Chicago from Albany, 23 – 25 Oct: £1,227 for two, all in
The verdict
Our verdict
Worth it, because
- Nonstop on United, 2h 33m
- £118 per person below the typical fare on this route
- Lowest in 30 days on this route
The catch: The best-value hotel is rated 7.9; a better one costs more.
Worth it if you want to walk, eat and see things; skip it if you want to switch off.
Chicago is 2 nights from Albany, 23 – 25 Oct 2026. The cheapest round trip we found is £405 per person (United, nonstop, 2h 33m), 23% below the typical £523 on this route. Hotels start at £209 a night; Highs 56–75°F, little rain expected.
The total, before you go
£1,227 for two · 2 nights · flights, hotel, taxes & fees
| For two | |
|---|---|
| Flights for two, return | £810 |
| Hilton Chicago, 2 nights, two guests, taxes in | £418 |
| The total, before you go | £1,227 |
| Hold luggage each, return (not in the total) | about £121 |
£118 per person below the typical fare on this route.
Not in it: seat selection on basic fares and hold luggage (about £30 each way per bag on United, £121 for two return); a resort fee, if the hotel has one, is collected at the desk. Prices are what we found at the time shown; the booking site’s checkout is the binding one.
The flight
£405 per person, return
£810 for two, taxes and fees included · United · nonstop · 2h 33m
Out Fri, Oct 23, 6:20 AM – Fri, Oct 23, 7:53 AM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| United | £405 | nonstop | 2h 33m |
| American. Operated by SkyWest Airlines as American Eagle | £420 | nonstop | 2h 43m |
| United | £405 | nonstop | 2h 34m |
Prices checked 14 Oct 2026, 13:13 GMT-4. Prices change; the binding price is the one on the booking site.
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Why Chicago
Why we picked it: Chicago is the best value we priced for the weekend: $537 round trip, nonstop, 23% under the typical price.
Chicago offers skyscraper architecture, a lakefront of beaches and parks, blues clubs, deep-dish pizza and museums of world rank.
Weather in Chicago, 23 – 25 Oct
Highs 56–75°F, little rain expected
| Day | High | Low | Rain chance |
|---|---|---|---|
| Fri 23 Oct | 61 °F | 52 °F | 19% |
| Sat 24 Oct | 75 °F | 54 °F | 23% |
| Sun 25 Oct | 56 °F | 47 °F | 16% |
Where to stay in Chicago
Hilton Chicago
£418 for 2 nights, two guests · £209 a night
See roomsSable At Navy Pier Chicago, Curio Collection By Hilton
£579 for 2 nights, two guests · £289 a night
See roomsAloft by Marriott Chicago Mag Mile
£450 for 2 nights, two guests · £225 a night
See roomsAll hotels in Chicago for these dates
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Where in Chicago
- The Loop: Architecture, theatres and Millennium Park at your doorstep.
- Magnificent Mile / Streeterville: Shopping on Michigan Avenue and lakefront hotels.
- River North: Galleries, steakhouses and the city's nightlife core.
- West Loop: Converted warehouses with the top restaurant row on Randolph Street.
- Lincoln Park: Leafy neighbourhood with a free zoo and lakefront beaches.
What to do in Chicago
Signature experiences
- Take the Chicago Architecture Foundation river cruise
- See the Bean and the fountains in Millennium Park
- Eat deep-dish at Lou Malnati's or Pequod's
- Visit the Art Institute of Chicago
- Catch a Cubs game at Wrigley Field
- Hear live blues at Kingston Mines
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Getting there and around
| Airports in Albany | Albany International (ALB) |
|---|---|
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
| Flight time | 2h 33m nonstop |
| Distance | 710 miles each way |
| Time difference | -1 hour |
What 2 nights in Chicago costs
| Estimate | |
|---|---|
| Flights for two | £810 |
| Hotel, 2 nights (Hilton Chicago) | £418 |
| Food, getting around and tickets, 2 days for two | £392 |
| Total for two | £1,619 |
Flights and hotel are the prices we found; spending is a planning estimate for an upscale destination, per person per day times two.
Price history: Albany to Chicago
| Per person | |
|---|---|
| This trip | £405 per person |
| Lowest in the last 30 days | £405 (14 Oct 2026) |
| Typical price, last 60 days | £523 |
| Price checks | 10 |
Good to know
- Passport: no passport needed for travellers from the United States: a government photo ID is enough for Chicago.
- Currency: US dollar (USD).
Questions readers ask
How much does 2 nights in Chicago from Albany cost?
About £1,619 for two: £810 in flights, £418 for the hotel and £392 for food, getting around and tickets.
What is the weather like in Chicago 23 – 25 Oct?
Highs 56–75°F, little rain expected
Do I need a passport for Chicago?
No. No passport needed for travellers from the United States: a government photo ID is enough for Chicago.
How long is the flight from Albany to Chicago?
2h 33m nonstop on United, on the fare we found.
Is £405 a good price for Albany to Chicago?
It is 23% below the typical £523 per person we see on this route, which is why it made the list.
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Worth it if you want a warm, easy beach long weekend; skip it if you need a nonstop or full sun every single day.
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Just found · from AlbanyWorth it, if
Fort Lauderdale
11 – 15 Dec 2026 · 4 nights
- Typical highs of 76–78°F for Dec 11–15
- $327 per person, $71 below the highest fare we saw
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American · with a stop · 5h 29m
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Worth it if you want warm beach days for a fair price and don't mind a late arrival; skip it if you need a nonstop.
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Just found · from Albany
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23 – 25 Oct 2026 · 2 nights
- Nonstop on Allegiant, 2h 20m
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£1,156 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
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Allegiant · nonstop · 2h 20m
The catch: £11 per person above the typical fare on this route.
Worth it if you want to walk, eat and see things; skip it if you want to switch off.
Tweak this trip
More trips
Just found · from Albany
Nashville
23 – 25 Oct 2026 · 2 nights
- Nonstop on Allegiant, 2h 20m
- Courtyard by Marriott Nashville Airport, rated 8.2 by 136 guests
- Highs 69–77°F, little rain expected
£1,156 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £825 + hotel £286 + resort fee £44, taxes in · a checked bag each adds about £151
Allegiant · nonstop · 2h 20m
The catch: £11 per person above the typical fare on this route.
Worth it if you want to walk, eat and see things; skip it if you want to switch off.
The weekend after · from AlbanyLowest in 30 days
Washington, D.C.
30 Oct – 1 Nov 2026 · 2 nights
- 1h 35m nonstop from Albany to Reagan Washington National
- $349 per person, $378 below the typical fare on this route
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Flights £526 + hotel £222 + resort fee £30, taxes in · a checked bag each adds about £121
American. Operated by PSA Airlines as American Eagle · nonstop · 1h 35m
The catch: The lowest nonstop leaves Albany at 5:05 AM, and a checked bag is about $160 for two, which isn't in the total.
Worth it if you want museums, monuments and long walks on a short weekend; skip it if you're after sunshine or a slow, sleep-in trip.
A week away · from Albany37% below typicalWorth it, if
Orlando
14 – 21 Nov 2026 · 7 nights
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£1,063 for two · 7 nights · flights, hotel, taxes, fees & the resort fee
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The catch: One stop on United Express makes it 5h 24m, landing at 12:59 AM; a checked bag is about $160 for two and isn't in the total.
Worth it if you can handle a late-night landing for a fare under typical; skip it if you'd rather pay $720 for two for the 3h 5m Southwest nonstop.
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Fort Lauderdale
3 – 7 Dec 2026 · 4 nights
- $318 per person, $12 below the $330 typical fare
- Cambria Hotel Fort Lauderdale Beach scores 8 from 460 reviews, free cancellation
- Typical highs of 77–82°F and lows near 65°F
£1,171 for two · 4 nights · flights, hotel, taxes, fees & the resort fee
Flights £479 + hotel £620 + resort fee £72, taxes in · a checked bag each adds about £121
American. Operated by Piedmont Airlines as American Eagle · with a stop · 6h 9m
The catch: There's no nonstop: the flight has one stop and takes 6h 9m, and a checked bag, about $160 for two, isn't in the total.
Worth it if you want a warm, easy beach long weekend; skip it if you need a nonstop or full sun every single day.
All trips from Albany · Chicago from every city · Prices on this route · Trips in October 2026 · Home
Chicago in pictures
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Prices converted from US dollars at the rate of 15 Oct 2026.
Image credits
- Photo: Joshua Santos / Pexels, Pexels License
- Photo: K / Pexels, Pexels License
- Photo: Mik Dominguez / Pexels, Pexels License