International route
Cheap flights from Chicago to Montego Bay
O'Hare International Airport (ORD) to Sangster International Airport (MBJ). 1,725 miles, 3h 50m nonstop.
ORD to MBJ at a glance
Computed from airline schedules and the fares we track for this route. Refreshed several times a day.
- Distance
- 1,725 milesgreat-circle
- Typical flight time
- 3h 50mnonstop, gate to gate
- Nonstop airlines
- AA1 airlineAmerican
- Nonstop flights per day
- 1all airlines combined
- Cheapest month
- October 2026over the next six months
- Best day to fly
- Wednesday19% less than Sunday
- Time difference
- Same time zone
Chicago to Montego Bay
Round trips from $212
Per traveler, taxes and fees included. Lowest fare we found departs Wed, Oct 14.
Cheapest month: October 2026
See fares on these datesLock any fare free — pay only when you accept your last-minute deal
Or ask an agent on WhatsAppChicago to Montego Bay fares by month
Lowest round-trip economy fare per traveler in each of the next six months, taxes and fees included. Select a month to search that date.
Airlines flying Chicago to Montego Bay
1 airline flies nonstop with 1 departures a day combined, plus 12 more with one stop.
- AAAmerican AirlinesoneworldNonstop · 1 flight a day · first checked bag from $40
- ACAir CanadaStar AllianceConnecting via YYZ, YUL · first checked bag from $35
- MXBreeze AirwaysLow-costConnecting via PVD, CHS, TPA, ORF · first checked bag from $45
- DLDelta Air LinesSkyTeamConnecting via ATL, MSP, DTW, BOS, LGA · first checked bag from $35
- F9Frontier AirlinesLow-costConnecting via MCO, CLE · first checked bag from $55
- B6JetBlueConnecting via FLL · first checked bag from $40
- WNSouthwest AirlinesLow-costConnecting via HOU, BWI, MCO, BNA, STL, AUS · first checked bag from $35
- NKSpirit AirlinesLow-costConnecting via FLL, DFW, ATL · first checked bag from $55
- SYSun Country AirlinesLow-costConnecting via MSP · first checked bag from $45
- UAUnited AirlinesStar AllianceConnecting via IAH, EWR · first checked bag from $40
- VBVivaLow-costConnecting via CUN · first checked bag from $45
- Y4VolarisLow-costConnecting via CUN · first checked bag from $45
- WSWestJetConnecting via YYZ · first checked bag from $35
Connecting options
Hubs where one airline can carry you on both legs, most choices first.
- Atlanta (ATL)DLNK2 airlines
- Minneapolis (MSP)DLSY2 airlines
- Orlando (MCO)WNF92 airlines
- Fort Lauderdale (FLL)B6NK2 airlines
- Toronto (YYZ)ACWS2 airlines
Which airport should I use?
Chicago has 2 airports. Fares can differ by $50 to $150 round trip between them, so check the alternatives before you book.
Other departure airports near Chicago
Tips for this route
- Only American flies this route nonstop, which keeps nonstop fares firm. A one-stop itinerary through ATL or MSP is usually cheaper if you can spare the extra three to five hours.
- October 2026 is the cheapest month to fly over the next six months, with round trips from $212; September 2026 is the most expensive at $245 and up, a difference of $33 per traveler.
- Departing on a Wednesday averages 19% less than a Sunday on this route. If your dates are flexible, shift the outbound by a day or two and check the calendar view before you book.
- Book 6 to 12 weeks ahead; fares climb in the last three weeks and around holidays.
Destination guide
Montego Bay: Reggae, jerk chicken and seven-mile beaches
Montego Bay is Jamaica's gateway, with nonstops from most eastern and central US hubs and easy access to Negril's Seven Mile Beach and Ocho Rios' waterfalls. Resorts range from all-inclusive giants to small guesthouses on the cliffs.
Best time to visit: December–April is dry and busiest. May–June and November are excellent value; late summer and early fall are the wettest and cheapest.
Flying the other way? Montego Bay to ChicagoFares, airlines and tips for MBJ to ORD.Ready to compare live fares?
See every airline on ORD–MBJ side by side with bags and seat rules spelled out.
Search Chicago to Montego BayChicago to Montego Bay: common questions
How long is the flight from Chicago to Montego Bay?
A nonstop flight from Chicago (ORD) to Montego Bay (MBJ) takes about 3h 50m gate to gate, covering 1,725 miles. Connecting itineraries add the layover, typically 2 to 5 hours more in total.
Which airlines fly nonstop from ORD to MBJ?
American Airlines operates nonstop flights from Chicago (ORD) to Montego Bay (MBJ), with 1 nonstop departure a day between them. One-stop options connect through ATL, MSP and MCO.
What is the cheapest month to fly from Chicago to Montego Bay?
Over the next six months, October 2026 has the lowest round-trip fares from Chicago (ORD) to Montego Bay (MBJ), starting at $212 per traveler including taxes and fees. Within any month, Wednesday departures average the lowest prices.
How far in advance should I book Chicago to Montego Bay flights?
Book 6 to 12 weeks ahead; fares climb in the last three weeks and around holidays. Air1 Tickets includes free cancellation within 24 hours of booking on every fare, so you can lock in a good price and keep looking.
What is the time difference between Chicago and Montego Bay?
Montego Bay is in the same time zone as Chicago, so there is no clock change. ORD is on America/Chicago time and MBJ on America/Jamaica time. Departure and arrival times in search results are always shown in local time at each airport.
Related routes
Other popular city pairs from the same departure city and to the same destination, with the lowest round-trip fares we found.
More flights from Chicago
All routesMore flights to Montego Bay
All routes- Toronto to Montego BayYYZ → MBJfrom $197
- Miami to Montego BayMIA → MBJfrom $115
- Montreal to Montego BayYUL → MBJfrom $187
- Calgary to Montego BayYYC → MBJfrom $281
- Ottawa to Montego BayYOW → MBJfrom $204
- New York to Montego BayJFK → MBJfrom $198
- Atlanta to Montego BayATL → MBJfrom $111
- Fort Lauderdale to Montego BayFLL → MBJfrom $89