Chicago to Milwaukee flights
Routavio compares airline fares from several flight booking sites. The lowest one-way fare it found for Chicago to Milwaukee is €132 with Frontier Airlines (checked on 27 Oct 2026).
Your next trip, last seen at €132
Below averageFrontier Airlines · 2 stops · 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
- €132, departing 27 Jan 2027 (Last checked: 27 Oct 2026)One-way fare · Priced departure days checked in the last 14 days: 59Check live prices for this route
- Airlines seen
- American Airlines, United Airlines, Aeromexico, Air Canada, Alaska Airlines, Allegiant Air, Delta Air Lines, Frontier Airlines, Sun Country Airlines, Viva Aerobus, WestJet (11)
- Reported fastest flight
- 54m
- Non-stop
- Yes
About this route
Explore the fares we observed from Chicago to Milwaukee. Prices move often, so pick your dates to see the latest options.
- Route distance
- 131 km
- Reported fastest flight
- 54m
- Alternative airports
- CGX, DPA, MDW, PWK, RFD
Route-level information; individual journeys vary.
Published schedules report non-stop service with American Airlines, United Airlines. Check current timetables.
A clearer picture of your fare
If the observed fare for this date drops, we will email you. At most one message a day.
Airport to city: straight-line distance
- 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.
- 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 Chicago to Milwaukee: January 2027, from €132 (checked 27 Oct 2026).
| Month | Lowest fare | Priced days |
|---|---|---|
| November 2026 | €149 | 19 |
| December 2026 | €156 | 27 |
| January 2027 | €132 | 13 |
Lowest fare by day of the week
Cheapest day of the week from Chicago to Milwaukee: Wednesday, from €132 (checked 27 Oct 2026).
| Day | Lowest fare | Priced days |
|---|---|---|
| Monday | €160 | 6 |
| Tuesday | €160 | 8 |
| Wednesday | €132 | 11 |
| Thursday | €156 | 9 |
| Friday | €182 | 9 |
| Saturday | €149 | 10 |
| Sunday | €165 | 6 |
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 Chicago to Milwaukee by days until departure (61 days or more): €132 (checked 27 Oct 2026).
| Days before departure | Lowest fare | Priced days |
|---|---|---|
| 0 to 7 days | €149 | 4 |
| 8 to 30 days | €156 | 16 |
| 31 to 60 days | €156 | 26 |
| 61 days or more | €132 | 13 |
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 Chicago to Milwaukee: Frontier Airlines, from €132 (checked 27 Oct 2026).
| Airline | Lowest fare | Priced days |
|---|---|---|
| Frontier Airlines | €132Jan 27, 2027 | 40 |
| Sun Country Airlines | €158Dec 17, 2026 | 6 |
| Alaska Airlines | €302Nov 26, 2026 | 8 |
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 Chicago to Milwaukee?
The lowest fare Routavio has observed is €132, found on 27 Oct 2026. Prices move, so read it as a floor rather than a quote.
When is the cheapest month to fly from Chicago to Milwaukee?
Cheapest month from Chicago to Milwaukee: January 2027, from €132 (checked 27 Oct 2026).
Are there direct flights from Chicago to Milwaukee?
Yes. Published schedules report non-stop flights on this route with American Airlines, United Airlines.
Which airlines fly from Chicago to Milwaukee?
Routavio has seen these carriers on the route: American Airlines, United Airlines, Aeromexico, Air Canada, Alaska Airlines, Allegiant Air, Delta Air Lines, Frontier Airlines, Sun Country Airlines, Viva Aerobus, WestJet (11).
How long does the flight from Chicago to Milwaukee take?
Across the 66 fares Routavio observed, the average journey time is 24h 46m, including any stops. Individual departures vary; the fastest observed flight is listed in the route facts above.
How many of the observed Chicago to Milwaukee fares were non-stop?
4 of the 70 fares we observed were non-stop; the rest included at least one stop. That describes our observations, not every flight that operates.
Which day of the week is cheapest from Chicago to Milwaukee?
Cheapest day of the week from Chicago to Milwaukee: Wednesday, from €132 (checked 27 Oct 2026).
Which airline has the lowest fare from Chicago to Milwaukee?
Cheapest airline from Chicago to Milwaukee: Frontier Airlines, from €132 (checked 27 Oct 2026).
How observed prices work, what "No data" means and what a fare includes: Read the flight price guide · Price and schedule freshness on Routavio
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Recently observed fares. Prices may change.