Chicago from Savannah, 23 – 25 Oct: £1,367 for two, all in
The verdict
Our verdict
Worth it, because
- Nonstop on United, 2h 36m
- £96 per person below the typical fare on this route
- Highs 58–70°F, little rain expected
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 Savannah, 23 – 25 Oct 2026. The cheapest round trip we found is £424 per person (United, nonstop, 2h 36m), 18% below the typical £520 on this route. Hotels start at £224 a night; Highs 58–70°F, little rain expected.
The total, before you go
£1,367 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, return | £849 |
| Hilton Chicago, 2 nights, two guests, taxes in | £448 |
| Resort fee, collected at the desk | £71 |
| The total, before you go | £1,367 |
| Hold luggage each, return (not in the total) | about £121 |
£96 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); the resort fee is counted above. Prices are what we found at the time shown; the booking site’s checkout is the binding one.
The flight
£424 per person, return
£849 for two, taxes and fees included · United · nonstop · 2h 36m
Out Fri, Oct 23, 8:53 AM – Fri, Oct 23, 10:29 AM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| United | £424 | nonstop | 2h 36m |
| American. Operated by Republic Airways as American Eagle | £424 | nonstop | 2h 42m |
| United. Operated by Republic Airways DBA United Express | £424 | nonstop | 2h 39m |
Prices checked 15 Oct 2026, 02:47 GMT-4. Prices change; the binding price is the one on the booking site.
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Why Chicago
Why we picked it: The only nonstop of the four, 2h 36m, at $563 per person, which is $130 (19%) under the typical $693.
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 58–70°F, little rain expected
| Day | High | Low | Rain chance |
|---|---|---|---|
| Fri 23 Oct | 70 °F | 56 °F | 13% |
| Sat 24 Oct | 64 °F | 58 °F | 18% |
| Sun 25 Oct | 58 °F | 49 °F | 23% |
Where to stay in Chicago
Hilton Chicago
£448 for 2 nights, two guests · £224 a night
See roomsSwissotel Chicago
£540 for 2 nights, two guests · £271 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 Savannah | Savannah/Hilton Head International (SAV) |
|---|---|
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
| Flight time | 2h 36m nonstop |
| Distance | 767 miles each way |
| Time difference | -1 hour |
What 2 nights in Chicago costs
| Estimate | |
|---|---|
| Flights for two | £849 |
| Hotel, 2 nights (Hilton Chicago) | £448 |
| Food, getting around and tickets, 2 days for two | £392 |
| Total for two | £1,688 |
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: Savannah to Chicago
| Per person | |
|---|---|
| This trip | £424 per person |
| Lowest in the last 30 days | £417 (12 Oct 2026) |
| Typical price, last 60 days | £520 |
| Price checks | 9 |
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 Savannah cost?
About £1,688 for two: £849 in flights, £448 for the hotel and £392 for food, getting around and tickets.
What is the weather like in Chicago 23 – 25 Oct?
Highs 58–70°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 Savannah to Chicago?
2h 36m nonstop on United, on the fare we found.
Is £424 a good price for Savannah to Chicago?
It is 18% below the typical £520 per person we see on this route, which is why it made the list.
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The catch: One stop makes the flight out 9h 53m, our weather data shows drizzle or rain on three days, and a checked bag is about $160 for two.
Worth it if you want a walkable week of food and bay views in a jacket; skip it if you need a nonstop or warm sun.
All trips from Savannah · 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: K / Pexels, Pexels License
- Photo: Mik Dominguez / Pexels, Pexels License
- Photo: Joshua Santos / Pexels, Pexels License