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Cheap flight deals from Worcester to Chicago Starting at AED 396

Whether you’re going for a one-way or round-trip to Chicago, we’ve got you covered! Check out these different flight options from Worcester below.

  • One way
  • Round-trip
      • ORH16:00
        4h 55m
        1 stop
        ORD19:55
        Wed, Feb 26|Worcester - Chicago|Delta Air Lines
        AED 396AED 586
        32% OFF
        32% OFF
        AED 586AED 396

        Choose Delta Air Lines flights from Worcester to Chicago. The one-way connecting flight with Delta Air Lines departs from Worcester Airport on Wed, Feb 26, arriving at O'Hare International Airport. One-way Prices start from AED 396 including taxes and charges.

      • ORH16:00
        4h 55m
        1 stop
        ORD19:55
        Fri, Feb 28|Worcester - Chicago|Delta Air Lines
        AED 400AED 586
        32% OFF
        32% OFF
        AED 586AED 400

        Choose Delta Air Lines flights from Worcester to Chicago. The one-way connecting flight with Delta Air Lines departs from Worcester Airport on Fri, Feb 28, arriving at O'Hare International Airport. One-way Prices start from AED 400 including taxes and charges.

      • ORH16:15
        5h 29m
        1 stop
        ORD20:44
        Wed, Apr 9|Worcester - Chicago|Delta Air Lines
        AED 400AED 586
        32% OFF
        32% OFF
        AED 586AED 400

        Choose Delta Air Lines flights from Worcester to Chicago. The one-way connecting flight with Delta Air Lines departs from Worcester Airport on Wed, Apr 9, arriving at O'Hare International Airport. One-way Prices start from AED 400 including taxes and charges.

      • ORH16:00
        4h 55m
        1 stop
        ORD19:55
        Thu, Mar 6|Worcester - Chicago|Delta Air Lines
        AED 403
        AED 403

        Choose Delta Air Lines flights from Worcester to Chicago. The one-way connecting flight with Delta Air Lines departs from Worcester Airport on Thu, Mar 6, arriving at O'Hare International Airport. One-way Prices start from AED 403 including taxes and charges.

      • ORH16:00
        5h 53m
        1 stop
        ORD20:53
        Tue, Mar 11|Worcester - Chicago|Delta Air Lines
        AED 408
        AED 408

        Choose Delta Air Lines flights from Worcester to Chicago. The one-way connecting flight with Delta Air Lines departs from Worcester Airport on Tue, Mar 11, arriving at O'Hare International Airport. One-way Prices start from AED 408 including taxes and charges.

      • ORH16:15
        7h 28m
        1 stop
        ORD22:43
        Wed, Mar 19|Worcester - Chicago|Delta Air Lines
        AED 409
        AED 409

        Choose Delta Air Lines flights from Worcester to Chicago. The one-way connecting flight with Delta Air Lines departs from Worcester Airport on Wed, Mar 19, arriving at O'Hare International Airport. One-way Prices start from AED 409 including taxes and charges.

      • ORH16:15
        5h 23m
        1 stop
        ORD20:38
        Wed, Apr 2|Worcester - Chicago|Delta Air Lines
        AED 411
        AED 411

        Choose Delta Air Lines flights from Worcester to Chicago. The one-way connecting flight with Delta Air Lines departs from Worcester Airport on Wed, Apr 2, arriving at O'Hare International Airport. One-way Prices start from AED 411 including taxes and charges.

      • ORH16:15
        7h 28m
        1 stop
        ORD22:43
        Mon, Mar 17|Worcester - Chicago|Delta Air Lines
        AED 411
        AED 411

        Choose Delta Air Lines flights from Worcester to Chicago. The one-way connecting flight with Delta Air Lines departs from Worcester Airport on Mon, Mar 17, arriving at O'Hare International Airport. One-way Prices start from AED 411 including taxes and charges.

      • ORH16:15
        7h 28m
        1 stop
        ORD22:43
        Mon, Apr 7|Worcester - Chicago|Delta Air Lines
        AED 412
        AED 412

        Choose Delta Air Lines flights from Worcester to Chicago. The one-way connecting flight with Delta Air Lines departs from Worcester Airport on Mon, Apr 7, arriving at O'Hare International Airport. One-way Prices start from AED 412 including taxes and charges.

      • ORH16:00
        5h 16m
        1 stop
        ORD20:16
        Mon, May 5|Worcester - Chicago|Delta Air Lines
        AED 413
        AED 413

        Choose Delta Air Lines flights from Worcester to Chicago. The one-way connecting flight with Delta Air Lines departs from Worcester Airport on Mon, May 5, arriving at O'Hare International Airport. One-way Prices start from AED 413 including taxes and charges.

      • ORH01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Fri, Feb 28|Worcester - Chicago|Delta Air Lines
        Find More Flights
        Find More Flights

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

Worcester to Chicago flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA4687

    American Airlines

    13:46

    ORH

    1.2h

    14:59

    JFK

    SMTWTFS
    Search

  2. AA2819

    American Airlines

    09:00

    JFK

    3.1h

    11:09

    ORD

    SMTWTFS

  3. B62833

    Jetblue Airways

    14:00

    ORH

    3.3h

    17:20

    RSW

    SMTWTFS
    Search

  4. F93799

    Frontier Airlines

    21:32

    RSW

    3.4h

    23:57

    ORD

    S-TWTF-

  5. B6987

    Jetblue Airways

    15:35

    ORH

    3.2h

    18:47

    MCO

    SMTWTFS
    Search

  6. F93043

    Frontier Airlines

    06:50

    MCO

    3.4h

    09:15

    ORD

    SM--TF-

  7. B6987

    Jetblue Airways

    15:35

    ORH

    3.2h

    18:47

    MCO

    SMTWTFS
    Search

  8. F92041

    Frontier Airlines

    17:18

    MCO

    3.4h

    19:39

    ORD

    S-TWTFS

  9. DL5424

    Delta Air Lines

    16:00

    ORH

    1.3h

    17:16

    LGA

    SMTWT-S
    Search

  10. DL1014

    Delta Air Lines

    20:10

    LGA

    2.1h

    22:19

    DTW

    SMTWT-S

  11. DL3867

    Delta Air Lines

    12:15

    DTW

    1.3h

    12:30

    MDW

    SMTWTFS

  12. DL5424

    Delta Air Lines

    16:00

    ORH

    1.3h

    17:16

    LGA

    SMTWT-S
    Search

  13. DL1014

    Delta Air Lines

    20:10

    LGA

    2.1h

    22:19

    DTW

    SMTWT-S

  14. DL1520

    Delta Air Lines

    07:00

    DTW

    1.4h

    07:27

    ORD

    SMTWTFS

  15. DL5424

    Delta Air Lines

    16:00

    ORH

    1.3h

    17:16

    LGA

    SMTWT-S
    Search

  16. DL1014

    Delta Air Lines

    20:10

    LGA

    2.1h

    22:19

    DTW

    SMTWT-S

  17. DL3858

    Delta Air Lines

    08:25

    DTW

    1.3h

    08:42

    MDW

    SMTWTFS

  18. DL5424

    Delta Air Lines

    16:00

    ORH

    1.3h

    17:16

    LGA

    SMTWT-S
    Search

  19. DL970

    Delta Air Lines

    19:00

    LGA

    2.7h

    21:42

    ATL

    SMTWT-S

  20. DL1199

    Delta Air Lines

    22:55

    ATL

    2.2h

    00:06

    ORD

    SMTWTFS

  21. DL5424

    Delta Air Lines

    16:00

    ORH

    1.3h

    17:16

    LGA

    SMTWT-S
    Search

  22. DL2806

    Delta Air Lines

    20:55

    LGA

    2.8h

    22:42

    ORD

    SMTWT-S

  23. DL5424

    Delta Air Lines

    16:00

    ORH

    1.3h

    17:16

    LGA

    SMTWT-S
    Search

  24. DL4062

    Delta Air Lines

    18:00

    LGA

    2.9h

    19:55

    ORD

    SMTWTFS
Find more flights and airlines

When is the cheapest time to fly from Worcester to Chicago?

These price trend charts carefully monitor and predict how flight prices from Worcester to Chicago will change. Keep a close eye on them to understand when the best time to buy your tickets is.

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

Frequently Asked Questions

  • When are flight tickets from Worcester (ORH) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Worcester to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Worcester (ORH) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around AED 1,103.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.

  • How many airports are there in Chicago (CHI)?

How to find a cheap flight from Worcester to Chicago

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
Being flexible with your dates to get the cheapest Worcester to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Worcester to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Wed, Feb 26 at AED 396 for one-way flights.
2
Compare cheap Worcester to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Worcester to Chicago. The cheapest airline operating is Delta Air Lines.
3
Set up a Price Alert
By setting up a Price Alert for your Worcester to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
4
Don't miss cheap Worcester to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
5
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
6
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Worcester to Chicago to get exclusive deals for you.

Flight Info | Worcester to Chicago

Cheapest direct flight priceAED 395
Off-season for travelJanuary
Peak season for travelNovember
Flight distance1,300.17 km
Popular airlineDelta Air Lines

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