South Portland Gardens to Chicago runs about 16 times a day, with the first departure around 06:04 and the last around 18:45. One passenger pays between €110.47 and €121.68, every fee included, depending on the operator and the way you travel. The fastest door to door is 5h 25m over 1,470 km, on services run by 3 operators across 1 mode.
What one seat costs
The spread between the cheapest and dearest typical fare on this corridor, across 3 operators and 1 way of making the journey. The operator sets the price on the day.
Typical fares · Priced for October 6, 2026
€110.47 to €121.68
- 145%Moves across the booking window
When it runs, leaving South Portland Gardens
No operator has filed a timetable for this direction yet, so the first and last departure below follow the pattern of the corridor. Read them as the shape of the service day rather than as times to turn up for.
- 06:04First departure
- 18:45Last departure
- 16Services per day
- 75%Run direct
Fares by date
What this journey usually costs, by departure date. It shows which days run dearer.
Typical fares
- about €236.14Mon21
- about €217.85Tue22
- about €234.37Wed23
- about €233.19Thu24
- about €200.74Fri25
- about €248.53Sat26
- about €211.95Sun27
- about €144.69Mon28
- about €150.00Tue29
- about €145.87Wed30
- about €174.78Thu1
- about €162.98Fri2
- about €166.52Sat3
- about €141.74Sun4
- about €116.37Mon5
- about €110.47Tue6
- about €118.14Wed7
- about €153.54Thu8
- about €138.79Fri9
- about €147.64Sat10
- about €141.15Sun11
Based on what this route has cost recently. The operator sets the price on the day, and the live fare is confirmed when you book.
The flight gets you into Chicago. It does not get you a bed, and neither do we.
A room in Chicago for the night the flight gets in
Sort by distance from Chicago Union Station and you can see which places are ten minutes on foot and which are not.
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When to book South Portland Gardens to Chicago
The same search run across the whole booking window, so the shape of the curve is visible rather than described.
- €155.9090 days
- €122.2760 days
- €106.9345 days
- €96.3130 days
- €141.1521 days
- €141.7414 days
- €211.957 days
- €234.373 days
- €236.141 days
- Cheapest lead time
- Fares bottom out around 30 days ahead, at €96.31.
- How much it moves
- The gap between the cheapest and most expensive lead time is 145 percent. The most expensive point is €236.14, 1 days out.
- What that means
- Today sits inside the cheap window, which closes about 30 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 30 days ahead. You are inside that window.
This corridor, specifically
Facts that apply to South Portland Gardens to Chicago and to no other route on the site.
Clocks
1 hours behind on arrival. You land earlier than the journey suggests.
The shape of it
1,470 km
1,427 km as the crow flies, 3% further by the route services take. The bearing runs west.
Who lives at each end
23,893 → 2,664,452
Population at the departure city and at the arrival city, which is usually what decides how often anything runs.
How we know
0/2
2 of these connections were inferred from service-area overlap rather than observed in a timetable. We would rather say so.
The route
What the journey looks like
Direct or connecting, how far the route really runs, and what happens when a connection is missed.
- Direct or connecting
- 75% of the services we sell on this corridor run through without a change. The remaining 25% involve one connection.
- How far it really runs
- The route covers 1,470 km against 1,427 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 Cleveland, Pittsburgh, New York City, Detroit. The gap between arriving and leaving is 51 minutes, of which about 5 is walking.
- If the connection is missed
- The tightest connection we sell here has a 18 percent chance of not being made on the timetable alone. Part of this journey is a self transfer between separate tickets, so leave more time than the minimum and expect to check in again.
Who runs this route
The flight gets in hours before any room is ready. Holding a bag is not what we sell.
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
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Questions about South Portland Gardens 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 South Portland Gardens to Chicago?
The fastest journey from South Portland Gardens to Chicago takes 5h 25m door to door, of which 2h 16m is spent moving, on the flight. Most services take around 5h 34m, 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 South Portland Gardens to Chicago?
The cheapest fare from South Portland Gardens to Chicago is €110.47, as of September 20, 2026. A typical fare across the next three weeks is €193.66. 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 South Portland Gardens to Chicago?
The cheapest way from South Portland Gardens to Chicago is by flight, at €110.47 for one passenger on October 6, 2026. That journey takes 5h 26m 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 South Portland Gardens to Chicago?
Fares from South Portland Gardens to Chicago bottom out around 30 days before departure, at €96.31. Across the whole booking window the gap between the cheapest and the most expensive lead time is 145 percent, measured on September 20, 2026. Booking inside the last week has consistently cost more on this corridor.
Which day of the week is cheapest for South Portland Gardens to Chicago?
Sunday is the cheapest day to depart from South Portland Gardens to Chicago, at €141.74. That is the median of 21 priced departure days across the next three weeks, as of September 20, 2026. Shifting a departure by one day is usually worth more than shifting the booking by one week.
Which month is cheapest for South Portland Gardens to Chicago?
February is the cheapest of the next 5 months to travel from South Portland Gardens to Chicago, at €98.08 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 South Portland Gardens to Chicago?
No operator record names South Portland Gardens to Chicago directly. GoJet Airlines, Republic Airways, United Airlines publish service areas covering both ends and may serve it, so we list them as possible operators rather than confirmed ones.
Is there a direct service from South Portland Gardens to Chicago?
75 percent of the services we sell from South Portland Gardens to Chicago are direct. The rest connect at Cleveland, Pittsburgh, New York City, Detroit, with about 51 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 South Portland Gardens to Chicago use?
Services from South Portland Gardens to Chicago by flight leave from South Portland Gardens PWM and arrive at Chicago ORD. 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 South Portland Gardens to Chicago?
0 of the 3 operators we sell from South Portland Gardens 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
Places, coordinates, operators, which operator serves which pair, and every distance on this page are real and come from open data. Where a corridor has a filed timetable the departure times are real too, and ferry fares are the prices the operators publish themselves.
Derived from service area No carrier record names this exact pair. The operators listed publish a service area covering both places at a distance their mode plausibly carries people, which is evidence that the corridor is served and not evidence of a specific service. Pages state which, because presenting the two as the same thing would be dishonest.
Where no operator publishes a fare for a corridor, the price here is our own estimate, worked out from the real distance and the real operator through a fare curve that follows lead time, day of the week and season. It tells you roughly what the journey costs. It is not a seat anyone has agreed to sell, and the payment step will not take it.
Defined in full at Door to door, Fares, The booking window, Carbon, Distances
- On this page
- Every figure above was computed for South Portland Gardens to Chicago on September 20, 2026: 1470 km of route against 1427 km in a straight line, 16 services a day, 3 operators a cheapest fare of €110.47, and 5h 25m door to door on the fastest mode. The return direction is computed separately and its numbers are not these numbers.
Being on the water gives Chicago a set of days out that do not start at a station. We do not sell those either.
Day trips out of Chicago and across United States
Day trips that leave Chicago in the morning and cover a good part of United States by evening.
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The two ends, compared
South Portland Gardens reaches 17 places in 1 countries on services we hold, over distances from 445 to 2,158 km. Chicago reaches 268 places in 41 countries, from 41 to 12,539 km.
Other ways to make this journey
Leaving South Portland Gardens
- 17Places you can leave for
- 1Countries
- 15Operators
Arriving in Chicago
Leaving Chicago
- 268Places you can leave for
- 41Countries
- 77Operators