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Flights from Worcester to Chicago

Airlines operating flights from Worcester to Chicago

Choose from 0 carriers that fly from Worcester to Chicago, including , Enjoy the cheapest tickets on this route with American Airlines.

Find the cheapest flights from Worcester to Chicago within the next three months. Book one-way flights from SEK 720 or return tickets from SEK 1,485.

      • ORH 15:37
        5h 49m
        1 stop
        ORD 20:26
        Worcester - Chicago | Sat, Dec 6 | American Airlines
        ORD 06:50
        7h 22m
        1 stop
        ORH 15:12
        Chicago - Worcester | Sat, Dec 13 | American Airlines
        SEK 1,485 SEK 2,591
        43% OFF
        43% OFF
        SEK 2,591 SEK 1,485
      • ORH 13:45
        7h 52m
        1 stop
        ORD 20:37
        Worcester - Chicago | Sat, Dec 20 | American Airlines
        ORD 06:00
        6h 11m
        1 stop
        ORH 13:11
        Chicago - Worcester | Thu, Dec 25 | American Airlines
        SEK 1,519 SEK 2,591
        41% OFF
        41% OFF
        SEK 2,591 SEK 1,519
      • ORH 16:05
        7h 25m
        1 stop
        ORD 22:30
        Worcester - Chicago | Thu, Dec 4 | Delta Air Lines
        ORD 09:40
        4h 45m
        1 stop
        ORH 15:25
        Chicago - Worcester | Mon, Dec 8 | Delta Air Lines
        SEK 1,705 SEK 2,591
        34% OFF
        34% OFF
        SEK 2,591 SEK 1,705
      • ORH 16:05
        7h 25m
        1 stop
        ORD 22:30
        Worcester - Chicago | Wed, Dec 3 | Delta Air Lines
        ORD 07:45
        6h 40m
        1 stop
        ORH 15:25
        Chicago - Worcester | Sun, Dec 7 | Delta Air Lines
        SEK 1,902
        27% OFF
        SEK 2,591 SEK 1,902
      • ORH 14:18
        5h 16m
        1 stop
        ORD 18:34
        Worcester - Chicago | Thu, Jan 15 | American Airlines
        ORD 06:42
        6h 11m
        1 stop
        ORH 13:53
        Chicago - Worcester | Sun, Jan 18 | American Airlines
        SEK 1,905
        26% OFF
        SEK 2,591 SEK 1,905
      • ORH 15:34
        8h 20m
        1 stop
        ORD 22:54
        Worcester - Chicago | Thu, Dec 4 | American Airlines
        ORD 08:29
        5h 40m
        1 stop
        ORH 15:09
        Chicago - Worcester | Sun, Dec 7 | American Airlines
        SEK 1,956
        24% OFF
        SEK 2,591 SEK 1,956
      • ORH 13:47
        18h 14m
        1 stop
        ORD 07:01
        Worcester - Chicago | Fri, Dec 19 | American Airlines
        ORD 06:00
        6h 11m
        1 stop
        ORH 13:11
        Chicago - Worcester | Thu, Dec 25 | American Airlines
        SEK 2,015
        22% OFF
        SEK 2,591 SEK 2,015
      • ORH 15:30
        6h 4m
        1 stop
        ORD 20:34
        Worcester - Chicago | Fri, Dec 5 | American Airlines
        ORD 08:29
        5h 40m
        1 stop
        ORH 15:09
        Chicago - Worcester | Sun, Dec 7 | American Airlines
        SEK 2,282
        12% OFF
        SEK 2,591 SEK 2,282
      • ORH 16:05
        5h 33m
        1 stop
        ORD 20:38
        Worcester - Chicago | Wed, Dec 10 | Delta Air Lines
        ORD 17:15
        21h 10m
        1 stop
        ORH 15:25
        Chicago - Worcester | Sat, Dec 13 | Delta Air Lines
        SEK 2,298
        11% OFF
        SEK 2,591 SEK 2,298
      • ORH 16:16
        7h 18m
        1 stop
        ORD 22:34
        Worcester - Chicago | Thu, Jan 15 | Delta Air Lines
        ORD 07:10
        7h 26m
        1 stop
        ORH 15:36
        Chicago - Worcester | Sun, Jan 18 | Delta Air Lines
        SEK 2,410
        7% OFF
        SEK 2,591 SEK 2,410
      • ORH 13:00
        17h 25m
        1 stop
        CHI Invalid Date
        Worcester - Chicago | Thu, Nov 27 | Normal Airline
        CHI 15:00
        6h
        Direct
        ORH 16:00
        Chicago - Worcester | Sat, Nov 29 | Normal Airline
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight details for Worcester to Chicago

The distance between Worcester and Chicago is about 1,300.17 km. The most popular month to Chicago is January. The off-season for travel is October.

Cheapest one-way flight priceSEK 720
Cheapest round-trip ticket priceSEK 1,485
Off-season for travelOctober
Peak season for travelJanuary
Flight distance1,300.17 km

Find the best time to fly from Worcester to Chicago

The cheapest time for Worcester to Chicago flights: Dec 7 to Dec 14 — one way flight prices from SEK 720.

Cheapest flights
From price
Search
  • 2330

  • Dec

    307
  • 714
  • 1421
  • 2128

  • Jan

    284
  • 411
  • 1118
  • 1825

  • Feb

    251
  • 18
  • 815
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Flight FAQs

  • What are the cheapest flights from Worcester to Chicago (ORH-CHI)?

    Based on Trip.com data, American Airlines offers one-way fares as low as SEK 720 on Cheapest nonstop routes (e.g. ORH to ORD on Tue, Dec 9), while American Airlines offers Cheapest nonstop round-trips from SEK 1,485 departing on Sat, Dec 6 and returning on Sat, Dec 13.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Worcester to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • To find best deals on flights from Worcester to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Tue, Dec 9, with one-way flights priced at just SEK 720.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is American Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around January.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Worcester to Chicago is October, when demand for travel is lower.
  • After crunching the numbers on our November flight calendar, it's currently cheapest to fly from Worcester to Chicago on November 28, 2025 with American Airlines, with prices starting at SEK 3,078.
  • The time difference between Chicago and Worcester is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.