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Book flight tickets from Chicago to Anguilla starting at ₹ 50,557

For as little as ₹ 50,557, you can take your next adventure to Anguilla without breaking the bank. Choose between one-way and return tickets from Chicago below.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Chicago to Anguilla flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule
  1. AA2842

    05:10

    ORD

    2.1h

    08:15

    CLT

    SMTWTFS
  2. AA2154

    08:59

    CLT

    2.2h

    11:13

    MIA

    SMTWTFS
  3. AA3702

    12:10

    MIA

    3.1h

    15:15

    AXA

    SMTWTFS
  4. AA523

    06:07

    ORD

    1.9h

    08:58

    DCA

    SMTWTFS
  5. AA555

    05:00

    DCA

    2.9h

    07:55

    MIA

    SMTWTFS
  6. AA3348

    08:40

    MIA

    3.0h

    11:40

    AXA

    -----F-
  7. UA2176

    08:50

    ORD

    4.8h

    15:40

    STT

    --T--FS
  8. UA6400

    16:40

    STT

    0.9h

    17:35

    AXA

    SMTWTFS
  9. UA2176

    08:50

    ORD

    4.8h

    15:40

    STT

    --T--FS
  10. 9K3951

    16:40

    STT

    0.9h

    17:35

    AXA

    SMTWTFS
  11. AA1359

    20:25

    ORD

    2.1h

    23:32

    PHL

    SMTWTFS
  12. AA2738

    06:11

    PHL

    3.1h

    09:15

    MIA

    SMTWTFS
  13. AA3419

    10:05

    MIA

    3.0h

    13:05

    AXA

    SMTWTFS
  14. UA2415

    21:45

    ORD

    2.2h

    00:58

    EWR

    SMTWTFS
  15. UA1529

    07:00

    EWR

    4.0h

    12:00

    STT

    SMTWTFS
  16. UA6400

    16:40

    STT

    0.9h

    17:35

    AXA

    SMTWTFS

Find the best time to fly from Chicago to Anguilla

Price trend charts are a great way of tracking how much your flights cost in the lead up to departure and can help you choose when to book your tickets. See how prices to Anguilla from Chicago have changed and are set to move below.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

FAQ

  • When are flight tickets from Chicago (CHI) to Anguilla (AXA) the cheapest?

    Airlines adjust prices for flights from Chicago to Anguilla based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much do flights from Chicago (CHI) to Anguilla (AXA) cost?

    According to Trip.com's data, the lowest price is around ₹ 82,586.

How to find a cheap flight from Chicago to Anguilla

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from Chicago to Anguilla

Cheapest nonstop flight price₹ 50,556
Off-season for travelNovember
Peak season for travelJanuary
Flight distance3,513.43 km
Popular airlineAmerican Airlines