$113+ Cheap flights from Palm Springs (PSP) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
PSP — MDW
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from Palm Springs to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Palm Springs to Midway
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Cheapest flights from Palm Springs to MidwayExplore the most affordable flight options available from Palm Springs to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
Explore the most affordable flight options available from Palm Springs to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:05 pm -
1 stop8h 40m
Mon 11/161:20 pm -
2 stops10h 20m
Deal found 10/21![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:35 pm -
1 stop5h 15m
Mon 12/75:05 pm -
1 stop6h 35m
Deal found 10/22![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:55 am -
2 stops7h 00m
Thu 11/2612:45 pm -
1 stop6h 00m
Deal found 10/21![Southwest logo]()
$351
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:00 am -
2 stops8h 05m
Sun 12/66:05 pm -
1 stop7h 25m
Deal found 10/23![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/216:04 am -
2 stops10h 00m
Sat 11/286:00 am -
1 stop7h 30m
Deal found 10/22![Delta logo]()
$366
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/212:55 pm -
1 stop7h 35m
Sat 11/286:15 am -
1 stop6h 55m
Deal found 10/22![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2512:40 pm -
1 stop8h 14m
Sat 11/286:00 am -
1 stop7h 30m
Deal found 10/21![Delta logo]()
$370
Best flights from Palm Springs to MidwayDiscover carefully curated flight deals from Palm Springs to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from Palm Springs to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/87:10 am -
1 stop7h 10m
Mon 1/113:45 pm -
1 stop8h 00m
Deal found 10/22![Southwest logo]()
$314
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2512:40 pm -
1 stop8h 14m
Tue 12/16:00 am -
1 stop7h 36m
Deal found 10/21![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/27:50 am -
1 stop6h 35m
Fri 2/59:40 pm -
1 stop13h 05m
Deal found 10/24![Southwest logo]()
$376
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:40 pm -
1 stop8h 14m
Sun 11/156:00 am -
1 stop7h 30m
Deal found 10/22![Delta logo]()
$439
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/47:30 am -
1 stop8h 00m
Wed 11/115:45 pm -
1 stop5h 55m
Deal found 10/20![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:05 pm -
1 stop8h 40m
Sun 11/156:05 pm -
1 stop7h 25m
Deal found 10/24![Southwest logo]()
$454
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2411:10 am -
1 stop11h 05m
Mon 12/2810:50 pm -
1 stop13h 05m
Deal found 10/23![Southwest logo]()
$467
Last-minute flights from Palm Springs to MidwayDiscover last-minute flight deals from Palm Springs to Midway. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Palm Springs to Midway. Data last updated October 25, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:05 pm -
1 stop8h 40m
Mon 11/161:20 pm -
2 stops10h 20m
Deal found 10/21![Southwest logo]()
$314
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/216:04 am -
2 stops10h 00m
Sat 11/286:00 am -
1 stop7h 30m
Deal found 10/22![Delta logo]()
$366
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/212:55 pm -
1 stop7h 35m
Sat 11/286:15 am -
1 stop6h 55m
Deal found 10/22![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:55 am -
2 stops7h 00m
Thu 11/2612:45 pm -
1 stop6h 00m
Deal found 10/21![Southwest logo]()
$351
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:00 pm -
1 stop6h 15m
Sat 11/286:15 am -
1 stop6h 55m
Deal found 10/21![Southwest logo]()
$379
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:04 am -
2 stops8h 35m
Sat 11/286:00 am -
1 stop7h 30m
Deal found 10/21![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2512:40 pm -
1 stop8h 14m
Sat 11/286:00 am -
1 stop7h 30m
Deal found 10/21![Delta logo]()
$370
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/253:05 pm -
1 stop7h 10m
Fri 11/275:55 am -
1 stop6h 00m
Deal found 10/20![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2612:40 pm -
1 stop8h 14m
Sat 11/286:00 am -
1 stop7h 30m
Deal found 10/21![Delta logo]()
$380
One-way flights from Palm Springs to MidwaySearch for one-way flight options from Palm Springs to Midway. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from Palm Springs to Midway. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Southwest deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/253:05 pm -
1 stop7h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Southwest logo]()
$113
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:10 am -
2 stops7h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Southwest logo]()
$118
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/76:15 am -
1 stop8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$136
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/121:35 pm -
1 stop5h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$147
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/146:25 am -
1 stop10h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$162
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/243:05 pm -
1 stop7h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$171
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1110:50 am -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$173
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:00 am -
2 stops8h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Southwest logo]()
$178
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/2312:40 pm -
1 stop7h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Delta logo]()
$210
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:30 am -
2 stops7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$214
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:04 am -
2 stops8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Delta logo]()
$215
Find flight deals from Palm Springs to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Palm Springs (PSP) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $314 (Southwest) |
One-way from | $113 (Southwest) |
Popular in | January |
Cheapest in | April |
Average price | $390 |
Cheapflights Fare Finder
Customize your flight search to find flights from Palm Springs to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 25, 2026.
Use the filters below to find and compare flights from Palm Springs to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Sat 12/12
7:10 am-5:05 pm
2 stops7h 55m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$118
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Thu 1/7
7:15 am-4:30 pm
2 stops7h 15m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$141
Quickest round-trip
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Tue 11/24
3:05 pm-12:15 am
1 stop7h 10m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$171
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Fri 12/11
10:50 am-9:25 pm
1 stop8h 35m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$173
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Tue 11/24
6:04 am-4:39 pm
2 stops8h 35m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$215
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Fri 1/8
7:10 am-4:20 pm
1 stop7h 10m
Chicago Midway
Mon 1/11
3:45 pm-9:45 pm
1 stop8h 00m
$314
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Mon 11/16
7:00 am-5:05 pm
2 stops8h 05m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$374
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Tue 2/2
7:50 am-4:25 pm
1 stop6h 35m
Chicago Midway
Fri 2/5
9:40 pm-8:45 am
1 stop13h 05m
$376
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Wed 11/25
12:40 pm-10:54 pm
1 stop8h 14m
Chicago Midway
Tue 12/1
6:00 am-11:36 am
1 stop7h 36m
$399
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Wed 11/4
7:30 am-5:30 pm
1 stop8h 00m
Chicago Midway
Wed 11/11
5:45 pm-9:40 pm
1 stop5h 55m
$417
Showing 1-10 of 13 resultsSorted by cheapest first
Compare providers for flights from Palm Springs to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Palm Springs to Midway in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Palm Springs-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Palm Springs-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Palm Springs-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Palm Springs-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Palm Springs-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Palm Springs to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Palm Springs with our price prediction graph.
PSP-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated October 25, 2026.
Read reviews from past customers who have flown Southwest from Palm Springs to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Overall
7.9
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.4
Overall
7.9
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Palm Springs to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
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Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
Palm Springs and Midway flights
Browse other Palm Springs and Midway flight options. Last updated on October 25, 2026.
Other flights from Palm Springs
Browse through other flights departing from Palm Springs. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Palm Springs to Midway
Discover the top airline that operate flights from Palm Springs to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$266 | Average$462 | FlexibilityNo cancel fee | On-time63% |