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PSP - MDW

$444 Find cheap flights from Palm Springs to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Palm Springs to Midway departing on 6/1. 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
0 bags
Sat 6/15
Sat 6/22

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Palm Springs to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Palm Springs to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 42,211,976 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Palm Springs to Midway (PSP-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Palm Springs to Midway 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 and deals for you by selecting your travel dates.
Choose your dates
5:05 pm - 9:17 amPSP-MDW
14h 12m2 stops
10:11 am - 9:32 pmMDW-PSP
13h 21m2 stops
$628Delta
Find Deal
Fri, Sep 13 - Wed, Sep 18
6:00 am - 6:38 pmPSP-MDW
10h 38m2 stops
10:28 am - 9:30 pmMDW-PSP
13h 02m2 stops
$758Delta
Find Deal
Wed, Jul 10 - Wed, Jul 17
5:05 pm - 9:17 amPSP-MDW
14h 12m2 stops
2:00 pm - 9:32 pmMDW-PSP
9h 32m2 stops
$808Delta
Find Deal
Thu, Sep 26 - Mon, Sep 30
6:00 am - 5:06 pmPSP-MDW
9h 06m2 stops
1:24 pm - 9:29 pmMDW-PSP
10h 05m2 stops
$888Delta
Find Deal
Wed, Jun 5 - Mon, Jun 10
6:00 am - 6:05 pmPSP-MDW
10h 05m2 stops
1:24 pm - 9:30 pmMDW-PSP
10h 06m2 stops
$914Delta
Find Deal
Thu, Jul 25 - Tue, Jul 30
6:00 am - 9:46 pmPSP-MDW
13h 46m2 stops
2:24 pm - 9:30 pmMDW-PSP
9h 06m2 stops
$948Delta
Find Deal
Thu, Jul 11 - Mon, Jul 15
6:00 am - 6:38 pmPSP-MDW
10h 38m2 stops
2:24 pm - 9:30 pmMDW-PSP
9h 06m2 stops
$993Delta
Find Deal
Fri, Jul 12 - Tue, Jul 16
6:00 am - 5:06 pmPSP-MDW
9h 06m2 stops
2:15 pm - 9:54 pmMDW-PSP
9h 39m2 stops
$1,016Delta
Find Deal
Mon, May 27 - Mon, Jun 3
6:00 am - 5:04 pmPSP-MDW
9h 04m2 stops
10:41 am - 9:30 pmMDW-PSP
12h 49m2 stops
$1,018Delta
Find Deal
Mon, Jun 24 - Tue, Jul 2
6:00 am - 5:06 pmPSP-MDW
9h 06m2 stops
1:24 pm - 9:29 pmMDW-PSP
10h 05m2 stops
$1,028Delta
Find Deal
Tue, Jun 4 - Tue, Jun 11

Flights from Palm Springs to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Palm Springs to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Palm Springs to Chicago Midway Airport?

The average price of all flights from Palm Springs to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Palm Springs to Chicago Midway Airport, look for departures on Tuesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Monday is the cheapest day to fly and Thursday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Palm Springs to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Palm Springs to Chicago Midway Airport is September, where tickets cost $226 on average. On the other hand, the most expensive months are November and July, where the average cost of tickets is $1,437 and $767 respectively.

Good to know

Low season

August

High season

March

Cheapest flight

$444
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Palm Springs to Chicago Midway Airport

When to book flights from Palm Springs to Midway

Are your dates flexible? Find out the best times to travel from Palm Springs to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Palm Springs to Chicago Midway Airport flights

  • What is the cheapest flight from Palm Springs to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Palm Springs to Chicago Midway Airport was $444 for a one-way ticket and $628 for a round-trip.

  • Do I need a passport to fly between Palm Springs and Chicago Midway Airport?

    No

  • Which aircraft models fly most regularly from Palm Springs to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Palm Springs to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Palm Springs and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from Palm Springs to Chicago Midway Airport?

    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 Palm Springs to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Palm Springs to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Palm Springs 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 Palm Springs to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Palm Springs with another airline. Booking your flights between Palm Springs and MDW can sometimes prove cheaper using this method.

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

    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 Chicago Midway Airport from Palm Springs up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Palm Springs to Midway

 
See real verified KAYAK customer reviews for airlines flying from Palm Springs to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Palm Springs to Midway? 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
DeltaOverall score based on 10673 reviews
7.4Food
8.2Boarding
7.9Comfort
8.0Entertainment
8.6Crew
Airline reviews

There was a loud squeaky sound the whole time we were flying.

6.0 GoodEliza, Apr 2024SAN - LAX
Read more about Delta reviews

There was a loud squeaky sound the whole time we were flying.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

I didn’t not like that I could not select my seat and ended up with the worse seat.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Plane was late because of a mechanical malfunction and the food listed as available was not. Flight attendants seem over worked and under paid. They just done seem happy. And that can be seen in their faces.

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Great, on time departure, friendly and accommodating crew, great leg room, Smith flight

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Like most domestic flights in the US, you are basically on your own with this airline when it comes to food, so be sure to purchase meals and drinks ahead of time or expect to arrive starving and dehydrated (like I was).

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Book cheap flights from Palm Springs to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Palm Springs to Chicago found on KAYAK in the last 72 hours.
6/1Sat
2 stopsDelta
8h 13mPSP-MDW
$444
6/5Wed
2 stopsDelta
9h 06mPSP-MDW
$664
6/2Sun
2 stopsDelta
9h 06mPSP-MDW
$874
6/10Mon
3 stopsWestJet
27h 01mPSP-MDW
$1,294
5/21Tue
2 stopsDelta
10h 07mPSP-MDW
$1,355
6/10Mon
2 stopsDelta
10h 36mPSP-MDW
$1,356

Search by stops

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Last minute flights from Palm Springs to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Palm Springs to Chicago that are departing in the next 10 days.
5/20Mon
multi-stopDelta
9h 06mPSP-MDW
5/29Wed
multi-stopDelta
9h 39mMDW-PSP
$828
5/18Sat
multi-stopSouthwest
11h 50mPSP-MDW
5/20Mon
multi-stopSouthwest
7h 05mMDW-PSP
$858
5/18Sat
multi-stopSouthwest
11h 05mPSP-MDW
5/20Mon
multi-stopSouthwest
8h 10mMDW-PSP
$863
5/20Mon
multi-stopDelta
9h 06mPSP-MDW
6/10Mon
multi-stopDelta
10h 05mMDW-PSP
$877
5/21Tue
multi-stopDelta
9h 06mPSP-MDW
5/30Thu
multi-stopDelta
9h 39mMDW-PSP
$1,133
5/20Mon
multi-stopDelta
28h 40mPSP-MDW
5/31Fri
multi-stopDelta
30h 07mMDW-PSP
$1,404
5/20Mon
multi-stopDelta
28h 40mPSP-MDW
5/30Thu
multi-stopDelta
17h 54mMDW-PSP
$1,415
5/18Sat
multi-stopSouthwest
29h 30mPSP-MDW
5/20Mon
multi-stopSouthwest
8h 10mMDW-PSP
$1,455
5/20Mon
multi-stopDelta
28h 40mPSP-MDW
6/1Sat
multi-stopDelta
17h 54mMDW-PSP
$1,481
5/19Sun
multi-stopDelta
28h 40mPSP-MDW
5/31Fri
multi-stopDelta
30h 07mMDW-PSP
$1,483

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Search by price

Palm Springs - Chicago Midway Airport Flights

Departure:

Palm Springs (undefined)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Palm Springs

Cabin classes:

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