$110+ Cheap flights from Midway (MDW) to Isle of Wight, VA
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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — RIC
Oct 13 — Oct 201
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Isle of Wight 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 Midway to Isle of Wight
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Best
Last-minute
One-way
Cheapest flights from Midway to Isle of WightExplore the most affordable flight options available from Midway to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 13, 2026.
Explore the most affordable flight options available from Midway to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 13, 2026.
This Expedia deal was found by Cheapflights users on 9/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:25 am -
1 stop5h 04m
Sun 9/201:18 pm -
1 stop11h 26m
Deal found 9/8![Frontier logo]()
$300
This Southwest deal was found by Cheapflights users on 9/9. 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 10/108:05 am -
Nonstop2h 00m
Sat 10/247:55 am -
Nonstop2h 10m
Deal found 9/9![Southwest logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/106:21 am -
1 stop7h 34m
Fri 10/168:03 pm -
2 stops28h 40m
Deal found 9/9![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/103:30 pm -
2 stops20h 04m
Sat 10/173:50 pm -
1 stop8h 53m
Deal found 9/9![Frontier logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/26:25 am -
2 stops16h 53m
Sun 10/41:18 pm -
1 stop5h 28m
Deal found 9/9![Multiple Airlines logo]()
$307
This Priceline deal was found by Cheapflights users on 9/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:25 am -
1 stop5h 04m
Tue 9/151:18 pm -
1 stop5h 28m
Deal found 9/8![Frontier logo]()
$310
This Trip.com deal was found by Cheapflights users on 9/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:25 am -
1 stop5h 04m
Sun 10/41:18 pm -
1 stop5h 28m
Deal found 9/12![Frontier logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/86:21 am -
1 stop5h 23m
Sun 10/114:57 pm -
2 stops7h 46m
Deal found 9/9![Multiple Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 9/10. 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 10/287:45 am -
2 stops7h 25m
Thu 10/297:45 am -
Nonstop2h 10m
Deal found 9/10![Southwest logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 9/296:25 am -
1 stop5h 04m
Wed 9/307:00 am -
2 stops11h 51m
Deal found 9/9![Multiple Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 9/9. 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 10/104:10 pm -
Nonstop2h 05m
Fri 10/167:00 pm -
Nonstop2h 10m
Deal found 9/9![Southwest logo]()
$318
Best flights from Midway to Isle of WightDiscover carefully curated flight deals from Midway to Isle of Wight that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 13, 2026.
Discover carefully curated flight deals from Midway to Isle of Wight that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 13, 2026.
This Southwest deal was found by Cheapflights users on 9/10. 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 10/174:10 pm -
Nonstop2h 05m
Tue 10/207:50 am -
Nonstop2h 10m
Deal found 9/10![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 9/10. 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 10/286:10 pm -
Nonstop2h 00m
Thu 10/297:45 am -
Nonstop2h 10m
Deal found 9/10![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 9/9. 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 11/96:10 pm -
1 stop4h 20m
Thu 11/127:30 am -
Nonstop2h 15m
Deal found 9/9![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 9/9. 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 10/104:50 pm -
1 stop3h 40m
Fri 10/167:00 pm -
Nonstop2h 10m
Deal found 9/9![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 9/8. 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 10/216:10 pm -
Nonstop2h 00m
Sun 10/257:55 pm -
1 stop5h 15m
Deal found 9/8![Southwest logo]()
$374
This Southwest deal was found by Cheapflights users on 9/8. 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.
Sat 10/1011:25 am -
2 stops9h 05m
Sat 10/1711:20 am -
2 stops7h 05m
Deal found 9/8![Southwest logo]()
$395
This Southwest deal was found by Cheapflights users on 9/11. 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 11/1212:45 pm -
1 stop3h 30m
Sun 11/157:30 am -
Nonstop2h 15m
Deal found 9/11![Southwest logo]()
$399
This Southwest deal was found by Cheapflights users on 9/12. 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 10/166:45 pm -
Nonstop2h 05m
Tue 10/207:50 am -
Nonstop2h 10m
Deal found 9/12![Southwest logo]()
$413
Last-minute flights from Midway to Isle of WightDiscover last-minute flight deals from Midway to Isle of Wight. Data last updated September 13, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Isle of Wight. Data last updated September 13, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:25 am -
1 stop5h 04m
Sun 9/201:18 pm -
1 stop11h 26m
Deal found 9/8![Frontier logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 9/296:25 am -
1 stop5h 04m
Wed 9/307:00 am -
2 stops11h 51m
Deal found 9/9![Multiple Airlines logo]()
$317
This Trip.com deal was found by Cheapflights users on 9/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:25 am -
1 stop5h 04m
Sun 10/41:18 pm -
1 stop5h 28m
Deal found 9/12![Frontier logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/26:25 am -
2 stops16h 53m
Sun 10/41:18 pm -
1 stop5h 28m
Deal found 9/9![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/86:21 am -
1 stop5h 23m
Sun 10/114:57 pm -
2 stops7h 46m
Deal found 9/9![Multiple Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 9/9. 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 10/108:05 am -
Nonstop2h 00m
Sat 10/247:55 am -
Nonstop2h 10m
Deal found 9/9![Southwest logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/106:21 am -
1 stop7h 34m
Fri 10/168:03 pm -
2 stops28h 40m
Deal found 9/9![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/103:30 pm -
2 stops20h 04m
Sat 10/173:50 pm -
1 stop8h 53m
Deal found 9/9![Frontier logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/106:21 am -
1 stop7h 34m
Sat 10/171:48 pm -
2 stops10h 55m
Deal found 9/9![Multiple Airlines logo]()
$310
This deal was found by Cheapflights users on 9/7. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:22 am -
1 stop5h 16m
Sun 10/251:19 pm -
1 stop5h 26m
Deal found 9/7![Frontier logo]()
$299
This Southwest deal was found by Cheapflights users on 9/10. 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 10/287:45 am -
2 stops7h 25m
Thu 10/297:45 am -
Nonstop2h 10m
Deal found 9/10![Southwest logo]()
$316
One-way flights from Midway to Isle of WightSearch for one-way flight options from Midway to Isle of Wight. Find affordable one-way fares based on user searches. Data last updated September 13, 2026.
Search for one-way flight options from Midway to Isle of Wight. Find affordable one-way fares based on user searches. Data last updated September 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Tue 12/82:04 pm -
1 stop27h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$110
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:25 am -
1 stop5h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$111
This Jetabroad deal was found by Cheapflights users on 9/8. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:25 am -
1 stop5h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$115
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:21 am -
1 stop5h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$119
This Trip.com deal was found by Cheapflights users on 9/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:16 am -
1 stop5h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$121
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:21 am -
1 stop7h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Mon 10/56:46 pm -
1 stop16h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$130
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:24 am -
1 stop5h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 10/76:25 am -
1 stop29h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Mon 10/266:15 am -
1 stop29h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$134
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/258:42 pm -
1 stop19h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$135
Find flight deals from Midway to Isle of Wight
Keep the following information in mind while searching for Midway to Isle of Wight flight deals. Data was last updated September 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 |
One-way from | $110 (Kiwi.com) |
Popular in | November |
Cheapest in | February |
Average price | $465 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Isle of Wight 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 September 13, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Isle of Wight that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Sun 11/8
6:16 am-12:46 pm
1 stop5h 30m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$131
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Mon 10/26
6:45 pm-9:50 pm
Nonstop2h 05m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$151
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Sat 11/7
8:25 am-11:35 am
Nonstop2h 10m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$151
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Mon 12/7
8:50 am-1:30 pm
1 stop3h 40m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$156
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Sat 12/5
6:00 am-1:54 pm
1 stop6h 54m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$161
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Mon 10/26
5:09 pm-10:30 pm
1 stop4h 21m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$161
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Tue 11/10
1:20 pm-9:15 pm
2 stops6h 55m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$166
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Thu 10/8
6:45 pm-9:50 pm
Nonstop2h 05m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$183
Quickest round-trip
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Wed 11/25
7:10 pm-10:10 pm
Nonstop2h 00m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$197
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Sat 10/17
4:10 pm-7:15 pm
Nonstop2h 05m
Norfolk
Tue 10/20
7:50 am-9:00 am
Nonstop2h 10m
$301
Showing 1-10 of 17 resultsSorted by cheapest first
Best time to book a flight from Midway to Isle of Wight
Have a flexible travel schedule? Discover the best time to fly to Isle of Wight from Midway with our price prediction graph.
MDW-ORF
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 Isle of Wight
MDW-I1W
MDW-ORF
What is the cheapest time of day to fly from MDW to I1W?
Find hourly flight availability from Midway to Isle of Wight. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 13, 2026.
It’s optimal to fly from Chicago Midway Airport to Isle of Wight at noon. By choosing this option you can save up to 14% on the cost of your flight, compared to a flight in the evening.
What is the cheapest day to fly from Chicago Midway Airport to Isle of Wight?
Use this chart to determine the cheapest time to fly round-trip from Midway to Isle of Wight. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Isle of Wight flight should consider departing on Wednesday at noon when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Isle of Wight
Get insights into the airlines that provide service to Isle of Wight. 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 Isle of Wight. Reviews last updated September 13, 2026.
Peruse reviews from past customers who have flown with Southwest from Chicago Midway Airport to Isle of Wight to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Isle of Wight. 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 Isle of Wight by adding a car rental and/or hotel reservation to your travel itinerary.
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Midway and Isle of Wight flights
Browse other Midway and Isle of Wight flight options. Last updated on September 13, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on September 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Isle of Wight flights
Consider these flights traveling from Midway to Isle of Wight.
Top airline flying from Midway to Isle of Wight
Discover the top airline that operate flights from Midway to Isle of Wight. 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 September 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$396 | FlexibilityNo cancel fee | On-time63% |