$335+ Cheap flights from O'Hare Intl (ORD) to Anguilla
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — AXA
Jun 17 — Jun 241
1 adult, Economy
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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 O'Hare Intl to Anguilla
Keep the following information in mind while searching for O'Hare Intl to Anguilla flight deals. Data was last updated June 12, 2025.
Round-trip from | $603 (American Airlines) |
|---|---|
One-way from | $335 (American Airlines) |
Popular in | August |
Cheapest in | January |
Average price | $706 |
Find flight deals from O'Hare Intl to Anguilla
Cheapest flights from O'Hare Intl to AnguillaExplore the most affordable flight options available from O'Hare Intl to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
Explore the most affordable flight options available from O'Hare Intl to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/266:57 pmORD - AXA
1 stop17h 28mAmerican Airlines
Fri 8/14:25 pmAXA - ORD
1 stop17h 37mAmerican Airlines
Deal found 6/11![American Airlines logo]()
$603
This Mytrip deal was found by Cheapflights users on 6/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/105:40 pmORD - AXA
2 stops22h 00mMultiple Airlines
Mon 7/1410:00 amAXA - ORD
3 stops30h 31mMultiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$753
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Anguilla 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 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Anguilla that are best for you.
Fly from
O'Hare Intl
Fly to
Anguilla
Route
Depart
Return
Price
ChicagoThe Valley
ORD - AXA
ORDAXA
Chicago O'Hare Intl
Sat 7/26
6:57 pm-1:25 pm
1 stop17h 28m
The Valley Wallblake Intl
Fri 8/1
4:25 pm-9:02 am
1 stop17h 37m
$603
ChicagoThe Valley
ORD - AXA
ORDAXA
Chicago O'Hare Intl
Thu 7/10
5:40 pm-4:40 pm
2 stops22h 00m
The Valley Wallblake Intl
Mon 7/14
10:00 am-3:31 pm
3 stops30h 31m
$753
ChicagoThe Valley
ORD - AXA
ORDAXA
Chicago O'Hare Intl
Wed 7/2
5:29 am-3:35 pm
2 stops9h 06m
$335
ChicagoThe Valley
ORD - AXA
ORDAXA
Chicago O'Hare Intl
Thu 7/10
11:21 am-4:40 pm
3 stops28h 19m
$411
Best time to book a flight from O'Hare Intl to Anguilla
Have a flexible travel schedule? Discover the best time to fly to Anguilla from O'Hare Intl with our price prediction graph.
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 O'Hare Intl Airport to Anguilla
Rainfall in Anguilla by month
Plan your trip to Anguilla by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Anguilla ranges from 1.6 - 4.3 inches per month. August is typically the wettest month, when rainfall can reach 4.3 in. February is typically the driest time to visit Anguilla when rainfall is around 1.6 in.
Temperature in Anguilla by month
Plan your trip to Anguilla by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Anguilla, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 78.8 F).
Reviews of airlines servicing Anguilla
Get insights into the airlines that provide service to Anguilla. 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 Anguilla. Reviews last updated June 12, 2025.
Food
6.5
Entertainment
6.9
Boarding
7.5
Overall
7.2
Comfort
7.2
Crew
8.0
Reviews
1 / 20
10.0
ExcellentLeonardo,May 2025
JFK - BGI
Food
6.5
Entertainment
6.9
Boarding
7.5
Overall
7.2
Comfort
7.2
Crew
8.0
Reviews
1 / 20
10.0
ExcellentLeonardo,May 2025
JFK - BGI
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Anguilla. 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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Alternative routes for O'Hare Intl to Anguilla
See prices for flight routes from nearby airports that may be better suited for you.
Top airline flying from O'Hare Intl to Anguilla
Discover the top airline that operate flights from O'Hare Intl to Anguilla. 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 2,558,603 searches. Data last updated June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$614 | Average$895 | FlexibilityNo cancel fee | On-time71% |