PSP - CHI

$148 Find Cheap Flights from Palm Springs to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$281
Typical prices: $311-$516
American Airlines
Wed 11/7Wed 11/14
PSP - ORD • Non-stop
Cheapest one-way
$148
Typical prices: $204-$429
Sun Country Air
Tue 10/9
PSP - ORD • 1 stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 4h 05m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 9% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 7 weeks in advance save around 41% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 18% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $307 (round-trip)
Shortest trip • 6h 13m (one-way)
Insights
Insights
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Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Palm Springs to Chicago (PSP-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Palm Springs to Chicago

Sat, Nov 7 - Sat, Nov 14
American Airlines Logo
12:43 pm - 6:50 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
4h 07mnonstop
American Airlines Logo
9:50 am - 12:21 pmORD  Chicago O'Hare Intl-PSP Palm Springs
4h 31mnonstop
$281American Airlines
Sat, Nov 7 - Tue, Nov 10
United Airlines Logo
7:10 am - 1:15 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
4h 05mnonstop
United Airlines Logo
7:56 pm - 10:30 pmORD  Chicago O'Hare Intl-PSP Palm Springs
4h 34mnonstop
$281United Airlines
Wed, Dec 9 - Sat, Dec 12
United Airlines Logo
7:00 am - 1:05 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
4h 05mnonstop
United Airlines Logo
9:22 am - 12:00 pmORD  Chicago O'Hare Intl-PSP Palm Springs
4h 38mnonstop
$281United Airlines
Thu, Oct 22 - Thu, Oct 29
Southwest Logo
2:55 pm - 12:20 amPSP  Palm Springs-MDW Chicago Midway
7h 25m1 stop Denver Intl
Southwest Logo
6:25 pm - 10:20 pmMDW  Chicago Midway-PSP Palm Springs
5h 55m1 stop Denver Intl
$294Southwest
Sat, Nov 7 - Sat, Nov 14
American Airlines Logo
12:43 pm - 6:50 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
4h 07mnonstop
American Airlines Logo
5:00 am - 11:52 amORD  Chicago O'Hare Intl-PSP Palm Springs
8h 52m1 stop Phoenix Sky Harbor Intl
$295American Airlines
Thu, Oct 22 - Thu, Oct 29
Southwest Logo
2:55 pm - 12:20 amPSP  Palm Springs-MDW Chicago Midway
7h 25m1 stop Denver Intl
Southwest Logo
6:25 pm - 11:40 pmMDW  Chicago Midway-PSP Palm Springs
7h 15m2 stops Denver Intl Las Vegas Harry Reid Intl
$300Southwest
Wed, Oct 21 - Tue, Oct 27
Delta Logo
12:35 pm - 10:05 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
7h 30m1 stop Salt Lake City
Delta Logo
2:03 pm - 9:29 pmORD  Chicago O'Hare Intl-PSP Palm Springs
9h 26m1 stop Salt Lake City
$301Delta
Wed, Oct 21 - Wed, Oct 28
Delta Logo
12:35 pm - 10:05 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
7h 30m1 stop Salt Lake City
Delta Logo
2:03 pm - 9:29 pmORD  Chicago O'Hare Intl-PSP Palm Springs
9h 26m1 stop Salt Lake City
$301Delta
Tue, Oct 20 - Tue, Oct 27
Alaska Airlines Logo
6:07 pm - 5:40 amPSP  Palm Springs-ORD Chicago O'Hare Intl
9h 33m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
3:49 pm - 10:05 pmORD  Chicago O'Hare Intl-PSP Palm Springs
8h 16m1 stop Seattle/Tacoma Intl
$301Alaska Airlines
Sat, Oct 17 - Sat, Oct 24
Alaska Airlines Logo
7:37 am - 6:20 pmPSP  Palm Springs-ORD Chicago O'Hare Intl
8h 43m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
3:49 pm - 10:05 pmORD  Chicago O'Hare Intl-PSP Palm Springs
8h 16m1 stop Seattle/Tacoma Intl
$351Alaska Airlines
Booking Insights

Price, demand and travel trends for Palm Springs to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Palm Springs to Chicago with more confidence.

How much is a round-trip flight from Palm Springs to Chicago?

Round-trip flights from Palm Springs to Chicago start at $281. Prices are below average for this route right now, with typical round-trip fares ranging from $311 to $516. The lowest price found in the past 5 days was $281 on American Airlines.

What is the cheapest Palm Springs to Chicago flight route?

Palm Springs (PSP) to Chicago O'Hare Intl Airport (ORD) is the cheapest Palm Springs to Chicago route, averaging $387 round-trip. Other Palm Springs to Chicago routes average $464, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Palm Springs to Chicago?

Thursday is the cheapest day of the week to fly from Palm Springs to Chicago, it is 8% cheaper than the average day. Sunday is the most expensive day with flight prices 33% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Palm Springs to Chicago?

  • April is the cheapest month to fly from Palm Springs to Chicago at $327 round-trip.
  • June ($481) and July ($440) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 47% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Palm Springs to Chicago the cheapest?

Flights from Palm Springs to Chicago are cheapest 7 weeks before departure. Booking in this window typically costs about 41% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Palm Springs to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Key details for Palm Springs to Chicago flights

Low season

February

Cheapest flight

$148
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Palm Springs to Chicago O'Hare Intl Airport

When to book flights from Palm Springs to Chicago

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

Your Palm Springs to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airlines offer extra legroom and free seat selection on Palm Springs to Chicago flights?

    Among airlines operating Palm Springs to Chicago flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Palm Springs to Chicago?

    2 airlines operate flights between Palm Springs and Chicago. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines

  • Which airports can I use when flying from Palm Springs to Chicago?

    Flights from Palm Springs to Chicago usually depart from Palm Springs (PSP) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Palm Springs to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Palm Springs to Chicago?

    Two cabin classes are available on flights from Palm Springs to Chicago:

    • Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Palm Springs to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $307 round-trip via Minneapolis St Paul (MSP), compared to $358 for nonstop.

  • What is the standard checked-bag allowance on flights from Palm Springs to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Palm Springs to Chicago pass through?

    One-stop flights from Palm Springs to Chicago most commonly connect through:

    • Phoenix Sky Harbor Intl (PHX) - 42% of one-stop connections
    • Denver Intl (DEN) - 21% of one-stop connections
    • Salt Lake City (SLC) - 12% of one-stop connections
    • Los Angeles (LAX) - 9% of one-stop connections

    Phoenix Sky Harbor Intl (PHX) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Palm Springs to Chicago?

    Yes. Being flexible with your travel dates can save you up to 31% on the Palm Springs to Chicago route. Thursday is the cheapest departure day at $367 round-trip on average, while Sunday is the most expensive at $530, a difference of $163. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Palm Springs to Chicago spread across the day?

    Morning is the busiest departure period on Palm Springs to Chicago flights, with 50% of flights leaving in that window. Afternoon departures account for 50%, evening flights for 0%, and night flights for 0%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • What are the earliest and latest flights from Palm Springs to Chicago?

    These are the earliest and latest flight times available from Palm Springs to Chicago:

    • Earliest: departs at 7:00 am and lands at 11:05 am
    • Latest: departs at 12:43 pm and lands at 4:48 pm.

    The flight takes about 4h 05m.

  • How expensive are last-minute Palm Springs to Chicago flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 34% above the route average of $397. Book 7 weeks before departure for the lowest fares.

  • How long is a flight from Palm Springs to Chicago?

    A nonstop flight from Palm Springs to Chicago takes 4h 05m, covering 1,660 miles.

  • Do I need a passport to fly from Palm Springs to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Palm Springs to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $259 to $2,407. That means the highest observed fare was about 9x higher than the lowest one.

  • How are flight prices from Palm Springs to Chicago looking right now?

    One-way fares from Palm Springs to Chicago are currently lower than usual. Average one-way flight prices are about $210, which is 29% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Palm Springs to Chicago?

    Flying via Phoenix Sky Harbor Intl (PHX) gives the shortest average 1-stop total travel time at 6h 13m, compared with 6h 35m via Denver Intl (DEN) and 6h 35m via Chicago O'Hare Intl (ORD).

  • What is the time difference between Palm Springs and Chicago?

    Chicago is 2 hours ahead of Palm Springs (Central Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • How much should I expect to pay for a Palm Springs to Chicago flight?

    Round-trip flights from Palm Springs to Chicago range from $311 to $516, with an average of $397 over the past 12 months. Anything below $311 counts as a good deal.

  • Which airlines offer Wi-Fi on Palm Springs to Chicago flights?

    American Airlines is the only airline on the Palm Springs to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Palm Springs to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Thursday departure instead of Sunday. On this route, Thursday flights average $367 - about $163 less than Sunday (31% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 7 weeks before you fly. On this route, that window historically saves about 41% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Palm Springs to Chicago trip for April. Fares historically average $327 round-trip in that month - typically $154 less than the most expensive month, which is June (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Minneapolis St Paul Airport (MSP) can be cheaper than flying direct. The cheapest layover option averages $307 round-trip on this route - about $52 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel

Prefer to fly direct from Palm Springs to Chicago?

 
Find which airlines fly direct from Palm Springs Airport to Chicago, which days they fly and book direct flights.

Direct departures

Palm Springs to Chicago

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Chicago to Palm Springs

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

More options for your flight from Palm Springs to Chicago

Complete your trip to Chicago with a hotel stay or car rental