Chicago from Little Rock, 16 – 18 Oct: £1,394 for two, all in
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The verdict
Our verdict
Worth it, because
- Nonstop on American, 2h 7m, leaving Little Rock 7:53 PM Friday
- $484 per person, $108 below the typical fare on this route
- Cambria in The Loop: 8.1 from 1,256 reviews, free cancellation
The catch: A checked bag is about $160 for two and isn't in the total, and Friday has a 60% rain chance around your 10:00 PM arrival.
Worth it if you want a walkable city weekend of museums, deep-dish and blues; skip it if you want warm weather or a full Friday there.
Worth it for the two of you: $1,850 for two, which covers the nonstop flights at $968 and 2 nights at Cambria Hotel Chicago Loop - Theatre District at $882, taxes and fees included. You fly out Friday, Oct 16 and come home Sunday, Oct 18, 2026, nonstop on American (operated by Republic Airways as American Eagle) in 2h 7m. That total leaves out a checked bag, any resort fee and spending money.
The total, before you go
£1,394 for two · 2 nights · flights, hotel, taxes & fees
| For two | |
|---|---|
| Flights for two, return | £730 |
| Cambria Hotel Chicago Loop - Theatre District, 2 nights, two guests, taxes in | £665 |
| The total, before you go | £1,394 |
| Hold luggage each, return (not in the total) | about £121 |
£81 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 American, £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
£365 per person, return
£730 for two, taxes and fees included · American. Operated by Republic Airways as American Eagle · nonstop · 2h 7m
Out Fri, Oct 16, 7:53 PM – Fri, Oct 16, 10:00 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| American. Operated by Republic Airways as American Eagle | £365 | nonstop | 2h 7m |
| Delta | £393 | 1 stop | 4h 50m |
| American. Operated by PSA Airlines as American Eagle | £393 | 1 stop | 5h 26m |
Prices checked 12 Oct 2026, 19:12 GMT-5. 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
The fare is $484 per person, $108 below the typical fare on this route. That's 18% under the typical $592 from our earlier checks. We looked at 12 offers, with fares from $484 to $707, and the other options we saw had a stop and took 4h 50m or longer. Add two nights at the Cambria and you get $1,850 for two, all in, at the price we found when we checked. Prices move, so we can't promise this one holds. The forecast is classic fall city weather: Friday is overcast with a 60% chance of rain and a high of 56°F. Saturday turns mostly clear at 52°F and Sunday is clear at 62°F, with a 1% chance of rain on both days. Bring a jacket and you're set for the lakefront, Millennium Park and a river cruise.
The kind of trip this is
This is a city weekend for two: architecture, museums, deep-dish and live blues, all close to a Loop hotel. It suits a couple or a pair of friends who like to walk, eat well and stay out a little late. The pace is quick because the trip is short. Friday is a late arrival, so Saturday and Sunday are the trip.
Weather in Chicago, 16 – 18 Oct
Highs 52–62°F, a small chance of rain
| Day | High | Low | Rain chance |
|---|---|---|---|
| Fri 16 Oct | 56 °F | 46 °F | 60% |
| Sat 17 Oct | 52 °F | 44 °F | 1% |
| Sun 18 Oct | 62 °F | 45 °F | 1% |
Where to stay in Chicago
All three picks are in The Loop, so architecture, theatres and Millennium Park are at your doorstep. Cambria Hotel Chicago Loop - Theatre District is our best-value pick and the one in the total: $882 for the stay ($441 a night) for a King Bed Non Smoking Room, rated 8.1 from 1,256 reviews, with free cancellation. River Hotel is the top rated of the three at 8.3 from 7,928 reviews. It costs $994 for the stay ($497 a night) for a Small Queen Room and has no free cancellation. Congress Plaza Hotel Chicago is the budget pick at $750 for the stay ($375 a night), rated 7.1 from 4,548 reviews, with free cancellation. For dinner, West Loop has the restaurant row on Randolph Street, and River North is the city's nightlife core.
Cambria Hotel Chicago Loop - Theatre District
£665 for 2 nights, two guests · £332 a night
See roomsRiver Hotel
£749 for 2 nights, two guests · £375 a night
See roomsCongress Plaza Hotel Chicago
£565 for 2 nights, two guests · £283 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 clear, 52°F Saturday
- See the Bean and the fountains in Millennium Park, a short walk from The Loop hotels
- Eat deep-dish at Lou Malnati's or Pequod's
- Spend a morning at the Art Institute of Chicago
- Hear live blues at Kingston Mines on Saturday night
- Head to 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 Little Rock | Clinton National (LIT) |
|---|---|
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
| Flight time | 2h 7m nonstop |
| Distance | 554 miles each way |
| Time difference | same time zone |
What 2 nights in Chicago costs
| Estimate | |
|---|---|
| Flights for two | £730 |
| Hotel, 2 nights (Cambria Hotel Chicago Loop - Theatre District) | £665 |
| Food, getting around and tickets, 2 days for two | £392 |
| Total for two | £1,786 |
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: Little Rock to Chicago
| Per person | |
|---|---|
| This trip | £365 per person |
| Lowest in the last 30 days | £323 (13 Oct 2026) |
| Typical price, last 60 days | £446 |
| 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. You pay in US dollars and Chicago is on the same time as Little Rock.
- The flight covers 554 miles in 2h 7m, leaving at 7:53 PM and landing at O'Hare (ORD) at 10:00 PM.
- A checked bag is about $160 for two and isn't in the $1,850 total.
- Cambria Hotel Chicago Loop - Theatre District is room only, with free cancellation.
- Our budget adds $520 for spending ($130 per person a day), for $2,370 in all.
Questions readers ask
Is it worth it?
Yes, for the two of you. It's a 2h 7m nonstop at $484 per person, 18% below the typical fare on this route. The Loop hotel scores 8.1 with free cancellation, and the forecast is clear for Saturday and Sunday.
How much is the whole trip for two?
$1,850, all in: $968 for the flights and $882 for 2 nights at the Cambria, taxes and fees included. A checked bag runs about $160 for two. Our spending budget of $520 brings it to $2,370.
What is the weather like?
Friday is overcast, with a high of 56°F and a 60% chance of rain. Saturday is mostly clear at 52°F with a low of 44°F, and Sunday is clear at 62°F. Both weekend days show a 1% chance of rain.
Is 2 nights enough?
For a city weekend, yes. You land at 10:00 PM Friday, so plan on Saturday and Sunday for the river cruise, Millennium Park, the Art Institute and a deep-dish dinner.
Which airport do we fly into?
The nonstop from Clinton National (LIT) lands at Chicago O'Hare International (ORD). Chicago also has Midway International (MDW), but this fare goes to O'Hare.
Do I need a passport?
No. It's a domestic trip, you pay in US dollars and there's no time difference.
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All trips from Little Rock · Chicago from every city · Prices on this route · Trips in October 2026 · Home
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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