  • From San Juan to Tampa with Frontier Airlines.
  • From Tampa to Chicago with Allegiant Air.
Connection in Tampa (United States)
  • From San Juan to Tampa with Frontier Airlines.
  • From Tampa to Chicago with Spirit Airlines.
Connection in Tampa (United States)
  • From San Juan to Tampa with Fly Lili.
  • From Tampa to Chicago with Allegiant Air.
Connection in Tampa (United States)
  • From San Juan to Tampa with Southwest Airlines.
  • From Tampa to Chicago with Allegiant Air.
Connection in Wilmington (United States)
  • From San Juan to Wilmington with Avelo Airlines.
  • From Wilmington to Chicago with Frontier Airlines.