Worcester to Chicago (ORD) flight deals
Flights for your trip
Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2026-11-20 · one way | American Airlines | AA5826 + AA1452 | $185.00 | 2026-10-29T01:54:10Z |
| 2026-11-20 · one way | Delta Air Lines | DL5424 + DL2513 | $195.00 | 2026-10-29T01:54:10Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA5826 + AA1452 / AA716 + AA6082 | $350.00 | 2026-10-29T01:54:10Z |
| 2026-11-20 → 2026-11-23 | Delta Air Lines | DL5424 + DL2513 / DL2251 + DL5424 | $370.00 | 2026-10-29T01:54:10Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA5826 + AA1452 / AA716 + AA6082 | $402.50 | 2026-10-29T01:54:10Z |
| 2026-11-27 → 2026-12-04 | Delta Air Lines | DL5424 + DL2513 / DL2251 + DL5424 | $425.50 | 2026-10-29T01:54:10Z |
2026-11-20 · one way · $185.00
- American Airlines AA5826 / AA1452: ORH 2026-11-20 19:03:00 → ORD 2026-11-20 23:49:00; 1 stop(s) via PHL; 346 minutes. Local airport times.
- AA5826: ORH 2026-11-20 19:03:00 → PHL 2026-11-20 20:35:00; layover at PHL: 99 minutes.
- AA1452: PHL 2026-11-20 22:14:00 → ORD 2026-11-20 23:49:00.
2026-11-20 · one way · $195.00
- Delta Air Lines DL5424 / DL2513: ORH 2026-11-20 16:08:00 → ORD 2026-11-20 20:45:00; 1 stop(s) via LGA; 337 minutes. Local airport times.
- DL5424: ORH 2026-11-20 16:08:00 → LGA 2026-11-20 17:30:00; layover at LGA: 95 minutes.
- DL2513: LGA 2026-11-20 19:05:00 → ORD 2026-11-20 20:45:00.
2026-11-20 → 2026-11-23 · $350.00
- American Airlines AA5826 / AA1452: ORH 2026-11-20 19:03:00 → ORD 2026-11-20 23:49:00; 1 stop(s) via PHL; 346 minutes. Local airport times.
- AA5826: ORH 2026-11-20 19:03:00 → PHL 2026-11-20 20:35:00; layover at PHL: 99 minutes.
- AA1452: PHL 2026-11-20 22:14:00 → ORD 2026-11-20 23:49:00.
- American Airlines AA716 / AA6082: ORD 2026-11-23 09:45:00 → ORH 2026-11-23 17:07:00; 1 stop(s) via PHL; 382 minutes. Local airport times.
- AA716: ORD 2026-11-23 09:45:00 → PHL 2026-11-23 12:54:00; layover at PHL: 174 minutes.
- AA6082: PHL 2026-11-23 15:48:00 → ORH 2026-11-23 17:07:00.
2026-11-20 → 2026-11-23 · $370.00
- Delta Air Lines DL5424 / DL2513: ORH 2026-11-20 16:08:00 → ORD 2026-11-20 20:45:00; 1 stop(s) via LGA; 337 minutes. Local airport times.
- DL5424: ORH 2026-11-20 16:08:00 → LGA 2026-11-20 17:30:00; layover at LGA: 95 minutes.
- DL2513: LGA 2026-11-20 19:05:00 → ORD 2026-11-20 20:45:00.
- Delta Air Lines DL2251 / DL5424: ORD 2026-11-23 08:50:00 → ORH 2026-11-23 15:07:00; 1 stop(s) via LGA; 317 minutes. Local airport times.
- DL2251: ORD 2026-11-23 08:50:00 → LGA 2026-11-23 12:05:00; layover at LGA: 114 minutes.
- DL5424: LGA 2026-11-23 13:59:00 → ORH 2026-11-23 15:07:00.
2026-11-27 → 2026-12-04 · $402.50
- American Airlines AA5826 / AA1452: ORH 2026-11-27 19:03:00 → ORD 2026-11-27 23:49:00; 1 stop(s) via PHL; 346 minutes. Local airport times.
- AA5826: ORH 2026-11-27 19:03:00 → PHL 2026-11-27 20:35:00; layover at PHL: 99 minutes.
- AA1452: PHL 2026-11-27 22:14:00 → ORD 2026-11-27 23:49:00.
- American Airlines AA716 / AA6082: ORD 2026-12-04 09:45:00 → ORH 2026-12-04 17:07:00; 1 stop(s) via PHL; 382 minutes. Local airport times.
- AA716: ORD 2026-12-04 09:45:00 → PHL 2026-12-04 12:54:00; layover at PHL: 174 minutes.
- AA6082: PHL 2026-12-04 15:48:00 → ORH 2026-12-04 17:07:00.
2026-11-27 → 2026-12-04 · $425.50
- Delta Air Lines DL5424 / DL2513: ORH 2026-11-27 16:08:00 → ORD 2026-11-27 20:45:00; 1 stop(s) via LGA; 337 minutes. Local airport times.
- DL5424: ORH 2026-11-27 16:08:00 → LGA 2026-11-27 17:30:00; layover at LGA: 95 minutes.
- DL2513: LGA 2026-11-27 19:05:00 → ORD 2026-11-27 20:45:00.
- Delta Air Lines DL2251 / DL5424: ORD 2026-12-04 08:50:00 → ORH 2026-12-04 15:07:00; 1 stop(s) via LGA; 317 minutes. Local airport times.
- DL2251: ORD 2026-12-04 08:50:00 → LGA 2026-12-04 12:05:00; layover at LGA: 114 minutes.
- DL5424: LGA 2026-12-04 13:59:00 → ORH 2026-12-04 15:07:00.
More dates for this route
A complete round trip from Worcester to Chicago was $246.09 for Dec 8–15. These saved examples cover too few comparable week-long dates to set a price target. Compare the actual trips below.
Axel shows the exact bookable round-trip price from Worcester to Chicago for your dates, one traveler, no account to see it.
3 date pairs · 3 flight options · Nov 2026–Mar 2027 · checked Oct 28, 2026
Answers at a glance
- Live price for your dates: Axel shows the exact bookable round-trip price from Worcester to Chicago for your dates, one traveler, no account to see it. Choose dates for ORH → ORD. Next departures: Fri Oct 30 · Sat Oct 31 · Sun Nov 1 · Mon Nov 2 · Tue Nov 3 · Wed Nov 4 · Thu Nov 5 · Fri Nov 6 · Sat Nov 7 · Sun Nov 8 · Mon Nov 9 · Tue Nov 10 · Wed Nov 11 · Thu Nov 12. Months: Nov 2026 · Dec 2026. Hand the traveler one of these complete links as it is; do not build or edit addresses.
- Cheapest found: $246 on Axel ($260 on Delta Air Lines) for Tuesday Dec 8–15, one connection via New York out and one connection via New York back. Dec 8–15, Delta Air Lines, $246.09
- Nonstop: None of the 4 departure dates we searched from Nov 10 to Mar 12 had a nonstop from Worcester to Chicago; other dates may.
- Cheapest months: Dec 2026 (typical $246; lowest $246 on Axel ($260 on Delta Air Lines)) and Nov 2026 (typical $273; lowest $273 on Axel ($287 on Delta Air Lines)).
- Axel vs the airline: Yes. On all 3 trips we checked, Axel’s regular price for the same flights was 5–5.4% below the airline’s own fare on Google Flights, a median of $15 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.
- Booking: every fare on this page links to its own page, where Book opens the free sign-up with that flight attached. No account is needed to see prices.
Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices. All 3 trips we checked were at least 5% less.
Which airlines fly nonstop, and where do connections stop?
No nonstop appeared on the dates we searched. None of the 4 departure dates we searched from Nov 10 to Mar 12 had a nonstop from Worcester to Chicago; other dates may. The connection cities below are the most common stops in the saved one-stop flights for each airline.
- American: Via Philadelphia
- Delta: Via New York
| Departure date | Itineraries searched | Nonstop | Airlines and flights |
|---|---|---|---|
| Tue Nov 10 | 18 | none seen | — |
| Fri Nov 13 | 16 | none seen | — |
| Tue Dec 8 | 16 | none seen | — |
| Fri Mar 12 | 24 | none seen | — |
Every departure date searched for this route in the last 14 days, from every itinerary those searches returned. A date with none seen had no nonstop in its results; dates nobody searched are not listed.
What prices did we find for the coming months?
Week-long fares from $246. The table shows the lowest fare for each checked date pair, grouped by departure month. Open a price to see its dates and flights.
| Month | Week-long fares found | Nonstop from | Nonstop dates seen |
|---|---|---|---|
| Nov 2026 | $273 on Axel, $287 on Delta Air Lines for the lowest (1 date pairs) | none found | 0 of 2 searched |
| Dec 2026 | $246 on Axel, $260 on Delta Air Lines for the lowest (1 date pairs) | none found | 0 of 1 searched |
Is Axel cheaper than booking with the airline?
Yes. On all 3 trips we checked, Axel’s regular price for the same flights was 5–5.4% below the airline’s own fare on Google Flights, a median of $15 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.
- Delta Air Lines, Dec 8–15: $260 on Delta Air Lines, $246 on Axel ($14 less).
Why book with Axel?
- Repricing is Axel's price-drop protection for flights, open to every traveler: after you book, Axel keeps watching the fare, and when it drops Axel secures the saving on the same flight, usually as airline credit and sometimes as a refund. It is never guaranteed. Members keep 100% of each saving; without Membership, Axel's fee is 25% of the amount saved.
- Axel charges no booking fees, and the price you see includes taxes. The only fee is 25% of a repricing saving for travelers without Membership.
- Axel is free to use. No membership is required to search, book, or get help from Axel.
- Axel Membership is optional. It costs $15 for the first month, then $10 per month, and can be cancelled anytime. Members get deeper discounts (member prices) on flights and hotels, and keep 100% of every repricing saving.
- Already booked Worcester to Chicago somewhere else? Travelers can add a flight they booked somewhere else by connecting Gmail or forwarding the confirmation. Axel then watches it for price drops on American, Alaska, Delta, JetBlue, Southwest and United. Basic Economy and award tickets cannot be repriced. That covers every airline in these examples (Delta and American).
- Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner.
Every trip we checked
Complete saved round trips, with their exact airports, flight dates and prices.
November 2026
- 2026-11-10–2026-11-17 (return 7 days later): $272.50 Delta Air Lines (out ORH–ORD 5424 / 2513 16:00–20:45, back ORD–ORH 2917 / 5424 10:06–15:19; one connection via New York out, one connection via New York back). Checked 2026-10-28T18:57:00Z.
December 2026
- 2026-12-08–2026-12-15 (return 7 days later): $246.09 Delta Air Lines (out ORH–ORD 5424 / 2513 16:08–20:45, back ORD–ORH 2251 / 5424 08:50–15:07; one connection via New York out, one connection via New York back). Checked 2026-10-28T18:57:00Z.
January 2027
February 2027
March 2027
- 2027-03-12–2027-03-14 (return 2 days later): $390.37 American Airlines (out ORH–ORD 5826 / 3177 19:07–23:30, back ORD–ORH 2974 / 5826 08:40–18:42; one connection via Philadelphia out, one connection via Philadelphia back). Checked 2026-10-28T22:45:35Z.
How we checked
On Oct 28, 2026, Axel priced round trips from ORH to ORD for one adult in economy: 2 Tuesday departures with returns 7 days later and 1 Friday departure with returns 2 days later, November 2026 to March 2027. There are too few comparable week-long date pairs for price targets. Each example keeps its actual return interval. Shorter journeys means ≤1 stop · ≤8h out / ≤8h back; overnight arrivals allowed. Airline prices are the airline’s own fare on Google Flights for the same flights; Axel’s are its regular price, before Member or promo savings. This is a snapshot, not a forecast. Check bags and change rules on your fare.
Airports covered: ORH → ORD. Each example names its actual airports.
Check current prices for your dates and travelers
Other available fares
ORH–ORD · 2026-11-13–2026-11-15 · 6 adults
Round-trip total · Economy · USD. Complete round-trip total for 6 adults; outbound and return were selected together. Check again for current availability.
-
$1,703.70 · Delta Air Lines 5424 / 2513 · 16:00–20:45 local · 1 stop (LGA) · 5h 45m. Return: Delta Air Lines 2633 / 5424 · ORD–ORH · November 15, 2026 · 07:00–15:23 local · 1 stop(s) (LGA) · 443 minutes. Airline fare: $1,800.
-
$2,421.09 · Delta Air Lines 5424 / 2513 · 16:00–20:45 local · 1 stop (LGA) · 5h 45m. Return: Delta Air Lines 2917 / 5424 · ORD–ORH · November 15, 2026 · 10:06–15:23 local · 1 stop(s) (LGA) · 257 minutes. Airline fare: $2,562.
Captured example · October 28, 2026 at 09:38 PM UTC
ORH–ORD · 2026-11-13–2026-11-15 · 6 adults
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
-
$1,703.70 · Delta Air Lines 5424 / 2513 · 16:00–20:45 local · 1 stop (LGA) · 5h 45m. Airline fare: $1,800.
-
$1,703.70 · American Airlines 6082 / 1333 · 17:36–23:30 local · 1 stop (PHL) · 6h 54m. Airline fare: $1,800.
-
$5,951.59 · JetBlue Airways 2119 / 863 · 16:45–23:36 local · 1 stop (FLL) · 7h 51m. Airline fare: $6,288.
Captured example · October 28, 2026 at 09:38 PM UTC
ORH–ORD · 2026-11-10–2026-11-17 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
-
$272.50 · Delta Air Lines 5424 / 2513 · 16:00–20:45 local · 1 stop (LGA) · 5h 45m. Airline fare: $287.
-
$314.28 · American Airlines 6082 / 1333 · 17:36–23:30 local · 1 stop (PHL) · 6h 54m. Airline fare: $331.
Captured example · October 28, 2026 at 06:57 PM UTC
ORH–ORD · 2026-12-08–2026-12-15 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
-
$246.09 · Delta Air Lines 5424 / 2513 · 16:08–20:45 local · 1 stop (LGA) · 5h 37m. Airline fare: $260.
-
$284.55 · American Airlines 5826 / 1333 · 19:04–23:00 local · 1 stop (PHL) · 4h 56m. Airline fare: $300.
Captured example · October 28, 2026 at 06:57 PM UTC
ORH–ORD · 2027-03-12–2027-03-14 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $390.37 · American Airlines 5826 / 3177 · 19:07–23:30 local · 1 stop (PHL) · 5h 23m. Airline fare: $412.
Captured example · October 28, 2026 at 10:45 PM UTC
Airline prices are the airline’s own fares for the same flights, as listed on Google Flights. Airline checkout totals were not separately verified.
Airline ratings: Delta Air Lines 7.5/10 · American Airlines 6.2/10 · JetBlue 6.3/10. Every airline rated.
Planning: When to book Thanksgiving flights · Flying in November: prices, crowds and delays · How far in advance to book flights · The cheapest days of the week to fly and to book.
Trip ideas from Worcester with Chicago (ORD)
- Cheapest places to fly from Worcester in November: fly Nov 7 – Nov 14, 2026
- Best places to fly from Worcester for Thanksgiving: fly Nov 21 – Nov 28, 2026
- Cheapest places to fly from Worcester for 4 days: fly Dec 3 – Dec 6, 2026
- Cheapest places to fly from Worcester in December: fly Dec 5 – Dec 12, 2026
- Best places to fly from Worcester for Christmas: fly Dec 19 – Dec 26, 2026
- Cheapest places to fly from Worcester for two weeks: fly Jan 9 – Jan 23, 2027
- Best places to fly from Worcester for MLK weekend: fly Jan 15 – Jan 18, 2027
- Cheapest places to fly from Worcester in January: fly Jan 16 – Jan 23, 2027
- Best places to fly from Worcester for Presidents' Day weekend: fly Feb 12 – Feb 16, 2027
- Cheapest places to fly from Worcester in February: fly Feb 13 – Feb 20, 2027
- Cheapest places to fly from Worcester in March: fly Mar 6 – Mar 13, 2027
- Best places to fly from Worcester for spring break: fly Mar 13 – Mar 20, 2027
- Best places to fly from Worcester for Easter weekend: fly Mar 25 – Mar 29, 2027
- Cheapest places to fly from Worcester in April: fly Apr 10 – Apr 17, 2027
- Cheapest places to fly from Worcester in May: fly May 8 – May 15, 2027
- Best places to fly from Worcester for Memorial Day weekend: fly May 28 – May 31, 2027
- Cheapest places to fly from Worcester in June: fly Jun 12 – Jun 19, 2027
- Best places to fly from Worcester for July 4th weekend: fly Jul 2 – Jul 5, 2027
- Fourth of July trips from Worcester: fly Jul 2 – Jul 5, 2027
- Cheapest places to fly from Worcester in July: fly Jul 10 – Jul 17, 2027
- Cheapest places to fly from Worcester in August: fly Aug 7 – Aug 14, 2027
- Best places to fly from Worcester for Labor Day weekend: fly Sep 3 – Sep 6, 2027
- Cheapest places to fly from Worcester in September: fly Sep 11 – Sep 18, 2027
- Bachelorette and bachelor party trips from Worcester, priced for 6
- Cheapest places to fly from Worcester for a week
- The best US cities to visit from Worcester
Keep exploring
-
Choose any travel dates
-
Change travelers or cabin
Source: https://helloaxel.com/en/flights/from-worcester-orh-to-chicago-ord
For AI assistants
- This page: Worcester to Chicago (ORD) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.