Los Angeles from Chicago, 14 – 21 Nov: £798 for two, all in
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The verdict
Our verdict
Worth it, if
- $1,059 for two covers flights and 7 nights in Hollywood
- Typical highs of 67–76°F for a mid-November week
- Free cancellation and breakfast, rated 8.2 from 3,642 reviews
The catch: One stop makes the trip out 10h 54m, the room is 2 beds in an 8-bed dorm, and a checked bag is about $180 for two.
Worth it if you two are easygoing about a hostel dorm and a long travel day; skip it if you want a private room or a nonstop.
Worth it if you can live with a stop and a dorm. The trip is $1,059 for two: JetBlue round-trip flights at $484 plus 7 nights at Samesun Hollywood Hotel & Hostel at $575, with taxes and fees included but bags and spending money not counted. You leave Chicago O'Hare Nov 14 and come back Nov 21, 2026, with one stop and 10h 54m to get there.
The total, before you go
£798 for two · 7 nights · flights, hotel, taxes & fees
| For two | |
|---|---|
| Flights for two, return | £365 |
| Samesun Hollywood Hotel & Hostel, 7 nights, two guests, taxes in | £433 |
| The total, before you go | £798 |
| Hold luggage each, return (not in the total) | about £136 |
Not in it: seat selection on basic fares and hold luggage (about £34 each way per bag on JetBlue, £136 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
£182 per person, return
£365 for two, taxes and fees included · JetBlue · 1 stop · 10h 54m
Out Sat, Nov 14, 2:59 PM – Sat, Nov 14, 11:53 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| JetBlue | £182 | 1 stop | 10h 54m |
| United | £190 | nonstop | 4h 44m |
| American | £190 | nonstop | 4h 45m |
Prices checked 14 Oct 2026, 00:59 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
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Why now
At $1,059 for two, all in, you get a full week in Los Angeles: $484 for the JetBlue fares and $575 for 7 nights at Samesun Hollywood Hotel & Hostel, taxes and fees included. We checked fares on this route four times, and $242 per person is the lowest we found. Mid-November is a comfortable time to go. Highs usually run 67–76°F with lows near 50°F, and the rainy months of January and February are still ahead. That's weather for biking along the beach and hiking up to Griffith Observatory. If a shorter travel day matters more to you, United and American fly nonstop for $252 per person, which is $504 for two, in 4h 44m to 4h 45m.
The kind of trip this is
This is a city-and-beach week with room for a lot: a Disneyland day, a studio tour, the Getty, tacos and a bike ride by the ocean. It suits a couple or two friends watching their budget who don't mind sharing a dorm room because they'll be out all day. You set the pace. Try a big day followed by an easy one on the sand.
Weather in Los Angeles, 14 – 21 Nov
Typical highs 67–76°F, lows near 50°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Sat 14 Nov | 76 °F | 57 °F | Clear |
| Sun 15 Nov | 71 °F | 53 °F | Clear |
| Mon 16 Nov | 69 °F | 50 °F | Clear |
| Tue 17 Nov | 70 °F | 49 °F | Overcast |
| Wed 18 Nov | 67 °F | 49 °F | Overcast |
| Thu 19 Nov | 68 °F | 49 °F | Overcast |
| Fri 20 Nov | 71 °F | 46 °F | Overcast |
| Sat 21 Nov | 76 °F | 49 °F | Overcast |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in Los Angeles
Samesun Hollywood Hotel & Hostel is the best-value pick and the one in the total. It's $575 for the 7 nights ($82 a night) for 2 beds in an 8-bed dorm with a shared bathroom, with breakfast included. It's rated 8.2 from 3,642 reviews. For a private place, Los Angeles Premium City Suites - Free Secured Parking is the top rated at 9 from 1,442 reviews, at $1,671 for the stay ($239 a night), room only. The budget option, Cozy LA Retreat Near USC Steps to Koreatown & Downtown, is $441 ($63 a night) and rated 7.3 from 222 reviews. You get a double room with a private bathroom in South Los Angeles. All three offer free cancellation. Hollywood puts you near the Walk of Fame and the studio tours. Downtown LA is the area for the Arts District and Grand Central Market.
Samesun Hollywood Hotel & Hostel
£433 for 7 nights, two guests · £62 a night
See roomsLos Angeles Premium City Suites - Free Secured Parking
£1,260 for 7 nights, two guests · £180 a night
See roomsCozy LA Retreat Near USC Steps to Koreatown & Downtown
£332 for 7 nights, two guests · £47 a night
See roomsAll hotels in Los Angeles 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 Los Angeles
- Santa Monica: Beach, pier and walkable streets without a car for a day or two.
- West Hollywood / Beverly Hills: Design hotels, Sunset Strip nightlife and Rodeo Drive.
- Hollywood: Walk of Fame, studio tours and mid-range hotels.
- Downtown LA: Arts District, Broad museum and Grand Central Market.
- Anaheim: Base for Disneyland Resort.
What to do in Los Angeles
- Hike to the Griffith Observatory for the Hollywood sign view
- Take the Warner Bros. Studio Tour in Burbank
- Ride a bike from Santa Monica Pier to Venice Beach
- Eat at Grand Central Market, then the taco stands of Boyle Heights
- Spend a day at Disneyland in Anaheim
- Visit the Getty Center
Tours and tickets in Los Angeles
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Getting there and around
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
|---|---|
| Airports in Los Angeles | Los Angeles International (LAX), Hollywood Burbank (BUR), John Wayne Orange County (SNA) |
| Flight time | 10h 54m (1 stop) |
| Distance | 1,742 miles each way |
| Time difference | -2 hours |
What 7 nights in Los Angeles costs
| Estimate | |
|---|---|
| Flights for two | £365 |
| Hotel, 7 nights (Samesun Hollywood Hotel & Hostel) | £433 |
| Food, getting around and tickets, 7 days for two | £1,372 |
| Total for two | £2,170 |
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: Chicago to Los Angeles
| Per person | |
|---|---|
| This trip | £182 per person |
| Lowest in the last 30 days | £182 (14 Oct 2026) |
| Price checks | 4 |
Good to know
- Passport: no passport needed for travellers from the United States: a government photo ID is enough for Los Angeles.
- Currency: US dollar (USD).
- No passport needed, you pay in US dollars, and Los Angeles is two hours behind Chicago.
- The JetBlue flight leaves O'Hare at 2:59 PM and lands at LAX at 11:53 PM, with one stop.
- A checked bag is about $180 for two and isn't in the $1,059 total.
- Plan on roughly $130 per person a day for food and fun. That's $1,820 for the week, bringing the whole trip to $2,879.
- Prices are what we found when we checked and can change before you book.
Questions readers ask
Is it worth it?
For the right two people, yes. $1,059 for two, all in, gets you a week in Los Angeles with typical highs of 67–76°F. The tradeoffs are one stop on a 10h 54m trip out and a dorm room with a shared bathroom.
How much is the whole trip for two?
It's $1,059 for two: $484 for the JetBlue flights and $575 for 7 nights at Samesun Hollywood Hotel & Hostel, taxes and fees included. A checked bag runs about $180 for two, and spending money comes on top.
Is there a nonstop?
Yes. United and American fly nonstop for $252 per person, which is $504 for two, in 4h 44m to 4h 45m. That's a shorter day than the 10h 54m JetBlue trip with a stop.
What is the weather like?
For these dates, typical highs run 67–76°F and lows are near 50°F. The early days of the week usually start clear, and some later days lean overcast.
Do I need a passport?
No. It's a domestic trip, you pay in US dollars, and Los Angeles is two hours behind Chicago.
Is 7 nights enough?
Yes, for the big hits: Disneyland, the Warner Bros. Studio Tour, Griffith Observatory, the Getty Center, a bike ride from Santa Monica Pier to Venice Beach and a food day downtown, with time left over for slow days.
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All trips from Chicago · Los Angeles from every city · Prices on this route · Trips in November 2026 · Home
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Prices converted from US dollars at the rate of 15 Oct 2026.
Image credits
- Photo: Stephen Leonardi / Pexels, Pexels License
- Photo: Caleb Minear / Pexels, Pexels License
- Photo: Willbone Gallery / Pexels, Pexels License