$165 Find Cheap Flights from Chicago to Joshua Tree

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Joshua Tree departing on 4/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$289
Overall average: $384
American Airlines
Tue 4/7Wed 4/15
ORD - PSP • Non-stop
Cheapest one-way
$165
Typical prices: $168-$328
Southwest
Fri 4/17
ORD - PSP • 1 stop
Arrival airport
You can't fly directly to Joshua Tree. It is served by Palm Springs (PSP), located 23.9 miles from Joshua Tree.
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Chicago to Joshua Tree (CHI-PSP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Joshua Tree that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Joshua Tree

Tue, Apr 7 - Wed, Apr 15
American Airlines Logo
9:14 pm - 11:29 pm
ORD
-
PSP
4h 15mnonstop
American Airlines Logo
6:01 am - 11:59 am
PSP
-
ORD
3h 58mnonstop
$289American Airlines
Wed, Apr 22 - Tue, Apr 28
United Airlines Logo
8:00 pm - 10:40 pm
ORD
-
PSP
4h 40mnonstop
United Airlines Logo
4:14 pm - 12:30 am
PSP
-
ORD
6h 16m
1 stop
$290United Airlines
Wed, Jun 3 - Tue, Jun 16
Delta Logo
7:45 am - 11:49 am
ORD
-
PSP
6h 04m
1 stop
Delta Logo
12:37 pm - 9:58 pm
PSP
-
ORD
7h 21m
1 stop
$291Delta
Tue, Apr 28 - Sat, May 9
Southwest Logo
10:30 am - 9:50 pm
ORD
-
PSP
13h 20m
2 stops
Southwest Logo
6:05 am - 10:20 pm
PSP
-
ORD
14h 15m
2 stops
$293Southwest
Sat, May 30 - Wed, Jun 3
Southwest Logo
2:40 pm - 7:00 pm
MDW
-
PSP
6h 20m
1 stop
Southwest Logo
2:35 pm - 10:00 pm
PSP
-
MDW
5h 25m
1 stop
$295Southwest
Mon, Apr 27 - Sat, May 2
United Airlines Logo
4:10 pm - 8:44 pm
ORD
-
PSP
6h 34m
1 stop
United Airlines Logo
4:13 pm - 11:57 pm
PSP
-
ORD
5h 44m
1 stop
$295United Airlines
Wed, Jun 3 - Tue, Jun 16
Delta Logo
2:00 pm - 9:17 pm
ORD
-
PSP
9h 17m
2 stops
Delta Logo
12:37 pm - 9:58 pm
PSP
-
ORD
7h 21m
1 stop
$296Delta
Wed, Apr 15 - Sat, Apr 18
United Airlines Logo
8:00 pm - 10:40 pm
ORD
-
PSP
4h 40mnonstop
United Airlines Logo
7:35 pm - 6:20 am
PSP
-
ORD
8h 45m
1 stop
$298United Airlines
Sat, Apr 11 - Sat, Apr 18
Southwest Logo
3:05 pm - 9:10 pm
ORD
-
PSP
8h 05m
1 stop
Southwest Logo
6:05 am - 2:20 pm
PSP
-
ORD
6h 15m
1 stop
$300Southwest
Wed, Apr 15 - Tue, Apr 21
American Airlines Logo
9:14 pm - 11:29 pm
ORD
-
PSP
4h 15mnonstop
American Airlines Logo
2:45 pm - 11:48 pm
PSP
-
ORD
7h 03m
1 stop
$302American Airlines
Useful Info

Good to know

Low seasonJune
Cheapest flight$165
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Chicago O'Hare Airport to Palm Springs

When to book flights from Chicago to Joshua Tree

Are your dates flexible? Find out the best times to travel from Chicago to Joshua Tree based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Joshua Tree

  • Which airports will I be using when flying from Chicago to Joshua Tree?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Joshua Tree does not have its own airport so you’ll be flying into nearby Palm Springs airport, which is 23.9 mi away.

  • How long does a flight from Chicago to Joshua Tree take?

    Direct flights cover the 1,660 miles separating Chicago and Joshua Tree in about 4h 15m.

  • How many flights are there between Chicago and Joshua Tree?

    11 direct flights run between Chicago and Joshua Tree on a daily basis. On average, there are about 79 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Joshua Tree?

    Consider leaving on a Friday and avoid Wednesdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Wednesdays.

  • How does KAYAK find such low prices on flights from Chicago to Joshua Tree?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Joshua Tree.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Joshua Tree?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Joshua Tree from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Joshua Tree?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Joshua Tree with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Joshua Tree?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Joshua Tree from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Joshua Tree?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Joshua Tree found on KAYAK was with Frontier for $65. Delta offered a round-trip connection from $144 and Southwest from $190.

Top tips for finding cheap flights from Chicago to Joshua Tree

  • There is no airport in Joshua Tree. Instead, you’ll be flying into Palm Springs Airport when flying between Chicago and Joshua Tree.
  • The cheapest flight from Chicago to Joshua Tree was found 74 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be February, March and April. The cheapest month to fly is January.

Reviews of the top 5 airlines serving Chicago to Joshua Tree

 
Need help choosing which airline to fly with from Chicago to Joshua Tree? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4320 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

8.0 ExcellentTobin, Mar 2026
SJC - BUR
Read more Southwest reviews

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Mediocre. Boarding is now unpleasant. The employees, once friendly and nice, are now regularly speaking sternly to passengers, badgering them to do things right so they can take off on time and gate check bags because they don't have enough overhead bin space. The pretzel snack was crushed flat and broken into even smaller pieces, which happens frequently lately. Drink service was suspended before they reached my row.

The charges were ridiculous for an hour flight and the turbulence was very scary.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Stop changing gates. Stop cancelling flights Stop moving my seat.

Left a few minutes early. Got in 15 minutes early. Very attentive service on board. Very organized boarding.

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Awesome! On time flight, early arrival, and a complimentary upgrade!

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

They double booked seats, the gate staff changed my ticket as I was boarding she went over to the computer and changed it without telling me. She messed up an entire three row section for me and others. Other travelers were outraged but the gate staff were so rude, so condescending saying it wasn't their problem to solve. I would rate this a zero if I could. Will not fly Delta again I'll stick with United and American.

I usually get upgraded so my experience is usually amazing. I did not get upgraded this time - which was fine - but the wifi had issues, the monitors were going in & out, & (though not Delta's fault) one of the gentlemen next to me desperately needed a shower.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Better than expected. Staff were friendly and nice on both flights.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

i was unable to check in the flight. refund requested

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

Everything you need to know for your flight from Chicago to Joshua Tree

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