$197 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.

Sun, Feb 1 - Thu, Feb 5
ORD
O'Hare Intl.
ANU
V.C. Bird Intl.
$755 Roundtrip, found 19 hours ago
$755
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Sun, Feb 1 from O'Hare Intl. to V.C. Bird Intl., returning Thu, Feb 5, priced at $755 found 19 hours ago

Airfares from $197 One Way, $425 Round Trip from Chicago to Osbourn

Prices starting at $425 for return flights and $197 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.

Thu, Feb 26 - Sun, Mar 8
ORD
Chicago
ANU
Antigua
$425 Roundtrip, found 2 days ago
$425
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Feb 26 from Chicago to Antigua, returning Sun, Mar 8, priced at $425 found 2 days ago
Sun, Mar 1 - Sun, Mar 8
ORD
Chicago
ANU
Antigua
$442 Roundtrip, found 2 days ago
$442
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sun, Mar 1 from Chicago to Antigua, returning Sun, Mar 8, priced at $442 found 2 days ago
Thu, Feb 26 - Fri, Mar 6
ORD
Chicago
ANU
Antigua
$444 Roundtrip, found 2 days ago
$444
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Feb 26 from Chicago to Antigua, returning Fri, Mar 6, priced at $444 found 2 days ago
Mon, Mar 2 - Mon, Mar 9
ORD
Chicago
ANU
Antigua
$446 Roundtrip, found 6 days ago
$446
Roundtrip
found 6 days ago
Select Air Canada flight, departing Mon, Mar 2 from Chicago to Antigua, returning Mon, Mar 9, priced at $446 found 6 days ago
Sat, May 16 - Sun, May 31
ORD
Chicago
ANU
Antigua
$448 Roundtrip, found 6 days ago
$448
Roundtrip
found 6 days ago
Select Air Canada flight, departing Sat, May 16 from Chicago to Antigua, returning Sun, May 31, priced at $448 found 6 days ago

Osbourn economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Escape at Nonsuch Bay - Adults Only
4.0-star property

The Escape at Nonsuch Bay - Adults Only

9/10 Wonderful! (761 reviews)

Mar 23 - Mar 27

4 night stay

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

American Airlines • Non-stop roundtrip • Coach
Price was $1,992, price is now $1,374 per person
$1,374
per person
found 16 hours ago
I had such high expectations for this stay. The Pros: When we first arrived, the woman that checked us in was so nice. The room was nice and clean and looked exactly like the pictures. The view was beautiful and we loved the mini pool. The Cons: It’s “all inclusive” but you have to go during the breakfast, lunch and dinner hours. The service for the meals was really hit or miss, being mostly a miss. A few times the servers literally forgot about us. It took so long to order and get our food for dinner, we would not have gone if we weren’t starving. And even with all the waiting the food was still cold and not very good. I had the burger the first night and it was just burnt. Not chard but burnt. The fries were cold. The next night, I said I wouldn’t make the same mistake and got the fish. It had no seasoning and it was cold and our server seemed so annoyed, like she was being forced to work there. I get AI resorts don’t normally have the best food and I wasn’t expecting a bunch, but this food and service were so disappointing and the worst part of this trip. We left saying we’d never be back but looking back I think we would return, just with a new set of expectations. The room was great with amazing views. It doesn’t seem impossible to get a better menu and staff that’s more attentive.

Reviewed on Nov 29, 2024

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

The Verandah Antigua - All Inclusive - Adults Only

8.6/10 Excellent! (552 reviews)

Mar 23 - Mar 27

4 night stay

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

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,361, price is now $2,092 per person
$2,092
per person
found 16 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

St. James's Club Antigua - All Inclusive
4.0-star property

St. James's Club Antigua - All Inclusive

8.4/10 Very Good! (766 reviews)

Mar 11 - Mar 17

6 night stay

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

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,895, price is now $2,582 per person
$2,582
per person
found 1 day 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

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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

If you feel you cannot afford the costs involved to your dream trip to a local or international destination happen, think again! Orbitz gives you incredible deals on flights from Chicago to Osbourn. Now you can book guaranteed low fares for Chicago to Osbourn flights and plan your trip with confidence.

Great deals on flights from Chicago to Osbourn

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Chicago to Osbourn flights at discounted rates

Finding flights at the right prices can be difficult if you are not sure where to look. Don’t ruin your trip by spending more on your flights than your budget allows. Orbitz gives you guaranteed low fares on Chicago to Osbourn flights and amazing discount offers on car rentals, hotels, and even fun activities in your destination. Your dream trip is more affordable than ever with Orbitz.

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.