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$299+ Cheap flights from Chicago (CHI) to Antigua

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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ANU
Dec 31 — Jan 71
Wed 12/31
Wed 1/7
1 adult, Economy
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Cheap flight deals from Chicago to Antigua

Keep the following information in mind while searching for Chicago to Antigua flight deals. Data was last updated December 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$476
(Expedia)

One-way from

$299
(FlightHub)

Popular in

November

Cheapest in

August

Average price

$1,075
Provider with most accurate pricing for Chicago (CHI)-St. John's V.C. Bird Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-St. John's V.C. Bird Intl flights.
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From Chicago (CHI) to Antigua
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One-way flight from Chicago (CHI) to Antigua
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Highest demand for flights based on searches. 19% potential increase in price ($188 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Find flight deals from Chicago to Antigua

Cheapest flights from Chicago to Antigua
Explore the most affordable flight options available from Chicago to Antigua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 1, 2025.

This Mytrip deal was found by Cheapflights users on 11/29. 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.
Wed 12/1010:00 amORD - ANU
1 stop27h 20mMultiple Airlines
Wed 12/178:30 amANU - ORD
2 stops17h 39mMultiple Airlines
Deal found 11/29$611
This American Airlines deal was found by Cheapflights users on 11/29. 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.
Tue 12/307:26 pmORD - ANU
1 stop17h 38mAmerican Airlines
Thu 1/222:15 pmANU - ORD
1 stop10h 53mAmerican Airlines
Deal found 11/29$621
This American Airlines deal was found by Cheapflights users on 11/29. 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.
Wed 12/108:50 pmORD - ANU
2 stops15h 21mAmerican Airlines
Wed 12/173:30 pmANU - ORD
2 stops18h 00mAmerican Airlines
Deal found 11/29$646
This Delta deal was found by Cheapflights users on 11/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:00 amMDW - ANU
1 stop6h 45mDelta
Thu 1/224:04 pmANU - MDW
1 stop8h 18mDelta
Deal found 11/30$651
This Delta deal was found by Cheapflights users on 11/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:00 amMDW - ANU
1 stop6h 45mDelta
Sat 1/243:05 pmANU - MDW
1 stop9h 17mDelta
Deal found 11/30$676
This Delta deal was found by Cheapflights users on 11/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:30 amORD - ANU
1 stop7h 15mDelta
Sat 1/243:05 pmANU - ORD
1 stop10h 51mDelta
Deal found 11/30$676
This American Airlines deal was found by Cheapflights users on 11/30. 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.
Tue 12/307:26 pmORD - ANU
1 stop17h 38mAmerican Airlines
Thu 1/292:15 pmANU - ORD
1 stop10h 53mAmerican Airlines
Deal found 11/30$721
This American Airlines deal was found by Cheapflights users on 11/30. 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.
Tue 12/307:26 pmORD - ANU
1 stop17h 38mAmerican Airlines
Mon 1/262:54 pmANU - ORD
1 stop10h 33mAmerican Airlines
Deal found 11/30$746
This Delta deal was found by Cheapflights users on 11/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amMDW - ANU
1 stop6h 45mDelta
Thu 1/224:04 pmANU - MDW
1 stop8h 18mDelta
Deal found 11/30$1,126
This Delta deal was found by Cheapflights users on 11/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amMDW - ANU
1 stop6h 45mDelta
Sat 1/173:05 pmANU - MDW
1 stop9h 02mDelta
Deal found 11/30$1,151
This Delta deal was found by Cheapflights users on 11/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:00 amMDW - ANU
1 stop6h 45mDelta
Sat 12/274:00 pmANU - MDW
1 stop8h 22mDelta
Deal found 11/30$1,377
This Kiwi.com deal was found by Cheapflights users on 11/30. 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 12/204:15 pmMDW - ANU
1 stop21h 14mMultiple Airlines
Sat 12/278:30 amANU - MDW
2 stops27h 35mMultiple Airlines
Deal found 11/30$2,327

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Antigua 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 December 1, 2025.
Use the filters below to find and compare flights from Chicago to Antigua that are best for you.

Fly from

Chicago

Fly to

Antigua

Route

Depart

Return

Price

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sun 1/25

5:52 pm-3:20 pm

2 stops43h 28m

St. John's V.C. Bird Intl

Thu 1/29

4:15 pm-5:48 pm

1 stop27h 33m

$522

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Tue 4/14

6:01 pm-2:20 pm

2 stops43h 19m

St. John's V.C. Bird Intl

Tue 4/21

3:15 pm-12:03 pm

1 stop21h 48m

$545

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Thu 1/15

9:40 am-2:42 pm

1 stop27h 02m

St. John's V.C. Bird Intl

Thu 1/22

4:00 pm-7:36 pm

1 stop29h 36m

$547

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Wed 4/1

5:00 am-1:43 pm

1 stop7h 43m

St. John's V.C. Bird Intl

Tue 4/7

3:50 pm-8:48 am

1 stop17h 58m

$571

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Tue 4/14

6:56 am-3:25 pm

1 stop7h 29m

St. John's V.C. Bird Intl

Tue 4/21

3:50 pm-8:48 am

1 stop17h 58m

$571

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Wed 4/15

5:00 am-3:25 pm

1 stop9h 25m

St. John's V.C. Bird Intl

Wed 4/22

3:50 pm-11:55 pm

1 stop9h 05m

$571

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Tue 3/31

8:55 pm-1:43 pm

2 stops15h 48m

St. John's V.C. Bird Intl

Tue 4/7

3:50 pm-8:48 am

1 stop17h 58m

$576

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Tue 12/30

6:00 am-2:45 pm

1 stop6h 45m

St. John's V.C. Bird Intl

Thu 1/22

4:04 pm-10:22 pm

1 stop8h 18m

$651

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Tue 12/30

6:00 am-2:45 pm

1 stop6h 45m

St. John's V.C. Bird Intl

Sat 1/24

3:05 pm-10:22 pm

1 stop9h 17m

$676

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Tue 1/20

11:05 am-3:29 pm

1 stop26h 24m

St. John's V.C. Bird Intl

Wed 1/28

4:20 pm-10:10 am

1 stop19h 50m

$752

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

Showing 1-10 of 34 results
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Best time to book a flight from Chicago to Antigua

Have a flexible travel schedule? Discover the best time to fly to Antigua from Chicago 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 to Antigua

What is the cheapest month to book a flight from Chicago to Antigua?

Currently, May is the cheapest month in which you can book a flight from Chicago to Antigua (average of $292). Flying from Chicago to Antigua in September is currently the most expensive (average of $960). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Antigua

Get insights into the airlines that provide service to Antigua. 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 Antigua. Reviews last updated December 1, 2025.
See what other customers who have flown with American Airlines from Chicago to Antigua have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,039 reviews

Food

6.5

Comfort

7.2

Overall

7.2

Crew

8.0

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.
American Airlines
7.2
Good
11,039 reviews
American Airlines
7.2
Good
11,039 reviews

Food

6.5

Comfort

7.2

Overall

7.2

Crew

8.0

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Antigua. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Antigua?

    There are many flights that can get you from Chicago to Antigua in 7h 43m. Fly via Air Canada, JetBlue, or American Airlines to get the fastest option. There are 2305 mi between Chicago and Antigua. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Chicago to Antigua that include hotel bookings?

    Yes. In addition to deals on Chicago to Antigua flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Antigua?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Antigua.

  • Can I find deals for business class flights from Chicago to Antigua?

    Yes. Cheapflights offers flight deals from Chicago to Antigua by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Antigua?

    Currently, May is the cheapest month in which you can book a flight from Chicago to Antigua (average of $292). Flying from Chicago to Antigua in September is currently the most expensive (average of $960). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Antigua

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to St. John's flights
St. Louis to St. John's flights
Midway to St. John's flights

Top airline flying from Chicago to Antigua

Discover the top airline that operate flights from Chicago to Antigua. 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 December 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$650Average$783FlexibilityNo cancel feeOn-time71%

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