$208+ Cheap flights from Midway (MDW) to Aruba
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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — AUA
Nov 7 — Nov 141
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Aruba 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
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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 Midway to Aruba
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Cheapest flights from Midway to ArubaExplore the most affordable flight options available from Midway to Aruba. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 8, 2026.
Explore the most affordable flight options available from Midway to Aruba. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 8, 2026.
This Southwest deal was found by Cheapflights users on 10/3. 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.
Sun 11/155:10 am -
1 stop7h 50m
Thu 11/193:55 pm -
1 stop7h 25m
Deal found 10/3![Southwest logo]()
$594
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:08 am -
3 stops32h 17m
Mon 11/164:15 pm -
3 stops33h 32m
Deal found 10/6![Multiple Airlines logo]()
$620
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:08 am -
3 stops32h 17m
Mon 11/95:25 pm -
3 stops32h 22m
Deal found 10/8![Multiple Airlines logo]()
$622
This Delta deal was found by Cheapflights users on 10/3. 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 12/126:00 am -
1 stop7h 20m
Thu 12/174:35 pm -
1 stop8h 19m
Deal found 10/3![Delta logo]()
$628
This Delta deal was found by Cheapflights users on 10/4. 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.
Mon 11/166:00 am -
1 stop7h 20m
Thu 11/264:35 pm -
1 stop8h 19m
Deal found 10/4![Delta logo]()
$634
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:16 am -
3 stops32h 09m
Mon 11/25:25 pm -
2 stops32h 22m
Deal found 10/7![Multiple Airlines logo]()
$642
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:08 am -
3 stops32h 17m
Mon 11/95:25 pm -
3 stops32h 22m
Deal found 10/6![Multiple Airlines logo]()
$662
This Southwest deal was found by Cheapflights users on 10/6. 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 11/125:10 am -
1 stop7h 50m
Thu 11/193:55 pm -
1 stop7h 25m
Deal found 10/6![Southwest logo]()
$668
Best flights from Midway to ArubaDiscover carefully curated flight deals from Midway to Aruba that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 8, 2026.
Discover carefully curated flight deals from Midway to Aruba that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 8, 2026.
This Delta deal was found by Cheapflights users on 10/3. 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 12/126:00 am -
1 stop7h 20m
Wed 12/164:35 pm -
1 stop8h 19m
Deal found 10/3![Delta logo]()
$628
This Southwest deal was found by Cheapflights users on 10/8. 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 11/259:05 pm -
2 stops15h 55m
Mon 11/304:00 pm -
2 stops19h 00m
Deal found 10/8![Southwest logo]()
$744
This Delta deal was found by Cheapflights users on 10/7. 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 10/276:04 am -
1 stop7h 16m
Mon 11/24:35 pm -
1 stop7h 58m
Deal found 10/7![Delta logo]()
$772
This Southwest deal was found by Cheapflights users on 10/5. 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.
Sun 1/107:55 pm -
2 stops16h 30m
Sat 1/162:35 pm -
1 stop8h 45m
Deal found 10/5![Southwest logo]()
$812
This Southwest deal was found by Cheapflights users on 10/3. 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.
Sun 11/298:45 pm -
2 stops16h 15m
Sat 12/52:35 pm -
1 stop9h 05m
Deal found 10/3![Southwest logo]()
$812
This Southwest deal was found by Cheapflights users on 10/6. 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 2/198:25 pm -
2 stops18h 05m
Tue 2/233:20 pm -
1 stop9h 30m
Deal found 10/6![Southwest logo]()
$816
This Southwest deal was found by Cheapflights users on 10/8. 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 1/15:20 am -
1 stop7h 40m
Thu 1/73:20 pm -
2 stops16h 25m
Deal found 10/8![Southwest logo]()
$855
This Southwest deal was found by Cheapflights users on 10/4. 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 12/226:30 pm -
2 stops17h 45m
Tue 12/294:00 pm -
2 stops18h 40m
Deal found 10/4![Southwest logo]()
$906
This Southwest deal was found by Cheapflights users on 10/4. 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 1/185:10 am -
1 stop8h 40m
Sat 1/232:35 pm -
1 stop8h 45m
Deal found 10/4![Southwest logo]()
$908
Last-minute flights from Midway to ArubaDiscover last-minute flight deals from Midway to Aruba. Data last updated October 8, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Aruba. Data last updated October 8, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/6. 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 10/275:50 pm -
2 stops19h 20m
Mon 11/24:00 pm -
2 stops10h 05m
Deal found 10/6![Southwest logo]()
$672
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:16 am -
3 stops32h 09m
Mon 11/25:25 pm -
2 stops32h 22m
Deal found 10/7![Multiple Airlines logo]()
$642
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:08 am -
3 stops32h 17m
Mon 11/95:25 pm -
3 stops32h 22m
Deal found 10/6![Multiple Airlines logo]()
$662
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:08 am -
3 stops32h 17m
Mon 11/95:25 pm -
3 stops32h 22m
Deal found 10/8![Multiple Airlines logo]()
$622
This Southwest deal was found by Cheapflights users on 10/6. 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 11/125:10 am -
1 stop7h 50m
Thu 11/193:55 pm -
1 stop7h 25m
Deal found 10/6![Southwest logo]()
$668
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:08 am -
3 stops32h 17m
Thu 11/195:25 pm -
3 stops28h 22m
Deal found 10/5![Multiple Airlines logo]()
$671
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:08 am -
3 stops32h 17m
Mon 11/164:15 pm -
3 stops33h 32m
Deal found 10/6![Multiple Airlines logo]()
$620
This Southwest deal was found by Cheapflights users on 10/3. 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.
Sun 11/155:10 am -
1 stop7h 50m
Thu 11/193:55 pm -
1 stop7h 25m
Deal found 10/3![Southwest logo]()
$594
This Delta deal was found by Cheapflights users on 10/4. 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.
Mon 11/166:00 am -
1 stop7h 20m
Thu 11/264:35 pm -
1 stop8h 19m
Deal found 10/4![Delta logo]()
$634
One-way flights from Midway to ArubaSearch for one-way flight options from Midway to Aruba. Find affordable one-way fares based on user searches. Data last updated October 8, 2026.
Search for one-way flight options from Midway to Aruba. Find affordable one-way fares based on user searches. Data last updated October 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/43:50 pm -
3 stops45h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:42 pm -
3 stops42h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$254
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:16 am -
3 stops32h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 10/5. 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 3/298:35 pm -
2 stops15h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Southwest logo]()
$290
This Southwest deal was found by Cheapflights users on 10/7. 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 11/38:50 pm -
2 stops16h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 10/7. 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.
Sun 11/18:25 pm -
2 stops16h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$300
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:08 am -
3 stops32h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 10/7. 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 11/235:10 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 10/7. 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.
Sun 11/228:25 pm -
2 stops16h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 10/8. 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 2/156:35 am -
1 stop7h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 10/4. 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 12/315:20 am -
1 stop7h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Southwest logo]()
$333
Find flight deals from Midway to Aruba
Keep the following information in mind while searching for Midway to Aruba flight deals. Data was last updated October 8, 2026.
Round-trip from | $558 (Delta) |
|---|---|
One-way from | $208 (Kiwi.com) |
Popular in | August |
Cheapest in | January |
Average price | $741 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Aruba 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 8, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Aruba that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOranjestad
MDW Chicago Midway - AUA Oranjestad Reina Beatrix
MDWAUA
Chicago Midway
Tue 11/3
8:50 pm-3:00 pm
2 stops16h 10m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$294
ChicagoOranjestad
MDW Chicago Midway - AUA Oranjestad Reina Beatrix
MDWAUA
Chicago Midway
Tue 11/24
8:35 pm-3:00 pm
2 stops16h 25m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$322
ChicagoOranjestad
MDW Chicago Midway - AUA Oranjestad Reina Beatrix
MDWAUA
Chicago Midway
Thu 12/31
5:20 am-3:00 pm
1 stop7h 40m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$333
ChicagoOranjestad
MDW Chicago Midway - AUA Oranjestad Reina Beatrix
MDWAUA
Chicago Midway
Sun 11/1
5:10 am-3:00 pm
1 stop7h 50m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$358
ChicagoOranjestad
MDW Chicago Midway - AUA Oranjestad Reina Beatrix
MDWAUA
Chicago Midway
Fri 10/23
3:45 pm-12:40 pm
2 stops19h 55m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$368
Quickest round-trip
ChicagoOranjestad
MDW Chicago Midway - AUA Oranjestad Reina Beatrix
MDWAUA
Chicago Midway
Sat 10/24
6:04 am-2:10 pm
1 stop7h 06m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$428
ChicagoOranjestad
MDW Chicago Midway - AUA Oranjestad Reina Beatrix
MDWAUA
Chicago Midway
Mon 12/21
8:35 pm-3:00 pm
2 stops16h 25m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$464
ChicagoOranjestad
MDW Chicago Midway - AUA Oranjestad Reina Beatrix
MDWAUA
Chicago Midway
Wed 10/21
3:35 pm-2:10 pm
2 stops21h 35m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$464
ChicagoOranjestad
MDW Chicago Midway - AUA Oranjestad Reina Beatrix
MDWAUA
Chicago Midway
Sun 11/1
6:16 am-4:25 pm
3 stops32h 09m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$500
ChicagoOranjestad
MDW Chicago Midway - AUA Oranjestad Reina Beatrix
MDWAUA
Chicago Midway
Sat 12/12
6:00 am-3:20 pm
1 stop7h 20m
Oranjestad Reina Beatrix
Wed 12/16
4:35 pm-10:54 pm
1 stop8h 19m
$628
Showing 1-10 of 18 resultsSorted by cheapest first
Best time to book a flight from Midway to Aruba
Have a flexible travel schedule? Discover the best time to fly to Aruba from Midway with our price prediction graph.
MDW-AUA
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Aruba
MDW-AW0
MDW-AUA
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Aruba
Get insights into the airlines that provide service to Aruba. 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 Aruba. Reviews last updated October 8, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Aruba, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Related info for your journey
Find useful and relevant information for your journey from Midway to Aruba. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
Complete your trip to Aruba by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Midway to Aruba, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Aruba flights
Browse other Midway and Aruba flight options. Last updated on October 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Midway to Aruba
Discover the top airline that operate flights from Midway to Aruba. 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$635 | Average$905 | FlexibilityNo cancel fee | On-time63% |