Cheapest€361.81
- China Airlines CA416814:327h 7m21:39Anchorage ANCChicago MDW
Door to door 10h 17mCO2 699.3 kgChanges 0Fixed, no changes
Traveling from Anchorage to Chicago costs €361.81 at the cheapest and takes 9h 30m door to door at the fastest, across 1 mode and 11 operators. The route covers 4,725 km. Cheapest is by Flight, fastest is by Flight.
At a glance
- Distance
- 4,725 km
- Fastest
- 9h 30m
- Average
- 9h 59m
- Services per day
- 88
- Cheapest
- €361.81
- CO2 per passenger
- 699.3 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 | 9h 30m | 6h 20m | 3h 10m | €433.20 | 699.3 kg | 88 |
- 9h 30mFastest, by Flight
- €433.20Cheapest, by Flight
- 699.3 kgLowest CO2, by Flight
- 4,725 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€528.19
- China Airlines CA706810:056h 20m16:25Anchorage ANCChicago MDW
Door to door 9h 30mCO2 699.3 kgChanges 0Fixed, no changes
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.
No live timetable for this trip yet.
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 Anchorage to Chicago | FriSep 11 | SatSep 12 | SunSep 13 | MonSep 14 | TueSep 15 | WedSep 16 | ThuSep 17 | FriSep 18 | SatSep 19 | SunSep 20 | MonSep 21 | TueSep 22 | WedSep 23 | ThuSep 24 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Flight | €960.66 | €850.33 | €785.43 | €551.20 | €539.99 | €580.11 | €742.36 | €542.94 | €554.74 | €513.44 | €442.64 | €433.20 | €462.70 | €591.32 |
Cheapest day: 2026-09-29 · €361.81
That is the traveling done. What happens after you walk out into Chicago is not something we sell.
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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 Anchorage to Chicago
The same search run across the whole booking window, so the shape of the curve is visible rather than described.
- €370.6690 days
- €277.4460 days
- €342.3445 days
- €368.8930 days
- €450.9021 days
- €591.3214 days
- €742.367 days
- €785.433 days
- €960.661 days
- Cheapest lead time
- Fares bottom out around 60 days ahead, at €277.44.
- How much it moves
- The gap between the cheapest and most expensive lead time is 246 percent. The most expensive point is €960.66, 1 days out.
- What that means
- Today sits inside the cheap window, which closes about 60 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 60 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.
- €513.44Sun
- €442.64Mon
- €433.20Tue
- €462.70Wed
- €591.32Thu
- €542.94Fri
- €554.74Sat
How the fare moves month by month
The same journey priced on the fifteenth of each of the next six months.
- €539.99Sep
- €390.13Oct
- €344.70Nov
- €346.47Dec
- €335.85Jan
- €285.70Feb
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.
- How far it really runs
- The route covers 4,725 km against 4,588 km in a straight line, a detour of 3 percent. Track and road geometry account for the difference.
- First and last departure
- The first service of the day leaves Anchorage at 06:03 and the last at 20:53, across 88 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.
Anchorage
Rail
- Anchorage Depot
Bus
- Mudloon Transit Hub
- Dimond Transit Center
Air
- ANC
Ferry
- Tote Maritime Anchorage Terminal
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 | Fastest |
|---|---|---|
 Alaska Airlines | €371.84 | 9h 30m |
 American Airlines | €374.20 | 9h 30m |
 Asiana Airlines | €365.94 | 9h 30m |
 Cathay Pacific | €386.00 | 9h 30m |
| China Airlines | €361.81 | 9h 30m |
| China Southern Airlines | €378.92 | 9h 30m |
 EVA Air | €394.85 | 9h 30m |
 Korean Air | €373.02 | 9h 30m |
 Singapore Airlines | €373.02 | 9h 30m |
| Suparna Airlines | €368.30 | 9h 31m |
| United Airlines | €367.12 | 9h 30m |
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 | €299.00 | 83% |
| Taxes | €53.82 | 15% |
| Supplier fees | €7.00 | 2% |
| Our service fee | €1.99 | 1% |
| Total you pay | €361.81 | 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
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Questions about Anchorage 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 Anchorage to Chicago?
The fastest journey from Anchorage to Chicago takes 9h 30m door to door, of which 6h 20m is spent moving, on the Flight. Most services take around 9h 59m, 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 Anchorage to Chicago?
The cheapest fare from Anchorage to Chicago is €361.81, checked on September 29, 2026. A typical fare across the next three weeks is €625.54. 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 Anchorage to Chicago?
The cheapest way from Anchorage to Chicago is by Flight, at €433.20 for one passenger on September 29, 2026. That journey takes 9h 30m 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 Anchorage to Chicago?
Fares from Anchorage to Chicago bottom out around 60 days before departure, at €277.44. Across the whole booking window the gap between the cheapest and the most expensive lead time is 246 percent, measured on September 29, 2026. Booking inside the last week has consistently cost more on this corridor.
Which day of the week is cheapest for Anchorage to Chicago?
Tuesday is the cheapest day to depart from Anchorage to Chicago, at €433.20. That is the median of 21 priced departure days across the next three weeks, checked on September 29, 2026. Shifting a departure by one day is usually worth more than shifting the booking by one week.
Which month is cheapest for Anchorage to Chicago?
February is the cheapest of the next 6 months to travel from Anchorage to Chicago, at €285.70 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 Anchorage to Chicago?
11 operators sell services from Anchorage to Chicago across 1 modes: Alaska Airlines, American Airlines, Asiana Airlines, Cathay Pacific, China Airlines, China Southern 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 Anchorage to Chicago?
Every service we sell from Anchorage to Chicago is direct, with around 88 departures a day and a fastest journey of 9h 30m door to door. No connection is needed, so there is no missed connection risk to plan around on this corridor.
Which station or terminal do services from Anchorage to Chicago use?
Services from Anchorage to Chicago by Flight leave from Anchorage ANC 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 Anchorage to Chicago?
0 of the 11 operators we sell from Anchorage 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 Anchorage to Chicago on September 10, 2026: 4725 km of route against 4588 km in a straight line, 88 services a day, 11 operators, a cheapest fare of €361.81, and 9h 30m 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.
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Other ways to make this journey
Arriving in Chicago
Leaving Chicago
- 266Places you can leave for
- 40Countries
- 77Operators
Plan a trip from here
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