Chicago from Fort Lauderdale, 23 – 25 Oct: £732 for two, all in
This page’s text is in English for now; a translation is on its way.
The verdict
Our verdict
Worth it, if
- £130 per person below the highest fare we saw for these dates
- Highs 59–68°F, a small chance of rain
- No passport needed
The catch: Not nonstop: a stop on the way, 17h 42m in all.
Worth it if you want to walk, eat and see things; skip it if you want to switch off.
Chicago from Fort Lauderdale is $225 per person round trip ($449 for two) for Oct 23–25, 2026, 2 nights, on Frontier (F9) with 1 stop rather than nonstop. Forecast highs are 59–68°F with a small chance of showers. Our best-value hotel, Hilton Chicago in The Loop, is $522 for the stay, or $261 a night.
The total, before you go
£732 for two · 2 nights · flights, hotel, taxes & fees
| For two | |
|---|---|
| Flights for two, return | £338 |
| Hilton Chicago, 2 nights, two guests, taxes in | £393 |
| The total, before you go | £732 |
| Hold luggage each, return (not in the total) | about £181 |
£130 per person below the highest fare we saw for these dates.
Not in it: seat selection on basic fares and hold luggage (about £45 each way per bag on Frontier, £181 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
£170 per person, return
£338 for two, taxes and fees included · Frontier · 1 stop · 17h 42m
Out Fri, Oct 23, 9:58 PM – Sat, Oct 24, 11:32 AM · back Sun, Oct 25, 8:04 AM – Sun, Oct 25, 12:12 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Frontier | £170 | 1 stop | 17h 42m |
| Frontier | £187 | nonstop | 3h 23m |
| JetBlue | £213 | nonstop | 6h 23m |
Prices checked 12 Oct 2026, 06:02 GMT-4. Prices change; the binding price is the one on the booking site.
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
Tweak this trip
Why now
At $225 per person round trip, this fare is $172 below the highest fare we saw for these dates, which was $397. That's 43% under it, out of 12 fares we checked for this weekend. Prices are all-in, taxes and fees included, as found when we checked, and they can change. Add the Hilton Chicago at $522 for two nights and $520 for spending, and the whole weekend comes to $1,492 for two. Late October falls between summer beach season and the holiday markets, so this trip is about museums, food and architecture, not lakefront swims. The forecast shows highs of 59–68°F and a 26–33% chance of showers each day. That's jacket weather, and it works fine for a river cruise, an afternoon at the Art Institute and a deep-dish dinner.
The kind of trip this is
A city weekend built around food, culture and nightlife: architecture from the river, the Art Institute, deep-dish and a blues club after dark. It suits a couple or two friends who like walking and don't mind full days. The pace is quick, because the cheapest flight lands Saturday at 11:32 AM and the return leaves Sunday at 8:04 AM.
Weather in Chicago, 23 – 25 Oct
Highs 59–68°F, a small chance of rain
| Day | High | Low | Rain chance |
|---|---|---|---|
| Fri 23 Oct | 68 °F | 56 °F | 33% |
| Sat 24 Oct | 59 °F | 52 °F | 32% |
| Sun 25 Oct | 64 °F | 54 °F | 26% |
Where to stay in Chicago
Hilton Chicago is the best value at $522 for the 2 nights ($261 a night). That gets you a King Room, rated 7.9 from 981 reviews, in The Loop, with the architecture, theatres and Millennium Park right outside. It's room only, with no free cancellation. SpringHill Suites by Marriott Chicago Chinatown is the top rated at 8.9 from 639 reviews: $586 for the stay ($293 a night) for a King Suite with Sofa Bed, breakfast included. It's also non-refundable. The Tremont Chicago Hotel is the budget pick at $400 ($200 a night) and the only one with free cancellation. Heads-up: its 5.7 score comes from just 8 reviews. For dinners out, the West Loop has the restaurant row on Randolph Street, and River North is the center of the city's nightlife.
Hilton Chicago
£393 for 2 nights, two guests · £197 a night
See roomsSpringHill Suites by Marriott Chicago Chinatown
£442 for 2 nights, two guests · £221 a night
See roomsThe Tremont Chicago Hotel
£302 for 2 nights, two guests · £151 a night
See roomsAll hotels in Chicago for these dates
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
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 for the skyline from the water.
- See the Bean and the fountains in Millennium Park, right in The Loop.
- Eat deep-dish at Lou Malnati's or Pequod's and pick a side.
- Spend a rainy afternoon at the Art Institute of Chicago.
- Hear live blues at Kingston Mines on Saturday night.
- Walk Lincoln Park for the free zoo and the lakefront.
Also worth it
- Visit the Art Institute of Chicago
- Catch a Cubs game at Wrigley Field
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
Getting there and around
| Airports in Fort Lauderdale | Fort Lauderdale-Hollywood International (FLL) |
|---|---|
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
| Flight time | 17h 42m (1 stop) |
| Distance | 1,169 miles each way |
| Time difference | -1 hour |
What 2 nights in Chicago costs
| Estimate | |
|---|---|
| Flights for two | £339 |
| Hotel, 2 nights (Hilton Chicago) | £393 |
| Food, getting around and tickets, 2 days for two | £392 |
| Total for two | £1,125 |
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: Fort Lauderdale to Chicago
| Per person | |
|---|---|
| This trip | £170 per person |
| Lowest in the last 30 days | £168 (12 Oct 2026) |
| Price checks | 3 |
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, and you pay in US dollars.
- Chicago is 1 hour behind Fort Lauderdale, and the route covers 1,169 miles.
- The $225 fare is Frontier (F9) with 1 stop: it leaves 9:58 PM Friday and lands 11:32 AM Saturday, 17h 42m in all.
- Of the three hotels, only The Tremont Chicago Hotel has free cancellation; the other two are non-refundable as found.
- Prices include taxes and fees as found when we checked; they can change before you book.
Questions readers ask
How much is the flight?
$225 per person round trip, $449 for two, on Frontier (F9) with 1 stop. You head home Sunday, Oct 25, leaving at 8:04 AM and landing at 12:12 PM.
Is there a nonstop option?
Yes. We found a Frontier nonstop at $248 per person. It leaves Friday at 1:07 PM and lands at 3:30 PM, a 3h 23m flight. We also found a B6 nonstop at $282 per person, leaving at 9:15 PM Friday.
Is 2 nights enough?
It's tight on the $225 fare. You land Saturday at 11:32 AM and fly out Sunday at 8:04 AM, so you get about one full day. The $248 nonstop lands Friday at 3:30 PM and gives you an extra evening.
What is the weather like?
Friday has a high of 68°F with showers, Saturday is overcast at 59°F, and Sunday reaches 64°F with showers. Lows run 52–56°F and the chance of rain is 26–33% each day, so pack a light jacket.
Do I need a passport?
No. It's a domestic trip, so you just need your usual ID, and everything is priced in US dollars.
What does the whole weekend cost?
We estimate $1,492 for two: $450 for flights, $522 for the Hilton Chicago and $520 for spending, which is $130 per person a day.
Also found for you
The newest finds from Fort Lauderdale.
Just found · from Fort Lauderdale16% below typicalNot worth it this week
Aruba
23 – 25 Oct 2026 · 2 nights
- Fare is $517 per person, $102 below the typical fare on this route
- Aruba Palms Escape Suites on Eagle Beach scores 8.8 from 229 reviews
- Highs of 88–90°F for Oct 23–25
£1,105 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £779 + hotel £289 + resort fee £36, taxes in · a checked bag each adds about £121
Avianca · with a stop · 20h 50m
The catch: Avianca's 2 stops take 20h 50m, so you land Saturday at 3:50 PM and fly home Sunday, Oct 25; a checked bag is about $160 for two.
Worth it if one night on the beach is enough for you; skip it if you want two full days on the sand.
Tweak this trip
Just found · from Fort LauderdaleLowest in 30 daysWorth it, if
Mexico City
3 – 6 Dec 2026 · 3 nights
- $380 per person, $146 below the typical fare on this route
- Hotel Metropol: 8.7 from 5,541 reviews, $73 a night
- Highs of 72–74°F, good for long days on foot
£766 for two · 3 nights · flights, hotel, taxes, fees & the resort fee
Flights £573 + hotel £166 + resort fee £27, taxes in · a checked bag each adds about £181
F9 + Y4 · with a stop · 23h 24m
The catch: It's one stop each way on F9 + Y4, the return leaves at 6:05 AM and lands at 8:34 PM, and a checked bag is about $240 for two.
Worth it if you want museums, tacos and mild 72°F days for the two of you; skip it if you need a nonstop or a beach.
Tweak this trip
Just found · from Fort Lauderdale
Washington, D.C.
23 – 25 Oct 2026 · 2 nights
- Southwest nonstop, 2h 30m, lands at Reagan National at 3:00 PM
- citizenM Washington DC Capitol scores 8.6 from 3,530 reviews
- Highs of 59–74°F and low rain chances most of the weekend
£945 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £535 + hotel £360 + resort fee £50, taxes in · a checked bag each adds about £106
£52 per person below the highest fare we saw for these dates
Southwest · nonstop · 2h 30m
The catch: A checked bag is about $140 for two and isn't in the total, and the citizenM Washington DC Capitol rate has no free cancellation.
Worth it if you want monuments, museums and long walks in mild weather; skip it if you're after a beach or a pool.
Tweak this trip
More trips
Next weekend · from Fort LauderdaleWorth it, if
Bar Harbor & Acadia
16 – 18 Oct 2026 · 2 nights
- Black Friar Inn and Pub, rated 8.7 by 49 guests
- Highs 44–59°F, some rain likely
- No passport needed
£1,457 for two · 2 nights · flights, hotel, taxes & fees
Flights £961 + hotel £496, taxes in · a checked bag each adds about £136
B6 + MX · with a stop · 41h 57m
The catch: Not nonstop: a stop on the way, 41h 57m in all.
Worth it if you want to be outside all day; skip it if you want to lie by a pool.
The weekend after · from Fort Lauderdale28% below typicalNot worth it this week
Great Smoky Mountains
23 – 25 Oct 2026 · 2 nights
- Fare is $290 per person, $118 below the typical fare on this route
- Sleep Inn & Suites: breakfast, free cancellation, 7.5 from 1,083 reviews
- Peak fall foliage with highs of 74–79°F in the forecast
£758 for two · 2 nights · flights, hotel, taxes & fees
Flights £436 + hotel £321, taxes in · a checked bag each adds about £181
F9 + G4 · with a stop · 33h 33m
The catch: The 2-stop flight takes 33h 33m, lands Saturday at 8:50 PM and flies home Sunday at 6:00 AM; a checked bag is about $240 for two.
Worth it if you can pay for the $526 per person Allegiant nonstop; skip it if the 2-stop schedule is your only option.
A week away · from Fort LauderdaleWorth it, if
Sedona
14 – 21 Nov 2026 · 7 nights
- $248 per person on Frontier, $113 below the highest fare we saw
- Hilton Vacation Club Ridge on Sedona: 8.8 from 867 reviews, free cancellation
- Peak hiking season, highs 55–66°F for Cathedral Rock and Devil's Bridge
£1,263 for two · 7 nights · flights, hotel, taxes & fees
Flights £374 + hotel £889, taxes in · a checked bag each adds about £181
Frontier · with a stop · 26h 11m
The catch: The $248 Frontier fare has one stop and a 26h 11m trip out, while the 5h 4m JetBlue nonstop costs $586 for two.
Worth it if you'll trade a long day getting there for a week of red-rock trails at $1,675 all in; skip it if you need a nonstop.
Just found · from Fort Lauderdale16% below typicalNot worth it this week
Aruba
23 – 25 Oct 2026 · 2 nights
- Fare is $517 per person, $102 below the typical fare on this route
- Aruba Palms Escape Suites on Eagle Beach scores 8.8 from 229 reviews
- Highs of 88–90°F for Oct 23–25
£1,105 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £779 + hotel £289 + resort fee £36, taxes in · a checked bag each adds about £121
Avianca · with a stop · 20h 50m
The catch: Avianca's 2 stops take 20h 50m, so you land Saturday at 3:50 PM and fly home Sunday, Oct 25; a checked bag is about $160 for two.
Worth it if one night on the beach is enough for you; skip it if you want two full days on the sand.
Just found · from Fort LauderdaleLowest in 30 daysWorth it, if
Mexico City
3 – 6 Dec 2026 · 3 nights
- $380 per person, $146 below the typical fare on this route
- Hotel Metropol: 8.7 from 5,541 reviews, $73 a night
- Highs of 72–74°F, good for long days on foot
£766 for two · 3 nights · flights, hotel, taxes, fees & the resort fee
Flights £573 + hotel £166 + resort fee £27, taxes in · a checked bag each adds about £181
F9 + Y4 · with a stop · 23h 24m
The catch: It's one stop each way on F9 + Y4, the return leaves at 6:05 AM and lands at 8:34 PM, and a checked bag is about $240 for two.
Worth it if you want museums, tacos and mild 72°F days for the two of you; skip it if you need a nonstop or a beach.
All trips from Fort Lauderdale · Chicago from every city · Prices on this route · Trips in October 2026 · Home
Chicago in pictures
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. We use AI tools to draft the text of each page from the data on it; code checks every number in the draft against that data and rejects what does not match, and the team reviews pages and fixes or removes what readers report. How we pick · Report a mistake.
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