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Cheap Flights from Worcester (ORH) to Chicago (CHIA)

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Flight deals from Worcester to Chicago

Looking for a cheap last-minute deal or the best return flight from Worcester to Chicago? Find the lowest prices on one-way and return tickets right here.
Chicago.£157 per passenger.Departing Tue, 10 Jun, returning Wed, 11 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Worcester on Tue, 10 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 11 Jun, arriving in Worcester.Price includes taxes and charges.From £157, select.
Tue, 10 JunORH - ORD with Delta
1 stop
Wed, 11 JunORD - ORH with Delta
1 stop
from £157
Chicago.£157 per passenger.Departing Fri, 26 Sep, returning Mon, 29 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Worcester on Fri, 26 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 29 Sep, arriving in Worcester.Price includes taxes and charges.From £157, select.
Fri, 26 SepORH - ORD with Delta
1 stop
Mon, 29 SepORD - ORH with Delta
1 stop
from £157
Chicago.£235 per passenger.Departing Fri, 30 May, returning Sun, 1 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Worcester on Fri, 30 May, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Sun, 1 Jun, arriving in Worcester.Price includes taxes and charges.From £235, select.
Fri, 30 MayORH - ORD with Delta
1 stop
Sun, 1 JunORD - ORH with Delta
1 stop
from £235
Chicago.£295 per passenger.Departing Fri, 22 Aug, returning Sun, 24 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Worcester on Fri, 22 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Sun, 24 Aug, arriving in Worcester.Price includes taxes and charges.From £295, select.
Fri, 22 AugORH - ORD with Delta
1 stop
Sun, 24 AugORD - ORH with Delta
1 stop
from £295
Chicago.£328 per passenger.Departing Wed, 28 May, returning Thu, 29 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Worcester on Wed, 28 May, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Thu, 29 May, arriving in Worcester.Price includes taxes and charges.From £328, select.
Wed, 28 MayORH - ORD with Delta
1 stop
Thu, 29 MayORD - ORH with Delta
1 stop
from £328
Chicago.£355 per passenger.Departing Thu, 3 Jul, returning Mon, 7 Jul.Return flight with Delta.Outbound indirect flight with Delta, departs from Worcester on Thu, 3 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 7 Jul, arriving in Worcester.Price includes taxes and charges.From £355, select.
Thu, 3 JulORH - ORD with Delta
1 stop
Mon, 7 JulORD - ORH with Delta
1 stop
from £355
How did we find these deals? The deals you see here are the lowest prices for flight tickets from Worcester to Chicago found in the last 4 days, and are subject to change and availability.

Find the cheapest month to fly from Worcester to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Worcester to Chicago flights are currently cheapest in June.
May
from £328
Jun
from £157
Jul
from £355
Aug
from £295
Sep
from £157
Oct
Find prices
Nov
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Dec
Find prices
Jan
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Feb
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Mar
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Apr
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Alternative Worcester to Chicago routes

Looking for the cheapest, fastest or easiest route from Worcester to Chicago? You could fly into the following airports instead.

Worcester to Chicago: Flight information

The things to know before you go.
Cheapest flight found£157
Cheapest month to flyJune

Finding cheap flights from Worcester to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Worcester to Chicago is £157. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Worcester to Chicago. But we found flights with one or more stops from £157.
As of May 2025, there are no flights flying from Worcester to Chicago.
The cheapest month to fly from Worcester to Chicago is usually May 2025.
If you're flying from Worcester Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the centre of Chicago. We've found flights into this airport from £157.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Worcester Airport to Chicago on Tuesday, 10 June 2025.
No airlines currently offer direct flights between Worcester Airport and Chicago. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In May, the average temperature is usually around 13°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Delta offers the cheapest flight tickets to Chicago.

Flying from Worcester Regional Airport (ORH) to Chicago: what you need to know

  • Worcester Regional Airport is located in Worcester. Following the UTC-5 timezone, Chicago is one hour behind Worcester.

  • For a stress-free journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This ensures you have enough time to board your ORH to Chicago flight.

  • Taking off during a peak time like public or school holidays? Expect longer lines at check-in and security. Give yourself extra leeway and arrive up to four hours before international flights and two hours before domestic departures.

  • ORH is about 4 miles from central Worcester. If you're catching a cab, driving or ride-sharing from the centre, it'll take 15 minutes or so to get there, depending on traffic. If you're planning to take public transport, expect the travel time to be around 1 hour 20 minutes.

  • Spending the night in a hotel can take the hassle out of arriving at the airport on time. If you're looking for a place to stay before your flight from Worcester Regional Airport to Chicago, consider Grand Worcester Getaway With Large Private Yard!. It's an easy drive from ORH.

  • Of the departures from Worcester Regional Airport, 73.01% land on schedule at their destination.

  • You'll find ORH at 375 Airport Drive.

How to find the cheapest flights from Worcester Regional Airport (ORH) to Chicago

  • The best price we've found for a one-way Worcester Regional Airport to Chicago flight is £77. The cheapest price for a return flight is £157. Remember fares may change due to availability at the time of booking.

  • Don't leave everything to the last moment. You're more likely to pick up cheap flights from ORH to Chicago if you book early. Airlines often have some amazing early bird deals.

  • Scoring cheap tickets from Worcester Regional Airport to Chicago is easier if you can be flexible with your travel plans. Use the 'Whole month' tool to access the lowest fares across the month and walk away with an incredible deal.

  • Stay on top of deals for cheap flights from ORH to Chicago by creating a Price Alert. You'll receive an email or notification on the app when fares go down.

  • Snag an affordable flight from Worcester Regional Airport to Chicago with the help of our filters. Choose your ideal duration, departure time and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to central Chicago takes around 35 minutes by car. The centre is roughly 25 miles away.

  • Travelling to the centre on public transport will take you around 55 minutes.

  • The last thing you need is a lengthy journey to your hotel if you're arriving on a late flight from Worcester Regional Airport to Chicago. Reserve one of these accommodation options near ORD instead:

    • Super 8 by Wyndham Chicago OHare Airport

    • Hilton Chicago OHare Airport

    • DoubleTree by Hilton Chicago OHare Airport-Rosemont

  • Travel at your own speed with an O'Hare International Airport rental car. Pick up a set of wheels from Routes Car Rentals, Dollar or Budget and see more of Chicago and beyond.

  • Booking your ride from O'Hare International Airport around four weeks before your flight from ORH to Chicago can help you get the best possible rate.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • The centre of Chicago is around 12 miles from Chicago Midway International Airport (MDW). After your flight from Worcester Regional Airport to Chicago has hit the runway and you've navigated your way to arrivals, the drive should take about 20 minutes.

  • If you're catching public transport, it'll take around 45 minutes.

  • You'll find some comfortable places ready to welcome you near MDW. Settle in and get cosy after your ORH to Chicago flight at one of these well-located options:

    • Holiday Inn Chicago Midway Airport S by IHG

    • Carlton Inn Midway

    • Skylark Motel

  • Forget about public transport schedules or waiting forever for a cab. Pick up a Chicago Midway International Airport rental car and let your trip unfold on your terms. Check out the rates and availability from Dollar, Hertz and Budget.

  • Get what you want, not just what's left over. Booking your ride from MDW four weeks in advance often means better deals and a bigger choice of vehicles.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 85 miles from the centre of Chicago. It'll take you about 1 hour 25 minutes to reach the city centre by ride-share or cab once you've stepped off your flight from Worcester Regional Airport to Chicago.

  • If you use public transport, the journey time is around 4 hours 15 minutes.

  • If you don't want to make the trip into the centre, find a hotel near RFD. Get settled at one of these options after your ORH to Chicago flight:

    • OYO Hotel at Chicago Rockford International Airport, IL

    • Hotel Weston Rfd

    • Super 8 by Wyndham Rockford South

  • Take control of the next leg of your trip with a Chicago Rockford International Airport rental car. Budget, Alamo and National are reliable rental providers.

  • Rental agencies sometimes offer deals on early bookings, so reserve your vehicle from RFD well ahead of your flight from Worcester Regional Airport to Chicago. A bit of planning goes a long way in savings.

  • Chicago Rockford International Airport's official address is 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your trip dates before locking in your flight from Worcester Regional Airport to Chicago. The city buzzes during high season, but rates are generally higher and top attractions can be crowded. Plan your trip to Chicago in the low season for a more relaxed vibe.

  • Before booking a Worcester Regional Airport to Chicago plane ticket, think about what kind of weather works for you. July is the warmest month in Chicago, with temperatures ranging from 15ºC (59ºF) to 29ºC (84ºF).

  • Search for cheap tickets from ORH to Chicago in January if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

  • Start your Chicago trip right by choosing the ideal place to stay. After booking your flight from Worcester Regional Airport to Chicago, explore our selection of hotels including:

    • Hotel Saint Clair - Magnificent Mile

    • Warwick Allerton Chicago

    • The Whitehall Hotel - BW Premier Collection

  • All great holidays should include a little sightseeing. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are must-do's during your Chicago adventure.

Explore more of United States

  • Chicago is always a good idea, but there are so many other parts of United States you'll want to see. About 280 miles south-east of Chicago, a visit to Columbus will keep you on the move. Don't miss top attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • If you're eager to discover another side of United States, head for Indianapolis, roughly 160 miles south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are key reasons to visit.

Plan the rest of your trip from Worcester to Chicago

  • Car hire in Chicago
  • Hotels in Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.

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