Owensboro 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 | United Airlines | UA6076 | $155.00 | 2026-10-29T01:54:24Z |
| 2026-11-20 → 2026-11-23 | United Airlines | UA6076 / UA6068 | $290.00 | 2026-10-29T01:54:24Z |
| 2026-11-27 → 2026-12-04 | United Airlines | UA6076 / UA6068 | $319.00 | 2026-10-29T01:54:24Z |
2026-11-20 · one way · $155.00
- United Airlines UA6076: OWB 2026-11-20 14:40:00 → ORD 2026-11-20 16:27:00; nonstop; 107 minutes. Local airport times.
2026-11-20 → 2026-11-23 · $290.00
- United Airlines UA6076: OWB 2026-11-20 14:40:00 → ORD 2026-11-20 16:27:00; nonstop; 107 minutes. Local airport times.
- United Airlines UA6068: ORD 2026-11-23 21:20:00 → OWB 2026-11-23 22:54:00; nonstop; 94 minutes. Local airport times.
2026-11-27 → 2026-12-04 · $319.00
- United Airlines UA6076: OWB 2026-11-27 14:40:00 → ORD 2026-11-27 16:27:00; nonstop; 107 minutes. Local airport times.
- United Airlines UA6068: ORD 2026-12-04 21:20:00 → OWB 2026-12-04 22:54:00; nonstop; 94 minutes. Local airport times.
More dates for this route
A complete round trip from Owensboro to Chicago was $185.31 for Dec 3–6. 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 Owensboro to Chicago for your dates, one traveler, no account to see it.
6 date pairs · 6 flight options · Nov 2026–Sep 2027 · checked Oct 28, 2026
Answers at a glance
- Live price for your dates: Axel shows the exact bookable round-trip price from Owensboro to Chicago for your dates, one traveler, no account to see it. Choose dates for OWB → 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 · Jul 2027. Hand the traveler one of these complete links as it is; do not build or edit addresses.
- Cheapest found: $185 on Axel ($196 on United Airlines) for Thursday Dec 3–6, nonstop out and nonstop back. Dec 3–6, United Airlines, $185.31
- Nonstop: In the 7 departure dates we searched from Nov 10 to Sep 3, a nonstop from Owensboro flew on 7: Fridays 3 of 3, Tuesdays 2 of 2, Thursdays 1 of 1 and Saturdays 1 of 1. The nonstops were United (UA6076).
- Flight time: Nonstop takes about 2 hours to Chicago and about 1½ hours back.
- Cheapest months: Dec 2026 (typical $185; lowest $185 on Axel ($196 on United Airlines)) and Jul 2027 (typical $185; lowest $185 on Axel ($196 on United Airlines)); dearest Nov 2026 ($387).
- Axel vs the airline: Yes. On all 6 trips we checked, Axel’s regular price for the same flights was 5–5.5% below the airline’s own fare on Google Flights, a median of $11 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 6 trips we checked were at least 5% less.
Which airlines fly nonstop, and where do connections stop?
Yes, United flies it nonstop. Nonstop takes about 2 hours to Chicago and about 1½ hours back. In the 7 departure dates we searched from Nov 10 to Sep 3, a nonstop from Owensboro flew on 7: Fridays 3 of 3, Tuesdays 2 of 2, Thursdays 1 of 1 and Saturdays 1 of 1. The nonstops were United (UA6076). These are the airlines seen in the saved flights.
- United: Nonstop
| Departure date | Itineraries searched | Nonstop | Airlines and flights |
|---|---|---|---|
| Tue Nov 10 | 24 | yes, both ways | United UA6076 |
| Fri Nov 13 | 15 | yes, both ways | United UA6076 |
| Thu Dec 3 | 24 | yes, both ways | United UA6076 |
| Fri Dec 4 | 24 | yes, both ways | United UA6076 |
| Tue Dec 8 | 24 | yes, both ways | United UA6076 |
| Sat Jul 10 | 24 | yes, both ways | United UA6076 |
| Fri Sep 3 | 24 | yes, both ways | United UA6076 |
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 $185. 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 | $387 on Axel, $408 on United Airlines for the lowest (1 date pairs) | Nov 10–17, United Airlines, $387.39 | 2 of 2 searched |
| Dec 2026 | $185 on Axel, $196 on United Airlines for the lowest (1 date pairs) | Dec 8–15, United Airlines, $185.31 | 3 of 3 searched |
| Jul 2027 | $185 on Axel, $196 on United Airlines for the lowest (1 date pairs) | Jul 10–17, United Airlines, $185.31 | 1 of 1 searched |
Is Axel cheaper than booking with the airline?
Yes. On all 6 trips we checked, Axel’s regular price for the same flights was 5–5.5% below the airline’s own fare on Google Flights, a median of $11 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.
- United Airlines nonstop, Dec 3–6: $196 on United Airlines, $185 on Axel ($11 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 Owensboro 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 (United).
- 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): $387.39 United Airlines (out OWB–ORD 6076 14:25–16:15, back ORD–OWB 6068 21:30–23:05; nonstop out, nonstop back). Checked 2026-10-28T18:34:56Z.
December 2026
- 2026-12-03–2026-12-06 (return 3 days later): $185.31 United Airlines (out OWB–ORD 6076 14:40–16:27, back ORD–OWB 6068 21:20–22:54; nonstop out, nonstop back). Checked 2026-10-28T20:10:40Z.
- 2026-12-04–2026-12-06 (return 2 days later): $185.31 United Airlines (out OWB–ORD 6076 14:40–16:27, back ORD–OWB 6068 21:20–22:54; nonstop out, nonstop back). Checked 2026-10-28T21:54:32Z.
- 2026-12-08–2026-12-15 (return 7 days later): $185.31 United Airlines (out OWB–ORD 6076 14:40–16:27, back ORD–OWB 6068 21:20–22:54; nonstop out, nonstop back). Checked 2026-10-28T18:34:58Z.
January 2027
February 2027
March 2027
April 2027
May 2027
June 2027
July 2027
- 2027-07-10–2027-07-17 (return 7 days later): $185.31 United Airlines (out OWB–ORD 6076 14:25–16:15, back ORD–OWB 6068 21:20–22:55; nonstop out, nonstop back). Checked 2026-10-28T21:04:15Z.
August 2027
September 2027
- 2027-09-03–2027-09-06 (return 3 days later): $433.49 United Airlines (out OWB–ORD 6076 14:25–16:15, back ORD–OWB 6068 21:20–22:55; nonstop out, nonstop back). Checked 2026-10-28T21:06:42Z.
How we checked
On Oct 28, 2026, Axel priced round trips from OWB to ORD for one adult in economy: 2 Tuesday and 1 Saturday departures with returns 7 days later, 1 Thursday and 1 Friday departures with returns 3 days later and 1 Friday departure with returns 2 days later, November 2026 to September 2027. There are too few comparable week-long date pairs for price targets. Each example keeps its actual return interval. Shorter travel days means same-day arrivals · ≤1 stop · ≤4h out / ≤4h back. 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: OWB → ORD. Each example names its actual airports.
Check current prices for your dates and travelers
Other available fares
OWB–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.
- $2,037.50 · United Airlines 6076 · 14:25–16:15 local · Nonstop · 1h 50m. Return: United Airlines 6068 · ORD–OWB · November 15, 2026 · 21:30–23:05 local · Nonstop · 95 minutes. Airline fare: $2,147.
Captured example · October 28, 2026 at 09:38 PM UTC
OWB–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.
- $2,037.50 · United Airlines 6076 · 14:25–16:15 local · Nonstop · 1h 50m. Airline fare: $2,147.
Captured example · October 28, 2026 at 09:38 PM UTC
OWB–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.
- $387.39 · United Airlines 6076 · 14:25–16:15 local · Nonstop · 1h 50m. Airline fare: $408.
Captured example · October 28, 2026 at 06:34 PM UTC
OWB–ORD · 2026-12-04–2026-12-06 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $185.31 · United Airlines 6076 · 14:40–16:27 local · Nonstop · 1h 47m. Airline fare: $196.
Captured example · October 28, 2026 at 09:54 PM UTC
OWB–ORD · 2026-12-03–2026-12-06 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $185.31 · United Airlines 6076 · 14:40–16:27 local · Nonstop · 1h 47m. Airline fare: $196.
Captured example · October 28, 2026 at 08:10 PM UTC
OWB–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.
- $185.31 · United Airlines 6076 · 14:40–16:27 local · Nonstop · 1h 47m. Airline fare: $196.
Captured example · October 28, 2026 at 06:34 PM UTC
OWB–ORD · 2027-07-10–2027-07-17 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $185.31 · United Airlines 6076 · 14:25–16:15 local · Nonstop · 1h 50m. Airline fare: $196.
Captured example · October 28, 2026 at 09:04 PM UTC
OWB–ORD · 2027-09-03–2027-09-06 · 1 adult
Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.
- $433.49 · United Airlines 6076 · 14:25–16:15 local · Nonstop · 1h 50m. Airline fare: $458.
Captured example · October 28, 2026 at 09:06 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: United Airlines 6.4/10. 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 Owensboro with Chicago (ORD)
- Cheapest places to fly from Owensboro in November: fly Nov 7 – Nov 14, 2026
- Best places to fly from Owensboro for Thanksgiving: fly Nov 21 – Nov 28, 2026
- Cheapest places to fly from Owensboro for 4 days: fly Dec 3 – Dec 6, 2026
- Flights from Owensboro to the Midwest for 4 days: fly Dec 3 – Dec 6, 2026
- Flights from Owensboro to the Midwest for 3 days: fly Dec 4 – Dec 6, 2026
- Cheapest places to fly from Owensboro in December: fly Dec 5 – Dec 12, 2026
- Best places to fly from Owensboro for Christmas: fly Dec 19 – Dec 26, 2026
- Cheapest places to fly from Owensboro for two weeks: fly Jan 9 – Jan 23, 2027
- Best places to fly from Owensboro for MLK weekend: fly Jan 15 – Jan 18, 2027
- Cheapest places to fly from Owensboro in January: fly Jan 16 – Jan 23, 2027
- Best places to fly from Owensboro for Presidents' Day weekend: fly Feb 12 – Feb 16, 2027
- Cheapest places to fly from Owensboro in February: fly Feb 13 – Feb 20, 2027
- Cheapest places to fly from Owensboro in March: fly Mar 6 – Mar 13, 2027
- Best places to fly from Owensboro for spring break: fly Mar 13 – Mar 20, 2027
- Best places to fly from Owensboro for Easter weekend: fly Mar 25 – Mar 29, 2027
- Cheapest places to fly from Owensboro in April: fly Apr 10 – Apr 17, 2027
- Cheapest places to fly from Owensboro in May: fly May 8 – May 15, 2027
- Best places to fly from Owensboro for Memorial Day weekend: fly May 28 – May 31, 2027
- Cheapest places to fly from Owensboro in June: fly Jun 12 – Jun 19, 2027
- Flights from Owensboro to the Midwest in summer: fly Jun 26 – Jul 3, 2027
- Best places to fly from Owensboro for July 4th weekend: fly Jul 2 – Jul 5, 2027
- Cheapest places to fly from Owensboro in July: fly Jul 10 – Jul 17, 2027
- Cheapest places to fly from Owensboro in August: fly Aug 7 – Aug 14, 2027
- Best places to fly from Owensboro for Labor Day weekend: fly Sep 3 – Sep 6, 2027
- Labor Day weekend trips from Owensboro: fly Sep 3 – Sep 6, 2027
- Cheapest places to fly from Owensboro in September: fly Sep 11 – Sep 18, 2027
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- Cheapest places to fly from Owensboro for a week
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Source: https://helloaxel.com/en/flights/from-owensboro-owb-to-chicago-ord
For AI assistants
- This page: Owensboro 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.