Southwest has round-trip flights from Atlanta (ATL) to Montego Bay (MBJ) for $344 with a connection. $148 one-way. Flights October and November. Departures on Monday, Tuesday, and Sunday. No Thanksgiving dates available.
Category: <span>Montego Bay</span>
United has round-trip flights from Chicago (ORD) to Montego Bay, Jamaica (MBJ) for $358-$366, Nonstop. $159 one-way. Flights October to February. A few weekends available. Holiday blackouts.
JetBlue has round-trip flights from New York (JFK) to Montego Bay (MBJ) for $328-$334, NONSTOP. Flights September to December. Departures on Monday, Tuesday, Wednesday, and Sunday. Origin/Destination reversible. No Christmas dates available.
JetBlue has round-trip flights from Atlanta (ATL) to Montego Bay, Jamaica (MBJ) for $295-$322 with a connection. Flights August to November. Origin/Destination reversible. No Thanksgiving dates.
American Airlines has round-trip flights from Chicago (ORD) to Montego Bay (MBJ) for $338-$348, NONSTOP. Flights in June, August, September, October, November, December, January, February, and March. Weekends available. Origin/Destination reversible. Holiday blackouts.
United has round-trip flights from Newark/New York (EWR) to Montego Bay (MBJ) for $318-$331, NONSTOP. Flights in June, September, October, November, December, January, February, and March. Weekends available. Origin/Destination reversible. Holiday blackouts.

Nonstop Flights: Chicago to/from Montego Bay, Jamaica $318-$328 round-trip [April-March] – Southwest
Southwest has round-trip flights from Chicago (MDW) to Montego Bay, Jamaica (MBJ) for $318-$328, NONSTOP. Flights April to March. Weekends available. Origin/Destination reversible.
United has round-trip flights from Chicago (ORD) to Montego Bay, Jamaica (MBJ) for $318-$343, NONSTOP. Flights April to January. Very few weekends available. Origin/Destination reversible.
American Airlines has round-trip flights from Chicago (ORD) to Montego Bay (MBJ) for $292-$296, NONSTOP. Flights March to May. Departures on Monday, Tuesday, Wednesday, and Sunday. Origin/Destination reversible.
American Airlines and United have round-trip flights from New York/Newark (JFK/EWR) to Montego Bay , Jamaica (MBJ) for $286-$337, NONSTOP.
Flights February, March, April, May, June, August, September, October, November, and December. Very few weekends available. Origin/Destination reversible. No Christmas dates available.
JetBlue has round-trip flights from Atlanta (ATL) to Montego Bay (MBJ) for $306-$316 with a connection. Flights March to June. Origin/Destination reversible.
Expedia often has a $9 discount on jetBlue fares if you are logged in when you search.
You can upgrade to “Blue” from “BlueBasic” for +$17.
United and American Airlines have round-trip flights from Chicago (ORD) to Montego Bay or Puerto Vallarta (MBJ, PVR) for $356-$373, NONSTOP. Flights October to February. No Friday or Saturday departures. Origin/Destination reversible.
JetBlue has round-trip flights from Atlanta (ATL) to Montego Bay (MBJ) for $319 with a connection. Flights December to February. Very few weekends available. Origin/Destination reversible. No Christmas dates available.
Delta has round-trip flights from New York (JFK) to Montego Bay (MBJ) for $308, NONSTOP. Flights June to October. Departures on Monday, Tuesday, Wednesday, and Sunday. Origin/Destination reversible.
United and American have round-trip flights from Chicago (ORD) to Montego Bay or San Jose Costa Rica (MBJ, SJO) for $336-$349, NONSTOP. Flights October to December. Holiday blackouts.
Delta, jetBlue, United, and American Airlines have round-trip flights from New York/Newark (JFK, EWR) to Montego Bay (MBJ) for $270-$365, NONSTOP. Flights April to July. Very few weekends available. Origin/Destination reversible.
A Carry-on bag and also a personal item is allowed for free on Delta or American. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
United has round-trip flights from Newark/New York (EWR) to Montego Bay (MBJ) for $273, NONSTOP. Flights January to March. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available.
United’s “Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
United has round-trip flights from Chicago (ORD) to Montego Bay (MBJ) for $317, NONSTOP. Flights October to February. Departures on Monday, Tuesday, and Sunday. Origin/Destination reversible.
United’s “Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
Delta has round-trip flights from Milwaukee (MKE) to Montego Bay (MBJ) for $376 with a connection. Flights August to December. Departures on Monday, Tuesday, Wednesday, and Sunday. Origin/Destination reversible. No Christmas dates available.
A Carry-on bag and also a personal item is allowed for free on Delta. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
United and jetBlue have round-trip flights from Newark/New York (EWR/JFK) to Montego Bay, Port of Spain, Cancun, San Jose, Costa Rica, Cozumel, or Tulum (MBJ, POS, CUN, SJO, CZM, TQO) for $237-$313, NONSTOP. Extended weekends available. No Christmas dates available.
Montego Bay: United flights August to December.
Port of Spain: jetBlue flights in June.
Cancun: United and jetBlue flights July to February.
San Jose, Costa Rica: jetBlue flights June, July, September, and October.
Cozumel: United flights September to October.
Tulum: United flights August to December.
“Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
