$236 Cheap flight deals from Chicago (CHI) to Osbourn (ANU)

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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, Dec 5 - Thu, Dec 11
ORD
O'Hare Intl.
ANU
V.C. Bird Intl.
$480 Roundtrip, found 1 day ago
$480
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Dec 5 from O'Hare Intl. to V.C. Bird Intl., returning Thu, Dec 11, priced at $480 found 1 day ago

Airfares from $236 One Way, $447 Round Trip from Chicago to Osbourn

Prices starting at $447 for return flights and $236 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.

Sat, Jan 17 - Fri, Feb 6
ORD
Chicago
ANU
Antigua
$447 Roundtrip, found 3 days ago
$447
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Jan 17 from Chicago to Antigua, returning Fri, Feb 6, priced at $447 found 3 days ago
Sun, Jan 18 - Fri, Feb 6
ORD
Chicago
ANU
Antigua
$462 Roundtrip, found 3 days ago
$462
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Jan 18 from Chicago to Antigua, returning Fri, Feb 6, priced at $462 found 3 days ago
Sun, Jan 18 - Thu, Feb 5
ORD
Chicago
ANU
Antigua
$471 Roundtrip, found 3 days ago
$471
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Jan 18 from Chicago to Antigua, returning Thu, Feb 5, priced at $471 found 3 days ago
Wed, Jan 28 - Thu, Feb 5
ORD
Chicago
ANU
Antigua
$472 Roundtrip, found 11 hours ago
$472
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Wed, Jan 28 from Chicago to Antigua, returning Thu, Feb 5, priced at $472 found 11 hours ago
Fri, Jan 30 - Thu, Feb 5
ORD
Chicago
ANU
Antigua
$476 Roundtrip, found 11 hours ago
$476
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Fri, Jan 30 from Chicago to Antigua, returning Thu, Feb 5, priced at $476 found 11 hours ago

Osbourn economy flight packages

Price found within the past 48 hours. Click for updated prices.
Dickenson Bay Oasis Antigua Village
3.0-star property

Dickenson Bay Oasis Antigua Village

8.8/10 Excellent! (54 reviews)

Jan 19 - Jan 22

3 night stay

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

American Airlines • Roundtrip • Coach
Price was $1,206, price is now $974 per person
$974
per person
found 1 day ago
Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only
4.5-star property

Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

7.6/10 Good! (502 reviews)

Jan 12 - Jan 14

2 night stay

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

American Airlines • Roundtrip • Coach
Price was $1,728, price is now $1,180 per person
$1,180
per person
found 1 day ago
The resort is relatively new and its cleanliness shows that, but the staff was ill equipped to deal with guest expectations at an all-inclusive resort (that was not cheap)! Restaurants only open certain hours, same with bars, closing up at 11 each night… and running out of ice by the pool is never acceptable. The food at Haven Grill was superb. Olympus is a mediterranean restaurant that didn’t have feta cheese. ?? Vespa as the Italian restaurant had great pizza, but the pasta dishes were really lacking - my polenta was mush and tge meatballs were too spicey to eat. My experience at Hunter’s Steakhouse was very good as I ordered the NY strip… but everyone at my table that ordered the ribeye were grossly disappointed! We ended the week paying for dinner at Pescari and the food was delicious… but the service was slow as molasses. Our reservations were at 8 and it was after 9 before any food ever made it to our table. It was 10 before we could order dessert and then we were rushed out for closing time. Overall, the trip away from home was very restful and the views and beach/pool combo were perfect. I think the bartenders and waiters could benefit from some higher end training. Good luck to you! Oh … one last thing… as a Marriott property, and I am a long-time Bonvoy member… it was pretty disappointing that I couldn’t get points for this nearly $6k trip!!

Reviewed on Jan 29, 2025

Villa Papillon
3.5-star property

Villa Papillon

No reviews

Jan 5 - Jan 10

5 night stay

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

United • Non-stop • Coach

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

Air Canada • Non-stop • Coach
Price was $24,907, price is now $19,187 per person
$19,187
per person
found 13 hours ago
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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

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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.

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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.