$282 Cheap flight deals from Chicago (CHI) to Osbourn (ANU)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Osbourn

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jun 5 - Fri, Jun 12
ORD
O'Hare Intl.
ANU
V.C. Bird Intl.
$670 Roundtrip, found 6 days ago
$670
Roundtrip
found 6 days ago
Select Air Canada flight, departing Fri, Jun 5 from O'Hare Intl. to V.C. Bird Intl., returning Fri, Jun 12, priced at $670 found 6 days ago

Airfares from $282 One Way, $595 Round Trip from Chicago to Osbourn

Prices starting at $595 for return flights and $282 for one-way flights to Osbourn were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jun 12 - Sun, Jun 21
ORD
Chicago
ANU
Antigua
$595 Roundtrip, found 2 days ago
$595
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Jun 12 from Chicago to Antigua, returning Sun, Jun 21, priced at $595 found 2 days ago
Sun, Dec 13 - Fri, Dec 18
ORD
Chicago
ANU
Antigua
$604 Roundtrip, found 6 days ago
$604
Roundtrip
found 6 days ago
Select Air Canada flight, departing Sun, Dec 13 from Chicago to Antigua, returning Fri, Dec 18, priced at $604 found 6 days ago
Sun, Apr 11 - Thu, Apr 15
ORD
Chicago
ANU
Antigua
$616 Roundtrip, found 6 days ago
$616
Roundtrip
found 6 days ago
Select Air Canada flight, departing Sun, Apr 11 from Chicago to Antigua, returning Thu, Apr 15, priced at $616 found 6 days ago
Fri, Jul 3 - Mon, Jul 6
ORD
Chicago
ANU
Antigua
$620 Roundtrip, found 3 days ago
$620
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Jul 3 from Chicago to Antigua, returning Mon, Jul 6, priced at $620 found 3 days ago
Sat, Sep 19 - Thu, Sep 24
ORD
Chicago
ANU
Antigua
$762 Roundtrip, found 5 days ago
$762
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 19 from Chicago to Antigua, returning Thu, Sep 24, priced at $762 found 5 days ago

Osbourn economy flight packages

Price found within the past 48 hours. Click for updated prices.
St. James's Club Antigua - All Inclusive
4.0-star property

St. James's Club Antigua - All Inclusive

8.4/10 Very Good! (811 reviews)

Jul 19 - Jul 24

5 night stay

Chicago (ORD) to St. John's (ANU)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,944, price is now $1,615 per person
$1,615
per person
found 24 hours ago
The damn frogs were beefin all night sounding like they were chilling in a rocking chair all night. Seaweed smell was cray in the mornings. BUT really enjoyed the spa, snorkeling excursion and friendliness of the staff. Oh and the coffee shop was a great perk.

Reviewed on Jun 27, 2024

Galley Bay Resort & Spa
5.0-star property

Galley Bay Resort & Spa

9.4/10 Exceptional! (468 reviews)

Jul 19 - Jul 24

5 night stay

Chicago (ORD) to St. John's (ANU)

American Airlines • Non-stop roundtrip • Coach
Price was $6,314, price is now $2,699 per person
$2,699
per person
found 24 hours ago
Absolutely LOVED this place. We WILL BE BACK !!!

Reviewed on Aug 19, 2023

The Verandah Antigua - All Inclusive - Adults Only
4.0-star property

The Verandah Antigua - All Inclusive - Adults Only

8.6/10 Excellent! (601 reviews)

Jul 19 - Jul 24

5 night stay

Chicago (ORD) to St. John's (ANU)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,332, price is now $1,676 per person
$1,676
per person
found 23 hours ago
Beautiful beach. Staff generally friendly. Forced to eat buffet everyday as other restaurants booked up well in advance. Coffee smelt like goats and didn't taste much better. Took an hour to get a pizza by the beach. Limited top shelf booze...depended on what bar you were at.

Reviewed on Feb 28, 2025

Don't see what you're looking for?
See all available trips from Chicago to Osbourn
View all trips

More About Flying To Osbourn from Chicago

Route Information for Flights from Chicago to Osbourn

Origin Airport IATA Code
CHI
Destination Airport IATA Code
ANU
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Osbourn

Those who want guaranteed low prices for Chicago to Osbourn flights only need to visit Orbitz. We take advantage of the latest mobile technologies to make sure you get the best bargain on your trip and that everything goes smoothly and according to your plans.

Take Advantage of Orbitz’s Amazing Customer Service on Chicago to Osbourn Flights

We will help you from booking to boarding on flights from Chicago to Osbourn. Whether you have questions about baggage limits, seat assignments or anything else, we will be there to answer them for you.

Get Great Recommendations For Travel Ideas On Orbitz.com

We do not only get the best bargains on flights from Chicago to Osbourn, but we can tell you what to do once you get there. Whether it is a music festival, hotel recommendation or list of local attractions, Orbitz can help make your travel plan more exciting.

Combine Car Rental With Your Discount Flight For Even More Savings

Not only can we get bargain deals on flights from Chicago to Osbourn but we can book your transport as well. By combining car rental with Chicago to Osbourn flights, you can be sure to save money and start moving as soon as you hit the ground.

Use Orbitz On The Go To Stay Informed Using Your Smartphone

This convenient app works with most smartphones and allows you to see the status of flights from Chicago to Osbourn. You don’t have to worry, if something goes wrong, we’ll let you know.

Frequently asked questions

What is the shortest flight from Chicago to Osbourn?
With the trip from O'Hare Airport to ANU taking a minimum of 5 hours and 58 minutes, you'll have plenty of time to kick back and enjoy the experience. Indulge in a glass of red and settle into your seat with an interesting movie or book.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.