Cheapest€43.80
- American Airlines AA412806:181h07:18Evansville EVVChicago ORD
Door to door 4h 10mCO2 109.2 kgChanges 0Fixed, no changes
Traveling from Evansville to Chicago costs €43.80 at the cheapest and takes 4h 8m door to door at the fastest, across 1 mode and 2 operators. The route covers 444 km. Cheapest is by flight, fastest is by flight.
At a glance
- Distance
- 444 km
- Fastest
- 4h 8m
- Average
- 4h 11m
- Services per day
- 7
- Cheapest
- €43.80
- CO2 per passenger
- 109.2 kg
Every way to make this journey
Journey times below are door to door, so they include getting to the terminal and away from it at the other end. Fares are the cheapest we currently sell on September 29, 2026.
| Mode | Door to door | Moving | At the ends | From | CO2 | Per day |
|---|---|---|---|---|---|---|
| Flight | 4h 9m | 59m | 3h 10m | €50.29 | 109.2 kg | 6 |
- 4h 9mFastest, by Flight
- €50.29Cheapest, by Flight
- 109.2 kgLowest CO2, by Flight
- 444 kmDistance traveled
The cheapest and the fastest on September 29, 2026
Two journeys we can sell today, with the service number each operator files them under.
Fastest€57.96
- American Airlines AA964411:2459m12:23Evansville EVVChicago MDW
Door to door 4h 9mCO2 109.2 kgChanges 0Fixed, no changes
Lowest CO2€67.99
- Amtrak A704007:302h 4m09:34Henderson Louisville and Nashville Railroad DepotWabash Railroad Station and Railway Express Agency
- Amtrak A747810:471h 58m12:45Wabash Railroad Station and Railway Express AgencyChicago Union Station
Changes at Decatur, with 73 minutes between services and a walk of about 5 minutes.
Door to door 5h 59mCO2 17.3 kgChanges 1Refundable
Today's real departures
Live from the operators' own published timetables, through the open transit feeds they publish. Times and services are real. Fares are modeled until our booking connectors are live.
Checking the live timetables.
Live from the operators' own published timetables, through the open transit feeds they publish. Times and services are real. Fares are modeled until our booking connectors are live.
Prices over the next three weeks
Live from our own engine, refreshed on every request. The cheapest days for each way of traveling are marked.
| Cheapest fare by mode and day for Evansville to Chicago | SunSep 13 | MonSep 14 | TueSep 15 | WedSep 16 | ThuSep 17 | FriSep 18 | SatSep 19 | SunSep 20 | MonSep 21 | TueSep 22 | WedSep 23 | ThuSep 24 | FriSep 25 | SatSep 26 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Flight | €82.74 | €72.71 | €65.04 | €62.68 | €87.46 | €77.43 | €62.09 | €59.73 | €50.29 | €51.47 | €52.65 | €67.40 | €60.32 | €52.06 |
| Train | €133.44 | €149.94 | €103.74 | €100.44 | €121.34 | €138.94 | €100.44 | €105.39 | €76.24 | €76.79 | €75.69 | €102.64 | €102.64 | €82.29 |
Cheapest day: 2026-09-29 · €43.80
That is the traveling done. What happens after you walk out into Chicago is not something we sell.
Looking for somewhere to stay in Chicago?
The search opens on Chicago with your nights already filled in, so it is one step to a real price.
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When to book Evansville to Chicago
The same search run across the whole booking window, so the shape of the curve is visible rather than described.
- €53.8390 days
- €36.1360 days
- €35.5445 days
- €42.6230 days
- €50.8821 days
- €52.0614 days
- €62.097 days
- €65.043 days
- €82.741 days
- Cheapest lead time
- Fares bottom out around 45 days ahead, at €35.54.
- How much it moves
- The gap between the cheapest and most expensive lead time is 133 percent. The most expensive point is €82.74, 1 days out.
- What that means
- Today sits inside the cheap window, which closes about 45 days before departure. Waiting from here has usually cost money on this corridor rather than saved it.
Book now Fares on this route are lowest around 45 days ahead. You are inside that window.
Which departure day costs least
Median cheapest fare for each weekday, taken across the next three weeks of real prices.
- €59.73Sun
- €50.29Mon
- €51.47Tue
- €52.65Wed
- €67.40Thu
- €60.32Fri
- €52.06Sat
How the fare moves month by month
The same journey priced on the fifteenth of each of the next six months.
- €65.04Sep
- €49.11Oct
- €52.65Nov
- €43.80Dec
- €40.85Jan
- €34.95Feb
The route
What the journey actually looks like
Direct or connecting, how far the route really runs, and what happens when a connection is missed.
- Direct or connecting
- 86% of the services we sell on this corridor run through without a change. The remaining 14% involve one connection.
- How far it really runs
- The route covers 444 km against 431 km in a straight line, a detour of 3 percent. Track and road geometry account for the difference.
- Where the change is
- Connections are made at Decatur. The gap between arriving and leaving is 73 minutes, of which about 5 is walking.
- If the connection is missed
- The tightest connection we sell here has a 13 percent chance of not being made on the timetable alone. Both legs are sold on one booking, so a missed connection is ours to fix and you are rebooked at no charge.
- First and last departure
- The first service of the day leaves Evansville at 06:11 and the last at 17:26, across 6 departures. The return direction keeps its own timetable, so the times back are not these times reversed.
Where you leave from and where you arrive
The stations, airports and ports each mode on this corridor actually uses.
Evansville
Rail
- Henderson Louisville and Nashville Railroad Depot
- Louisville and Nashville Railroad Station
Air
- EVV
Chicago
Rail
- Chicago Union Station
- Chicago Ridge
- Chicago station
Bus
- Chicago Union Station
- Chicago & Austin Terminal
Air
- ORD
- MDW
Ferry
- Chicago Avenue
- Chicago Riverwalk
Who runs this route
Speed, flexibility and what is on board. Nothing here is a rating, because we have not earned one.
| Operator | From |
|---|---|
 Air Wisconsin | €46.16 |
 American Airlines | €43.80 |
What the fare is made of
Every part of the total, so the number at checkout is the number here.
| Part | Amount | Share |
|---|---|---|
| Operator fare | €29.50 | 67% |
| Taxes | €5.31 | 12% |
| Supplier fees | €7.00 | 16% |
| Our service fee | €1.99 | 5% |
| Total you pay | €43.80 | 100% |
A day in Chicago hauling a suitcase is a shorter day than it needs to be. We do not store bags.
Baggage storage near Chicago Union Station
Most of the points near Chicago Union Station open before the first train and close after the last one.
Check Chicago on StasherOr try Bounce
Partner links. We do not run these networks. We earn a commission on a booking, and the price is the same as going direct.
Questions about Evansville to Chicago
The questions people actually ask about this trip, answered from the same prices and times the page above is built on rather than written once and left to go stale.
How long does it take to get from Evansville to Chicago?
The fastest journey from Evansville to Chicago takes 4h 8m door to door, of which 59m is spent moving, on the flight. Most services take around 4h 11m, because that average includes slower stopping services and journeys with a connection. Times include reaching the terminal and leaving it at the far end.
How much does it cost to travel from Evansville to Chicago?
The cheapest fare from Evansville to Chicago is €43.80, checked on September 12, 2026. A typical fare across the next three weeks is €65.63. Both figures are the total for one passenger, including taxes, supplier fees and our service fee, so nothing is added at checkout.
What is the cheapest way to get from Evansville to Chicago?
The cheapest way from Evansville to Chicago is by flight, at €50.29 for one passenger on September 29, 2026. That journey takes 4h 9m door to door. Cheaper is rarely faster on this corridor, and the comparison table on this page shows what each mode costs against what it saves.
When should I book Evansville to Chicago?
Fares from Evansville to Chicago bottom out around 45 days before departure, at €35.54. Across the whole booking window the gap between the cheapest and the most expensive lead time is 133 percent, measured on September 12, 2026. Booking inside the last week has consistently cost more on this corridor.
Which day of the week is cheapest for Evansville to Chicago?
Monday is the cheapest day to depart from Evansville to Chicago, at €50.29. That is the median of 21 priced departure days across the next three weeks, checked on September 12, 2026. Shifting a departure by one day is usually worth more than shifting the booking by one week.
Which month is cheapest for Evansville to Chicago?
February is the cheapest of the next 6 months to travel from Evansville to Chicago, at €34.95 for one passenger. Each month is priced on its fifteenth, so the comparison is like for like rather than a mix of weekends and midweek departures.
Who runs service from Evansville to Chicago?
2 operators sell services from Evansville to Chicago across 1 mode: Air Wisconsin, American Airlines. Journey times, fares and fare conditions differ between them, and the operator table on this page compares all of them on speed, flexibility and what is provided on board.
Is there a direct service from Evansville to Chicago?
86 percent of the services we sell from Evansville to Chicago are direct. The rest connect at Decatur, with about 73 minutes between the two services. Both legs are sold on one booking, so a missed connection is rebooked at no charge.
Which station or terminal do services from Evansville to Chicago use?
Services from Evansville to Chicago by flight leave from Evansville EVV and arrive at Chicago MDW. Allow about 3h 10m in total for reaching the departure terminal and leaving the arrival one, which is already included in every door to door time on this page.
Can I change or refund a ticket from Evansville to Chicago?
0 of the 2 operators we sell from Evansville to Chicago allow a change or a refund. A change on a changeable fare costs €5.00. The operator table on this page names which is which, and the condition is shown again before you pay.
Where these numbers come from
Observed service A carrier record shows this named operator serving this named pair, and we carry that through unchanged.
Schedules, seat counts and fares are generated by our own model until the supplier contracts are signed. Places, coordinates, operators, which operator serves which pair, and every distance are real. We would rather say that on every page than let a modeled number pass for a filed one.
Defined in full at Door to door, Fares, The booking window, Carbon, Distances
- On this page
- Every figure above was computed for Evansville to Chicago on September 12, 2026: 444 km of route against 431 km in a straight line, 7 services a day, 2 operators, a cheapest fare of €43.80, and 4h 8m door to door on the fastest mode. The return direction is computed separately and its numbers are not these numbers.
The flight is the simple part. What you do once you are in Chicago is somebody else's catalog.
Anything to book in Chicago before you go?
Timed entry, guided walks and half-day trips out of Chicago, with free cancellation on most of it.
See Chicago on GetYourGuideOr browse Viator
Partner links. We do not sell tours or tickets. We earn a commission on a booking, and it never changes the price.
Other ways to make this journey
Leaving Evansville
Arriving in Chicago
Leaving Chicago
- 266Places you can leave for
- 40Countries
- 77Operators
Plan a trip from here
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