Your next trip, last seen at €256
Lowest observedWhen 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
- €256, departing 6 Apr 2027 (Last checked: 25 Oct 2026)One-way fare · Priced departure days checked in the last 14 days: 149Check live prices for this route
- Airlines seen
- Aeromexico, Air Canada, Air Transat, Alaska Airlines, American Airlines, Avianca, Breeze Airways, Flair Airlines, Frontier Airlines, JetBlue, SANSA, Southwest Airlines, Sun Country Airlines, United Airlines, Viva Aerobus, Volaris, Volaris Costa Rica, WestJet (18)
- Typical journey time
- 25h 57m
About this route
Explore the fares we observed from San Jose to Milwaukee. Prices move often, so pick your dates to see the latest options.
- Route distance
- 3,700 km
- Typical journey time
- 25h 57m
- Seen on fares with a connection
- Volaris Costa Rica, Volaris, JetBlue, American Airlines, Alaska Airlines, Frontier Airlines, Avianca, SANSA, Southwest Airlines, United Airlines, Viva Aerobus, Air Canada, Sun Country Airlines, Air Transat, WestJet (15)
Route-level information; individual journeys vary.
We have not observed non-stop service on this route; the fares shown include at least one stop.
A clearer picture of your fare
Airport to city: straight-line distance
- General Mitchell International Airport (MKE) → Milwaukee, city gazetteer reference point (43.0389, -87.9065): ≈ 10 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
Cheapest month from San Jose to Milwaukee: April 2027, from €256 (checked 25 Oct 2026).
| Month | Lowest fare | Priced days |
|---|---|---|
| October 2026 | €668 | 3 |
| November 2026 | €375 | 30 |
| December 2026 | €314 | 31 |
| January 2027 | €315 | 23 |
| March 2027 | €312 | 13 |
| April 2027 | €256 | 30 |
| May 2027 | €307 | 19 |
Lowest fare by day of the week
Cheapest day of the week from San Jose to Milwaukee: Tuesday, from €256 (checked 25 Oct 2026).
| Day | Lowest fare | Priced days |
|---|---|---|
| Monday | €326 | 21 |
| Tuesday | €256 | 21 |
| Wednesday | €256 | 21 |
| Thursday | €256 | 21 |
| Friday | €256 | 21 |
| Saturday | €326 | 22 |
| Sunday | €344 | 22 |
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 San Jose to Milwaukee by days until departure (61 days or more): €256 (checked 25 Oct 2026).
| Days before departure | Lowest fare | Priced days |
|---|---|---|
| 0 to 7 days | €453 | 8 |
| 8 to 30 days | €375 | 23 |
| 31 to 60 days | €314 | 30 |
| 61 days or more | €256 | 88 |
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 San Jose to Milwaukee: American Airlines, from €256 (checked 25 Oct 2026).
| Airline | Lowest fare | Priced days |
|---|---|---|
| American Airlines | €256Apr 7, 2027 | 5 |
| Southwest Airlines | €276Apr 8, 2027 | 5 |
| United Airlines | €307Apr 13, 2027 | 4 |
| JetBlue | €314Dec 17, 2026 | 11 |
| Frontier Airlines | €315Jan 20, 2027 | 8 |
| Volaris Costa Rica | €375Nov 22, 2026 | 21 |
| Avianca | €384Nov 18, 2026 | 5 |
| Volaris | €416Dec 20, 2026 | 12 |
| SANSA | €431Nov 23, 2026 | 6 |
| Alaska Airlines | €465Nov 26, 2026 | 10 |
| Viva Aerobus | €477Dec 1, 2026 | 3 |
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 San Jose to Milwaukee?
The lowest fare Routavio has observed is €256, found on 25 Oct 2026. Prices move, so read it as a floor rather than a quote.
When is the cheapest month to fly from San Jose to Milwaukee?
Cheapest month from San Jose to Milwaukee: April 2027, from €256 (checked 25 Oct 2026).
Are there direct flights from San Jose to Milwaukee?
Our data holds no non-stop flight from San Jose to Milwaukee. The fares on this page include at least one stop.
Which airlines fly from San Jose to Milwaukee?
Routavio has seen these carriers on the route: Aeromexico, Air Canada, Air Transat, Alaska Airlines, American Airlines, Avianca, Breeze Airways, Flair Airlines, Frontier Airlines, JetBlue, SANSA, Southwest Airlines, Sun Country Airlines, United Airlines, Viva Aerobus, Volaris, Volaris Costa Rica, WestJet (18).
How long does the flight from San Jose to Milwaukee take?
Across the 90 fares Routavio observed, the average journey time is 30h 30m, including any stops. Individual departures vary; the fastest observed flight is listed in the route facts above.
How many of the observed San Jose to Milwaukee fares were non-stop?
None of the 90 fares we observed was non-stop; every one included at least one stop. That describes our observations, not every flight that operates.
Which day of the week is cheapest from San Jose to Milwaukee?
Cheapest day of the week from San Jose to Milwaukee: Tuesday, from €256 (checked 25 Oct 2026).
Which airline has the lowest fare from San Jose to Milwaukee?
Cheapest airline from San Jose to Milwaukee: American Airlines, from €256 (checked 25 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: 25 Oct 2026