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$24 Find cheap flights to Pleasant Prairie

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Pleasant Prairie departing on 9/24. 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 7/13
Sat 7/20

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Low season

January

High season

July

Cheapest flight

$24
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Philadelphia to Chicago O'Hare Airport

FAQs - booking Pleasant Prairie flights

  • How long is the flight to Pleasant Prairie?

    Flights from Seattle4h 16m
    Flights from New York2h 27m
    Flights from San Francisco4h 29m
    Flights from Boston2h 40m
    Flights from Los Angeles4h 17m
  • What is the cheapest flight to Chicago O'Hare Airport?

    The cheapest airline ticket to Chicago O'Hare Airport from the United States in the last 72 hours was $24 one-way, and $48 round-trip on the route from Philadelphia to Chicago O'Hare Airport. The most popular route is from Los Angeles to Chicago O'Hare Airport and the cheapest ticket found on this route in the last 72 hours was $93 round-trip.

  • Which airlines fly to Chicago O'Hare Airport?

    Airlines flying the most to Chicago O'Hare Airport from United States are United Airlines, American Airlines and Delta. See the amount of flights per week for popular airlines flying to Chicago O'Hare Airport.

  • How to fly to Pleasant Prairie?

    You cannot fly directly to Pleasant Prairie. KAYAK recommends you fly to Chicago O'Hare Intl (ORD) (39.62 miles from Pleasant Prairie). From there you can rent a car or get a taxi.

  • What airports are near Pleasant Prairie?

    The closest airport is Milwaukee-Mitchell (MKE) (27.24 mi). Other nearby airports are Chicago O'Hare Intl (ORD) (39.62 mi), Chicago All airports (CHI) (48.68 mi), Chicago Midway (MDW) (53.77 mi) or Chicago Greater Rockford (RFD) (64.06 mi). KAYAK recommends you fly to Chicago O'Hare Intl.

  • How far is Chicago O'Hare Airport from central Chicago?

    Chicago O'Hare Airport is 16 miles from the center of Chicago.

  • How does KAYAK find such low prices on flights to Pleasant Prairie?

    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 to Pleasant Prairie.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Pleasant Prairie?

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

  • What is the Hacker Fare option on flights to Pleasant Prairie?

    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 Pleasant Prairie with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Pleasant Prairie?

    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 Pleasant Prairie up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Pleasant Prairie

  • There is no major airport in Pleasant Prairie. It is instead served by Chicago O'Hare Intl Airport.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Pleasant Prairie flight deals.

Top 5 airlines flying to Pleasant Prairie

Need help choosing which airline to fly with from the United States to Pleasant Prairie? 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 10000 reviews
8.2Boarding
8.6Crew
7.9Comfort
8.0Entertainment
7.4Food
Airline reviews

It was very cold because the air conditioner was on high power, and my son got sick.

4.0 OkayAnonymous, Jun 2024ORD - SEA
Read more about Delta reviews

It was very cold because the air conditioner was on high power, and my son got sick.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

The entertainment wasn’t playing in the app or online.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

My window shade didn’t work. So I missed coming into my city. ☹️

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

For the money that I paid it was a good deal. I sat in the back of the plane and didn't pick a seat and my wife I sat together. Mission accomplished.

Seats are weirdly bent, I felt hunched the entire time.

Paid for premium economy had no tv the whole time the crew tried to reset/reboot but would not work they said they would put a trouble ticket in for it. We had 3 seats my tv was the only one that didn't work. They cancelled our flight re worked us on another that left us at airport over night on the floor I have a ten year old and a 78 diabetic mother which also had shingles and suffers from nerve pain in legs and back. Requested wheelchair service at all airports after the re route NO wheelchair service was there to help. WORST experience we have ever had. Went to American airlines assistance it was closed. I AM FURIOUS!!! I expect some sort of compensation from this traumatic experience and no need for flying points we don't plan on using American airlines again!!!!

This is by far the worst experience I have had with American Airlines. The start of this trip was a complete disaster. I purposely planned my trip so that I would weather any delays so that I could make very important meeting at the Pentagon. My flight was cancelled because of maintenance and I was put on the first flight the next day but I was late to the meeting. After a long week at the Pentagon I just wanted to go home and my flight home which was early in the day was delayed. Eventually the flight was delayed until the next day. I was not authorized a hotel room because DCA was my point of origin. So I paid for a hotel out of pocket. The flight this morning was boarded then deplaned because the aircraft was hot. The flow of information was not happening in DCA and made it worse when the news was bad. I am going to take a break from American for my next few military flights. Hopefully whatever has been going on with American Airlines will be resolved.

We had a 2 hour delay. The seats were smaller than most other airlines. The person in front of us wanted to lay back and we had to stop her because she was pressing against my girlfriend’s legs. We had to ask her to sit up and not lay back due to the lack of room.

Everything was fine once we actually got on our flight. It was more then annoying they canceled (delayed) our flight. We lost out on a day of our trip along with money on our stay. Plus we had to book another hotel. So expensive.

This flight was canceled and delayed several times without explanation. The plane was freezing cold and no wifi for messaging. Getting off the plane was terribly unorganized and felt like it took forever….

The flight was delayed several times without explanation. The seats were terribly uncomfortable and wifi isn’t included. All these make for a less than ideal flight.

The flights was delayed by hours and it was the firmest landing I have experienced in my life. My back is still sore.

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

The bag drop process took longer than other airlines. The boarding and crew were good. The seats do not recline and have minimal padding. The snacks/drinks are for purchase only. The flight was on time with no issues. I would fly them again if the cost was significantly less.

Crew was excellent. Flight was overbooked No seat assignment until the last moment.

My flight was delayed then cancelled My elder parents were upstairs waiting for a spirit rep to bring them downstairs to where my sister waited for 2 hours. My elder parents are not able to walk . My dad was wet of urine from where he could not hold it .waiting for some spirit personnel to wheel chair them back down stairs to where my sister was waiting for them for two hours . That is not ok

Poor response to delay, getting on plane, off plane and back on again

My flight was uncomfortable and crammed. There were no pockets to store things, I couldn’t move my seat back slightly. Beverages including soda cost extra. My husband flew on another spirit airline flight, which was delayed a total of 48 hours, only to be canceled.

Two delays in less than 24hrs. They need to improve everything and restructure the whole company.

Terrible leg room, seats don’t recline, delayed flight, and even water isn’t free onboard

Flight was canceled less than 6 hours before takeoff, rebooked on a flight that was twice as long and left earlier so we couldn’t make it, when using text support option took over 2 hours to speak with someone.

Not enough help at airport during boarding process. Flight was delayed. Overall WORST flying experience I’ve ever had. Will NEVER FLT SPIRIT AGAIN

Terrible legroom, seats do not recline, tray table the size of an iPhone, delayed flight, have to pay 5$ to get a cup of water onboard.

Online check-in was not user-friendly. Too many fees, not cost effective.

They wouldn’t let us on the flight even tho we were an hour early. No refund not even our bags that were prepaid

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

I did not enjoy the trip home on Frontier for several reasons: there is too much cost besides the flight, which was more than I would normally pay, then having to pay for luggage, and carry-on, seat (if you want to reserve when booking) then you must pay over $3 for a can of soda, and $4 for a snack. A cup of water is free.

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

Book Cheap Pleasant Prairie Plane Tickets

Recent round-trip flight deals

8/13Tue
nonstopFrontier
2h 24mPHL-ORD
8/21Wed
nonstopFrontier
2h 03mORD-PHL
$48
8/13Tue
nonstopFrontier
2h 41mDFW-ORD
8/20Tue
nonstopFrontier
2h 37mORD-DFW
$48
10/1Tue
nonstopSpirit Airlines
2h 29mDFW-ORD
10/9Wed
nonstopSpirit Airlines
2h 30mORD-DFW
$58
9/10Tue
nonstopSpirit Airlines
2h 39mLGA-ORD
9/11Wed
nonstopSpirit Airlines
2h 17mORD-LGA
$63
8/13Tue
nonstopUnited Airlines
2h 13mDCA-ORD
8/20Tue
nonstopUnited Airlines
1h 57mORD-DCA
$77
8/7Wed
nonstopUnited Airlines
2h 24mPHL-ORD
8/7Wed
nonstopUnited Airlines
2h 08mORD-PHL
$77
8/14Wed
nonstopAmerican Airlines
2h 09mDCA-ORD
8/21Wed
nonstopAmerican Airlines
1h 56mORD-DCA
$91
8/14Wed
nonstopAmerican Airlines
2h 14mBWI-ORD
8/21Wed
nonstopAmerican Airlines
2h 08mORD-BWI
$91
9/14Sat
nonstopDelta
2h 44mJFK-ORD
9/21Sat
nonstopDelta
2h 37mORD-JFK
$101
8/13Tue
nonstopDelta
2h 54mLGA-ORD
8/15Thu
nonstopDelta
2h 19mORD-LGA
$101

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Recent one-way flight deals

9/24Tue
nonstopFrontier
2h 24mPHL-ORD
$24
8/13Tue
nonstopFrontier
2h 41mDFW-ORD
$24
8/26Mon
nonstopSpirit Airlines
2h 29mDFW-ORD
$28
8/19Mon
nonstopSpirit Airlines
2h 39mLGA-ORD
$31
8/13Tue
nonstopUnited Airlines
2h 13mDCA-ORD
$39
8/13Tue
nonstopUnited Airlines
2h 11mBWI-ORD
$39
8/14Wed
nonstopAmerican Airlines
2h 18mDCA-ORD
$46
10/9Wed
nonstopDelta
3h 58mSEA-ORD
$49
9/14Sat
nonstopDelta
2h 44mJFK-ORD
$51
7/4Thu
nonstopAmerican Airlines
2h 36mLGA-ORD
$55

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Last minute flights to Pleasant Prairie

Last minute flight, train and bus deals

6/18Tue
multi-stopFrontier
4h 47mPHL-ORD
6/25Tue
nonstopFrontier
2h 02mORD-PHL
$86
6/18Tue
nonstopFrontier
2h 21mPHL-ORD
6/25Tue
nonstopFrontier
2h 02mORD-PHL
$88
6/18Tue
multi-stopSpirit Airlines
6h 21mEWR-ORD
7/9Tue
multi-stopSpirit Airlines
11h 42mORD-EWR
$142
6/18Tue
nonstopDelta
2h 58mJFK-ORD
7/9Tue
nonstopDelta
2h 41mORD-JFK
$167
6/18Tue
multi-stopSpirit Airlines
25h 49mEWR-ORD
7/25Thu
nonstopSpirit Airlines
2h 20mORD-EWR
$170
6/15Sat
nonstopAmerican Airlines
2h 27mPHL-ORD
6/19Wed
nonstopAmerican Airlines
1h 58mORD-PHL
$201
6/18Tue
nonstopDelta
3h 01mJFK-ORD
6/20Thu
nonstopDelta
2h 14mORD-JFK
$204
6/14Fri
nonstopAmerican Airlines
2h 40mPHL-ORD
6/19Wed
nonstopAmerican Airlines
1h 58mORD-PHL
$226
6/18Tue
nonstopUnited Airlines
2h 24mPHL-ORD
6/19Wed
nonstopUnited Airlines
2h 08mORD-PHL
$260
6/18Tue
multi-stopUnited Airlines
5h 11mPHL-ORD
6/19Wed
multi-stopUnited Airlines
6h 43mORD-PHL
$299

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Flights to Pleasant Prairie