Chicago from Spokane, 23 – 25 Oct: £1,177 for two, all in
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The verdict
Our verdict
Worth it, if
- Fare is $520 per person, $82 below typical, 14% less
- Hilton Chicago in The Loop, 7.9 from 981 reviews, $522
- Highs of 76°F and 72°F for Friday and Saturday
The catch: The Alaska flight stops once and takes 7h 54m overnight, landing at 5:40 AM Saturday, and a checked bag is about $140 for two.
Worth it if you can sleep on a red-eye and want a big-city weekend; skip it if you need a full night in bed before sightseeing.
Worth it if you can sleep on a plane: $1,562 for two covers the round-trip flights at $1,040 plus 2 nights at Hilton Chicago at $522, taxes and fees included. The trip runs Oct 23–25, 2026, a 2-night weekend, on Alaska with one stop, leaving Spokane at 7:46 PM Friday and landing at O'Hare at 5:40 AM Saturday. A checked bag and spending money aren't in the total.
The total, before you go
£1,177 for two · 2 nights · flights, hotel, taxes & fees
| For two | |
|---|---|
| Flights for two, return | £784 |
| Hilton Chicago, 2 nights, two guests, taxes in | £393 |
| The total, before you go | £1,177 |
| Hold luggage each, return (not in the total) | about £106 |
£62 per person below the typical fare on this route.
Not in it: seat selection on basic fares and hold luggage (about £26 each way per bag on Alaska, £106 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
£392 per person, return
£784 for two, taxes and fees included · Alaska · 1 stop · 7h 54m
Out Fri, Oct 23, 7:46 PM – Sat, Oct 24, 5:40 AM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Alaska | £392 | 1 stop | 7h 54m |
| American | £433 | nonstop | 3h 52m |
| American | £406 | 1 stop | 7h 21m |
Prices checked 12 Oct 2026, 11:45 GMT-7. Prices change; the binding price is the one on the booking site.
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Why now
At $520 per person, the Alaska fare is $82 below the typical fare on this route. That's 14% under the $602 median of our earlier checks, and it carries the Lowest in 30 days badge. Across the 12 offers we saw, fares ran from $520 to $688 per person. Late October in Chicago looks mild for these dates: highs of 76°F Friday and 72°F Saturday, then 57°F on Sunday, with rain chances between 16% and 37%. That's good walking weather for the lakefront, Millennium Park and a river cruise. The summer festivals are over and the holiday markets don't start until November, so this is a straight city weekend: museums, deep-dish, live blues. Prices were all-in when we checked, and they can change.
The kind of trip this is
A fast city weekend built around architecture, food and music. It suits a couple or two friends who like to walk, eat well and stay out late, and who don't mind landing at dawn. The pace is full: a long Saturday of sights after the red-eye, Saturday night in the clubs, then an easier Sunday before heading home.
Weather in Chicago, 23 – 25 Oct
Highs 57–76°F, a small chance of rain
| Day | High | Low | Rain chance |
|---|---|---|---|
| Fri 23 Oct | 76 °F | 67 °F | 37% |
| Sat 24 Oct | 72 °F | 50 °F | 16% |
| Sun 25 Oct | 57 °F | 49 °F | 23% |
Where to stay in Chicago
Hilton Chicago is the best-value pick and the hotel in our total: $522 for the 2 nights ($261 a night), rated 7.9 from 981 reviews, in the Chicago Loop. Staying in The Loop puts the architecture, the theatres and Millennium Park right outside. For the top-rated stay, Sable At Navy Pier Chicago, Curio Collection By Hilton scores 8.8 from 884 reviews at $799 for the stay ($400 a night), on the Near North Side. Magnificent Mile / Streeterville, also on the Near North Side, is the area for Michigan Avenue shopping and lakefront hotels. Hampton Inn Chicago McCormick Place in the South Loop costs $548 ($274 a night), scores 8.5 from 733 reviews and is the only one of the three with breakfast included. None of the three offers free cancellation.
Hilton Chicago
£393 for 2 nights, two guests · £197 a night
See roomsSable At Navy Pier Chicago, Curio Collection By Hilton
£602 for 2 nights, two guests · £302 a night
See roomsHampton Inn Chicago McCormick Place
£413 for 2 nights, two guests · £207 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
- Take the Chicago Architecture Foundation river cruise on Saturday, when the forecast high is 72°F.
- See the Bean and the fountains in Millennium Park, right in The Loop.
- Eat deep-dish at Lou Malnati's or Pequod's.
- Spend Sunday at the Art Institute of Chicago, a good plan if the 23% rain chance shows up.
- Hear live blues at Kingston Mines on Saturday night.
Also worth it
- Visit the Art Institute of Chicago
- Catch a Cubs game at Wrigley Field
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Getting there and around
| Airports in Spokane | Spokane International (GEG) |
|---|---|
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
| Flight time | 7h 54m (1 stop) |
| Distance | 1,505 miles each way |
| Time difference | +2 hours |
What 2 nights in Chicago costs
| Estimate | |
|---|---|
| Flights for two | £784 |
| Hotel, 2 nights (Hilton Chicago) | £393 |
| Food, getting around and tickets, 2 days for two | £392 |
| Total for two | £1,569 |
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: Spokane to Chicago
| Per person | |
|---|---|
| This trip | £392 per person |
| Lowest in the last 30 days | £392 (12 Oct 2026) |
| Typical price, last 60 days | £454 |
| Price checks | 7 |
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).
- No passport needed: it's a domestic trip, paid in US dollars.
- Chicago is 2 hours ahead of Spokane.
- The Alaska flight covers 1,505 miles from Spokane International (GEG) to Chicago O'Hare (ORD), with one stop and 7h 54m of travel.
- The total doesn't include a checked bag (about $140 for two), spending money or any resort fee.
- None of the three hotels offers free cancellation, and Hilton Chicago is room only.
Questions readers ask
Is it worth it?
Worth it if the overnight flight works for you. The fare is 14% below the $602 typical fare, Hilton Chicago scores 7.9 and the forecast is mild. What you give up is sleep: a red-eye with one stop that lands at 5:40 AM Saturday.
How much is the whole trip for two?
$1,562 all in: $1,040 for the flights and $522 for 2 nights at Hilton Chicago, taxes and fees included when we checked. A checked bag is about $140 for two. With $520 of spending money in our budget, which is $130 per person per day, it comes to $2,082.
Is there a nonstop?
Yes. American flies nonstop in 3h 52m, leaving at 2:08 PM and landing at 8:00 PM on Friday, for $574 per person, or $1,148 for two. It costs more than the Alaska fare, but you skip the red-eye.
What is the weather like?
Friday looks overcast with a high of 76°F and a 37% chance of rain. Saturday brings possible drizzle at 72°F with a 16% chance, and Sunday is cooler at 57°F with a 23% chance.
Is 2 nights enough?
For a first look, yes, if you plan ahead. Landing at 5:40 AM Saturday gives you the whole day plus part of Sunday: the river cruise, Millennium Park, the Art Institute, deep-dish and a blues set.
Which airport do I fly into?
The Alaska flight lands at Chicago O'Hare International (ORD). Chicago also has Chicago Midway International (MDW), but this fare uses O'Hare.
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Chicago in pictures
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Prices converted from US dollars at the rate of 15 Oct 2026.
Image credits
- Photo: Mik Dominguez / Pexels, Pexels License
- Photo: Joshua Santos / Pexels, Pexels License
- Photo: K / Pexels, Pexels License