Your next trip, last seen at €214
Below averageAir Canada · 1 stop · One wayWhen to fly
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The lowest fare we observed for each month. Open a month to see its days, then pick your outbound and return. A day with no price is one we will search for you.
One-way fare
- Lowest observed
- €214, departing 14 Dec 2026 (Last checked: 17 Oct 2026)One-way fare · Priced departure days checked in the last 14 days: 83Check live prices for this route
- Airlines seen
- Frontier Airlines, Air Canada, Air Transat, Breeze Airways, JetBlue, Porter Airlines Canada, United Airlines, WestJet (8)
- Reported fastest flight
- 4h 26m
- Non-stop
- Yes
About this route
Explore the fares we observed from Montego Bay to Chicago. Prices move often, so pick your dates to see the latest options.
- Route distance
- 2,761 km
- Reported fastest flight
- 4h 26m
- Airlines seen
- Frontier Airlines, Air Canada, Air Transat, Breeze Airways, JetBlue, Porter Airlines Canada, United Airlines, WestJet (8)
- Alternative airports
- CGX, DPA, MDW, PWK, RFD
Route-level information; individual journeys vary.
Published schedules report non-stop service with Frontier Airlines. Check current timetables.
A clearer picture of your fare
Non-stop airlines seen on this route
| Airline | Non-stop days / priced days | Fastest non-stop |
|---|---|---|
| United Airlines | 47 / 84 |
Departure days with a non-stop fare checked in the last 14 days. A carrier listed here had a non-stop fare on at least 3 days; schedules may differ.
Airport to city: straight-line distance
- Sangster International Airport (MBJ) → Montego Bay, city gazetteer reference point (18.4762, -77.8939): ≈ 4 km.
- Chicago Midway International Airport (MDW) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 14 km.
- Chicago O'Hare International Airport (ORD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 25 km.
- Chicago Rockford International Airport (RFD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 126 km.
Approximate distances calculated from coordinates, not road distances or travel times. These airports serve the city; they are not confirmed endpoints of an offer.
Lowest fare by departure month
| Month | Lowest fare | Priced days |
|---|---|---|
| October 2026 | €241 | 12 |
| November 2026 | €212 | 29 |
| December 2026 | €214 | 31 |
| January 2027 | €242 | 11 |
Lowest fare by day of the week
Cheapest day of the week from Montego Bay to Chicago: Thursday, from €212 (checked 13 Oct 2026).
| Day | Lowest fare | Priced days |
|---|---|---|
| Monday | €214 | 12 |
| Tuesday | €214 | 13 |
| Wednesday | €214 | 13 |
| Thursday | €212 | 12 |
| Friday | €222 | 12 |
| Saturday | €212 | 11 |
| Sunday | €220 | 10 |
One-way fares checked in the last 14 days. Each figure is the lowest priced departure day we saw, not a guaranteed fare.
Lowest fare by days before departure
Lowest fare from Montego Bay to Chicago by days until departure (8 to 30 days): €212 (checked 13 Oct 2026).
| Days before departure | Lowest fare | Priced days |
|---|---|---|
| 0 to 7 days | €241 | 8 |
| 8 to 30 days | €212 | 23 |
| 31 to 60 days | €212 | 29 |
| 61 days or more | €242 | 23 |
One-way fares checked in the last 14 days. Each figure is the lowest stored fare for that distance to departure, not a price forecast.
Fares for different departure dates, checked now; not a guide to when to book.
Lowest one-way fare we saw per airline
Cheapest airline from Montego Bay to Chicago: Frontier Airlines, from €212 (checked 13 Oct 2026).
| Airline | Lowest fare | Priced days |
|---|---|---|
| Frontier Airlines | €212Nov 19, 2026 | 13 |
| Air Canada | €214Dec 14, 2026 | 23 |
| Breeze Airways | €236Dec 23, 2026 | 4 |
| United Airlines | €241Oct 27, 2026 | 59 |
One-way fares checked in the last 14 days. An airline listed here had a fare on at least 3 departure days. Each figure is the lowest we saw, not a guaranteed fare. Connecting itineraries are included; the date is the departure day of that fare.
Frequently asked
How much is a flight from Montego Bay to Chicago?
The lowest fare we have observed is €214, found on 17 Oct 2026. Prices move, so read it as a floor rather than a quote.
When is the cheapest month to fly from Montego Bay to Chicago?
In our observations December 2026 is the cheapest month so far, at €214.
Are there direct flights from Montego Bay to Chicago?
Yes. Published schedules report non-stop flights on this route with Frontier Airlines.
Which airlines fly from Montego Bay to Chicago?
These are the carriers we have seen on the route: Frontier Airlines, Air Canada, Air Transat, Breeze Airways, JetBlue, Porter Airlines Canada, United Airlines, WestJet (8).
How long does the flight from Montego Bay to Chicago take?
The average journey time across the 100 fares we observed is 12h 22m, including any stops. Individual departures vary; the fastest observed flight is listed in the route facts above.
How many of the observed Montego Bay to Chicago fares were non-stop?
37 of the 101 fares we observed were non-stop; the rest included at least one stop. That describes our observations, not every flight that operates.
Which airlines had non-stop offers on at least 3 departure dates from Montego Bay to Chicago?
For Montego Bay to Chicago, examples of observed one-way non-stop offers checked within the last 14 days: United Airlines (47). Each number counts distinct departure dates, not weekly flights; check current availability in search.
Which day of the week is cheapest from Montego Bay to Chicago?
Cheapest day of the week from Montego Bay to Chicago: Thursday, from €212 (checked 13 Oct 2026).
Which airline has the lowest fare from Montego Bay to Chicago?
Cheapest airline from Montego Bay to Chicago: Frontier Airlines, from €212 (checked 13 Oct 2026).
How observed prices work, what "No data" means and what a fare includes: Read the flight price guide
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Recently observed fares. Prices may change.
Last checked: 17 Oct 2026