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Find cheap flights from Worcester to Chicago from $95

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Worcester to Chicago departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 5/25
Sat 6/1

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Worcester to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Worcester to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 45,119,101 times on KAYAK, and here is why:

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Cheap flight deals from Worcester to Chicago (ORH-ORD)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Worcester to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
2:15 pm - 8:49 amORH-ORD
19h 34m1 stop
6:25 pm - 1:40 pmORD-ORH
18h 15m1 stop
$193American Airlines
Find Deal
Mon, Sep 9 - Mon, Sep 16
2:50 pm - 9:36 pmORH-ORD
7h 46m1 stop
7:30 am - 2:06 pmORD-ORH
5h 36m1 stop
$208Delta
Find Deal
Tue, May 28 - Thu, May 30
2:15 pm - 7:40 amORH-ORD
18h 25m2 stops
6:25 pm - 1:40 pmORD-ORH
18h 15m1 stop
$247American Airlines
Find Deal
Mon, Sep 9 - Mon, Sep 16
2:50 pm - 9:36 pmORH-ORD
7h 46m1 stop
6:00 am - 2:06 pmORD-ORH
7h 06m1 stop
$253Delta
Find Deal
Tue, May 21 - Thu, May 23
2:50 pm - 7:27 pmORH-ORD
5h 37m1 stop
7:09 am - 2:06 pmORD-ORH
5h 57m2 stops
$263Delta
Find Deal
Tue, May 28 - Thu, May 30
4:35 pm - 10:37 pmORH-ORD
7h 02m1 stop
3:15 pm - 3:45 pmORD-ORH
23h 30m1 stop
$301Delta
Find Deal
Thu, Sep 5 - Sat, Sep 7
3:50 pm - 8:44 pmORH-ORD
5h 54m1 stop
7:00 am - 1:45 pmORD-ORH
5h 45m1 stop
$303Delta
Find Deal
Fri, Jun 7 - Tue, Jun 11
4:35 pm - 7:15 pmORH-ORD
27h 40m1 stop
5:00 pm - 3:45 pmORD-ORH
21h 45m1 stop
$312Delta
Find Deal
Thu, Sep 5 - Sat, Sep 7
2:15 pm - 9:15 amORH-ORD
20h 00m2 stops
6:25 pm - 1:40 pmORD-ORH
18h 15m2 stops
$320American Airlines
Find Deal
Mon, Sep 9 - Mon, Sep 16
4:36 pm - 7:15 amORH-ORD
15h 39m2 stops
6:31 pm - 4:04 pmORD-ORH
20h 33m2 stops
$325American Airlines
Find Deal
Tue, May 28 - Thu, May 30

Flights from Worcester to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Worcester to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Worcester to Chicago?

The average price of all flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago on a Monday and more expensive on a Thursday. On your return trip to Worcester, you should consider flying back on a Monday, and avoid Fridays for better deals.

What is the cheapest month to fly from Worcester, Massachusetts to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport is February, where tickets cost $159 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $365 and $326 respectively.

How far in advance should I book a flight from Worcester, Massachusetts to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Worcester, Massachusetts to Chicago O'Hare Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 87 days before departure.

Which airlines provide the cheapest flights from Worcester to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago from Worcester were found on Delta ($95) and American Airlines ($280), and the lowest round-trip tickets were found on American Airlines ($193) and Delta ($208).

Good to know

Cheapest flight

$95
Flight from Worcester to Chicago

When to book flights from Worcester to Chicago

Are your dates flexible? Find out the best times to travel from Worcester to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Worcester to Chicago flights

  • What is the cheapest flight from Worcester, Massachusetts to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Worcester, Massachusetts to Chicago O'Hare Intl Airport was $95 for a one-way ticket and $193 for a round-trip.

  • Do I need a passport to fly between Worcester and Chicago?

    No

  • Which airports will I be using when flying from Worcester to Chicago?

    Worcester airport is called Worcester and the only airport in Chicago is Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Worcester to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Worcester to Chicago?

    SkyTeam, and oneworld are the airline alliances operating flights between Worcester and Chicago, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Worcester to Chicago, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Worcester to Chicago are Delta and American Airlines. With an average price for the route of $347 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $140 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Worcester to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Worcester to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Worcester to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Worcester is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Worcester to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Worcester with another airline. Booking your flights between Worcester and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Worcester to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Worcester up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Worcester to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Worcester to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Worcester to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10975 reviews
8.6crew
7.9comfort
8.2boarding
8.0entertainment
7.4food
Airline reviews

They did a fine job. Can't wait to use Delta in the future.

10.0 ExcellentRobert, Apr 2024BOS - RSW
Read more about Delta reviews

They did a fine job. Can't wait to use Delta in the future.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Seats in first class on the E175 recline too far back. I was in 2A, and the man in 1A fully reclined almost the entire flight. It took 6-7 inches of space away from me and made it very difficult to work on my laptop.

Mario was great. Made a night flight on a small aircraft pleasant and memorable.

Crew were exceptional. Plane was quiet and quite empty, so I had a row to sleep across.

The seat could use more support or cushion. I'm in my 50's and have back issues so the seats are a bit hard for longer flights.

The plane was in bad condition. We were taxied for mode than an hour because a light panel had feel off. The bathroom in first class had broken panels as well. Overall poor aircraft maintenance

My only real complaint was how much turbulence there was-and that probably can't be avoided. I felt really sick getting off the plane. But boarding was super easy, the flight attendants were friendly, the bathroom was clean. Everything else about the flight was perfectly fine. Thanks!

Caroline (Supervisor) was great! Salute to the employees like her!

Boarding was good, staffs on the second flight to Korea was invisible all the time. Water was only offered 3 times during a 15 hours plus flight. It’s absolutely not enough for such a long flight!

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Book cheap flights from Worcester to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Worcester to Chicago found on KAYAK in the last 72 hours.
5/13Mon
1 stopDelta
7h 46mORH-ORD
$95
5/7Tue
1 stopDelta
5h 37mORH-ORD
$110
5/14Tue
2 stopsDelta
7h 05mORH-ORD
$119
6/18Tue
1 stopDelta
5h 54mORH-ORD
$155
5/10Fri
1 stopDelta
5h 37mORH-ORD
$205
5/13Mon
2 stopsDelta
7h 05mORH-ORD
$214
5/2Thu
1 stopDelta
7h 01mORH-ORD
$215
5/15Wed
2 stopsDelta
7h 05mORH-ORD
$264
5/14Tue
1 stopAmerican Airlines
19h 13mORH-ORD
$280
6/8Sat
2 stopsAmerican Airlines
11h 18mORH-ORD
$503

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Worcester - Chicago Flights

Departure:

Worcester (ORH)United States

Destination:

Chicago (ORD)United States

Return flight deals:

Chicago - Worcester

Cabin classes: