Charlottesville to Boston (BOS) 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 datesAirlineFlightsTotal pricePrice issued (UTC)
2026-11-20 · one wayAmerican AirlinesAA5968 + AA1843$185.002026-10-29T00:55:15Z
2026-11-20 · one wayUnited AirlinesUA4940 + UA755$190.002026-10-29T00:55:15Z
2026-11-20 → 2026-11-23American AirlinesAA4553 + AA4724 / AA4424 + AA4612$350.002026-10-29T00:55:15Z
2026-11-20 → 2026-11-23United AirlinesUA4170 + UA1598 / UA721 + UA4266$360.002026-10-29T00:55:15Z
2026-11-27 → 2026-12-04American AirlinesAA4553 + AA4724 / AA4424 + AA4612$402.502026-10-29T00:55:15Z
2026-11-20 · one wayAmerican AirlinesAA4553 + AA4724$185.002026-10-29T00:55:15Z
2026-11-20 · one wayUnited AirlinesUA4170 + UA1598$190.002026-10-29T00:55:15Z
2026-11-20 → 2026-11-23American AirlinesAA5968 + AA1843 / AA4424 + AA4612$350.002026-10-29T00:55:15Z
2026-11-20 → 2026-11-23United AirlinesUA4940 + UA755 / UA721 + UA4266$360.002026-10-29T00:55:15Z
2026-11-27 → 2026-12-04American AirlinesAA5968 + AA1843 / AA4424 + AA4612$402.502026-10-29T00:55:15Z
2026-11-27 → 2026-12-04United AirlinesUA4170 + UA1598 / UA721 + UA4266$414.002026-10-29T00:55:15Z
2026-11-27 → 2026-12-04United AirlinesUA4940 + UA755 / UA721 + UA4266$414.002026-10-29T00:55:15Z

2026-11-20 · one way · $185.00

  • American Airlines AA5968 / AA1843: CHO 2026-11-20 18:06:00 → BOS 2026-11-20 23:07:00; 1 stop(s) via CLT; 301 minutes. Local airport times.
    • AA5968: CHO 2026-11-20 18:06:00 → CLT 2026-11-20 19:39:00; layover at CLT: 75 minutes.
    • AA1843: CLT 2026-11-20 20:54:00 → BOS 2026-11-20 23:07:00.

2026-11-20 · one way · $190.00

  • United Airlines UA4940 / UA755: CHO 2026-11-20 20:05:00 → BOS 2026-11-20 23:59:00; 1 stop(s) via IAD; 234 minutes. Local airport times.
    • UA4940: CHO 2026-11-20 20:05:00 → IAD 2026-11-20 21:01:00; layover at IAD: 78 minutes.
    • UA755: IAD 2026-11-20 22:19:00 → BOS 2026-11-20 23:59:00.

2026-11-20 → 2026-11-23 · $350.00

  • American Airlines AA4553 / AA4724: CHO 2026-11-20 14:44:00 → BOS 2026-11-20 19:14:00; 1 stop(s) via LGA; 270 minutes. Local airport times.
    • AA4553: CHO 2026-11-20 14:44:00 → LGA 2026-11-20 16:22:00; layover at LGA: 86 minutes.
    • AA4724: LGA 2026-11-20 17:48:00 → BOS 2026-11-20 19:14:00.
  • American Airlines AA4424 / AA4612: BOS 2026-11-23 07:00:00 → CHO 2026-11-23 11:11:00; 1 stop(s) via LGA; 251 minutes. Local airport times.
    • AA4424: BOS 2026-11-23 07:00:00 → LGA 2026-11-23 08:32:00; layover at LGA: 70 minutes.
    • AA4612: LGA 2026-11-23 09:42:00 → CHO 2026-11-23 11:11:00.

2026-11-20 → 2026-11-23 · $360.00

  • United Airlines UA4170 / UA1598: CHO 2026-11-20 09:28:00 → BOS 2026-11-20 13:24:00; 1 stop(s) via EWR; 236 minutes. Local airport times.
    • UA4170: CHO 2026-11-20 09:28:00 → EWR 2026-11-20 11:00:00; layover at EWR: 75 minutes.
    • UA1598: EWR 2026-11-20 12:15:00 → BOS 2026-11-20 13:24:00.
  • United Airlines UA721 / UA4266: BOS 2026-11-23 14:40:00 → CHO 2026-11-23 18:29:00; 1 stop(s) via IAD; 229 minutes. Local airport times.
    • UA721: BOS 2026-11-23 14:40:00 → IAD 2026-11-23 16:27:00; layover at IAD: 63 minutes.
    • UA4266: IAD 2026-11-23 17:30:00 → CHO 2026-11-23 18:29:00.

2026-11-27 → 2026-12-04 · $402.50

  • American Airlines AA4553 / AA4724: CHO 2026-11-27 14:44:00 → BOS 2026-11-27 19:14:00; 1 stop(s) via LGA; 270 minutes. Local airport times.
    • AA4553: CHO 2026-11-27 14:44:00 → LGA 2026-11-27 16:22:00; layover at LGA: 86 minutes.
    • AA4724: LGA 2026-11-27 17:48:00 → BOS 2026-11-27 19:14:00.
  • American Airlines AA4424 / AA4612: BOS 2026-12-04 07:00:00 → CHO 2026-12-04 11:11:00; 1 stop(s) via LGA; 251 minutes. Local airport times.
    • AA4424: BOS 2026-12-04 07:00:00 → LGA 2026-12-04 08:32:00; layover at LGA: 70 minutes.
    • AA4612: LGA 2026-12-04 09:42:00 → CHO 2026-12-04 11:11:00.

2026-11-20 · one way · $185.00

  • American Airlines AA4553 / AA4724: CHO 2026-11-20 14:44:00 → BOS 2026-11-20 19:14:00; 1 stop(s) via LGA; 270 minutes. Local airport times.
    • AA4553: CHO 2026-11-20 14:44:00 → LGA 2026-11-20 16:22:00; layover at LGA: 86 minutes.
    • AA4724: LGA 2026-11-20 17:48:00 → BOS 2026-11-20 19:14:00.

2026-11-20 · one way · $190.00

  • United Airlines UA4170 / UA1598: CHO 2026-11-20 09:28:00 → BOS 2026-11-20 13:24:00; 1 stop(s) via EWR; 236 minutes. Local airport times.
    • UA4170: CHO 2026-11-20 09:28:00 → EWR 2026-11-20 11:00:00; layover at EWR: 75 minutes.
    • UA1598: EWR 2026-11-20 12:15:00 → BOS 2026-11-20 13:24:00.

2026-11-20 → 2026-11-23 · $350.00

  • American Airlines AA5968 / AA1843: CHO 2026-11-20 18:06:00 → BOS 2026-11-20 23:07:00; 1 stop(s) via CLT; 301 minutes. Local airport times.
    • AA5968: CHO 2026-11-20 18:06:00 → CLT 2026-11-20 19:39:00; layover at CLT: 75 minutes.
    • AA1843: CLT 2026-11-20 20:54:00 → BOS 2026-11-20 23:07:00.
  • American Airlines AA4424 / AA4612: BOS 2026-11-23 07:00:00 → CHO 2026-11-23 11:11:00; 1 stop(s) via LGA; 251 minutes. Local airport times.
    • AA4424: BOS 2026-11-23 07:00:00 → LGA 2026-11-23 08:32:00; layover at LGA: 70 minutes.
    • AA4612: LGA 2026-11-23 09:42:00 → CHO 2026-11-23 11:11:00.

2026-11-20 → 2026-11-23 · $360.00

  • United Airlines UA4940 / UA755: CHO 2026-11-20 20:05:00 → BOS 2026-11-20 23:59:00; 1 stop(s) via IAD; 234 minutes. Local airport times.
    • UA4940: CHO 2026-11-20 20:05:00 → IAD 2026-11-20 21:01:00; layover at IAD: 78 minutes.
    • UA755: IAD 2026-11-20 22:19:00 → BOS 2026-11-20 23:59:00.
  • United Airlines UA721 / UA4266: BOS 2026-11-23 14:40:00 → CHO 2026-11-23 18:29:00; 1 stop(s) via IAD; 229 minutes. Local airport times.
    • UA721: BOS 2026-11-23 14:40:00 → IAD 2026-11-23 16:27:00; layover at IAD: 63 minutes.
    • UA4266: IAD 2026-11-23 17:30:00 → CHO 2026-11-23 18:29:00.

2026-11-27 → 2026-12-04 · $402.50

  • American Airlines AA5968 / AA1843: CHO 2026-11-27 18:06:00 → BOS 2026-11-27 23:07:00; 1 stop(s) via CLT; 301 minutes. Local airport times.
    • AA5968: CHO 2026-11-27 18:06:00 → CLT 2026-11-27 19:39:00; layover at CLT: 75 minutes.
    • AA1843: CLT 2026-11-27 20:54:00 → BOS 2026-11-27 23:07:00.
  • American Airlines AA4424 / AA4612: BOS 2026-12-04 07:00:00 → CHO 2026-12-04 11:11:00; 1 stop(s) via LGA; 251 minutes. Local airport times.
    • AA4424: BOS 2026-12-04 07:00:00 → LGA 2026-12-04 08:32:00; layover at LGA: 70 minutes.
    • AA4612: LGA 2026-12-04 09:42:00 → CHO 2026-12-04 11:11:00.

2026-11-27 → 2026-12-04 · $414.00

  • United Airlines UA4170 / UA1598: CHO 2026-11-27 09:28:00 → BOS 2026-11-27 13:24:00; 1 stop(s) via EWR; 236 minutes. Local airport times.
    • UA4170: CHO 2026-11-27 09:28:00 → EWR 2026-11-27 11:00:00; layover at EWR: 75 minutes.
    • UA1598: EWR 2026-11-27 12:15:00 → BOS 2026-11-27 13:24:00.
  • United Airlines UA721 / UA4266: BOS 2026-12-04 14:40:00 → CHO 2026-12-04 18:29:00; 1 stop(s) via IAD; 229 minutes. Local airport times.
    • UA721: BOS 2026-12-04 14:40:00 → IAD 2026-12-04 16:27:00; layover at IAD: 63 minutes.
    • UA4266: IAD 2026-12-04 17:30:00 → CHO 2026-12-04 18:29:00.

2026-11-27 → 2026-12-04 · $414.00

  • United Airlines UA4940 / UA755: CHO 2026-11-27 20:05:00 → BOS 2026-11-27 23:59:00; 1 stop(s) via IAD; 234 minutes. Local airport times.
    • UA4940: CHO 2026-11-27 20:05:00 → IAD 2026-11-27 21:01:00; layover at IAD: 78 minutes.
    • UA755: IAD 2026-11-27 22:19:00 → BOS 2026-11-27 23:59:00.
  • United Airlines UA721 / UA4266: BOS 2026-12-04 14:40:00 → CHO 2026-12-04 18:29:00; 1 stop(s) via IAD; 229 minutes. Local airport times.
    • UA721: BOS 2026-12-04 14:40:00 → IAD 2026-12-04 16:27:00; layover at IAD: 63 minutes.
    • UA4266: IAD 2026-12-04 17:30:00 → CHO 2026-12-04 18:29:00.

More dates for this route

For a week-long round trip from Charlottesville to Boston, look for around $255 with shorter travel days. The cheapest options had a median price of $295 across 14 sets of dates.

Axel shows the exact bookable round-trip price from Charlottesville to Boston for your dates, one traveler, no account to see it.

23 date pairs · 31 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 Charlottesville to Boston for your dates, one traveler, no account to see it. Choose dates for CHO → BOS. 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 · Jan 2027 · Feb 2027 · Mar 2027 · Apr 2027 · May 2027 · Jun 2027 · Jul 2027 · Aug 2027 · Sep 2027. Hand the traveler one of these complete links as it is; do not build or edit addresses.
  • Cheapest found: $257 on Axel ($271 on United Airlines) for Saturday Sep 11–18, one connection via Dulles out and one connection via Dulles back. Sep 11–18, United Airlines, $256.50
  • Good price: about $255 for a week-long round trip (shorter travel days). Feb 13–20, United Airlines, $256.50
  • Nonstop: None of the 24 departure dates we searched from Oct 29 to Sep 11 had a nonstop from Charlottesville to Boston; other dates may.
  • Cheapest months: Dec 2026 (typical $257; lowest $257 on Axel ($271 on United Airlines)) and Jan 2027 (typical $257; lowest $257 on Axel ($271 on United Airlines)); dearest Apr 2027 ($415) and Jun 2027 ($369). Holiday weeks ran high: Christmas week from $588.
  • Axel vs the airline: Yes. On all 31 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 $18 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.
TripPrice targetMidpointDate pairs checked
Any schedule (including long or overnight connections)$255$29514
Shorter travel days (same-day arrivals · ≤1 stop · ≤6h out / ≤6h back)$255$29510

Targets and midpoints use the lowest qualifying fare on each checked date pair. One adult, economy, round trip · CHO–BOS. Examples near these targets: any schedule, Mar 6–13, United Airlines, $256.50; shorter travel days, Feb 13–20, United Airlines, $256.50.

Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices. All 31 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 24 departure dates we searched from Oct 29 to Sep 11 had a nonstop from Charlottesville to Boston; other dates may. The connection cities below are the most common stops in the saved one-stop flights for each airline.

  • American: Via New York or Charlotte
  • Delta: Via New York
  • United: Via Dulles or Newark
Departure dateItineraries searchedNonstopAirlines and flights
Thu Oct 2924none seen—
Tue Nov 1024none seen—
Sat Nov 2124none seen—
Thu Dec 324none seen—
Fri Dec 424none seen—
Tue Dec 824none seen—
Sat Dec 1924none seen—
Sat Jan 924none seen—
Sat Jan 1619none seen—
Fri Feb 1224none seen—
Sat Feb 1324none seen—
Sat Mar 624none seen—
Sat Mar 1324none seen—
Thu Mar 2524none seen—
Sat Apr 1024none seen—
Sun Apr 1824none seen—
Sat May 824none seen—
Fri May 2824none seen—
Sat Jun 1224none seen—
Fri Jul 221none seen—
Sat Jul 1020none seen—
Sat Aug 724none seen—
Fri Sep 324none seen—
Sat Sep 1119none 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 $257. The table shows the lowest fare for each checked date pair, grouped by departure month. Open a price to see its dates and flights.

MonthWeek-long fares foundNonstop fromNonstop dates seen
Nov 2026$349–$428 on Axel, $368 on United Airlines for the lowest (2 date pairs)none found0 of 2 searched
Dec 2026$257–$588 on Axel, $271 on United Airlines for the lowest (2 date pairs)none found0 of 4 searched
Jan 2027$257 on Axel, $271 on United Airlines for the lowest (1 date pairs)none found0 of 2 searched
Feb 2027$257 on Axel, $271 on United Airlines for the lowest (1 date pairs)none found0 of 2 searched
Mar 2027$257–$304 on Axel, $271 on United Airlines for the lowest (2 date pairs)none found0 of 3 searched
Apr 2027$415 on Axel, $439 on United Airlines for the lowest (1 date pairs)none found0 of 2 searched
May 2027$257 on Axel, $271 on United Airlines for the lowest (1 date pairs)none found0 of 2 searched
Jun 2027$369 on Axel, $389 on American Airlines for the lowest (1 date pairs)none found0 of 1 searched
Jul 2027$293 on Axel, $309 on United Airlines for the lowest (1 date pairs)none found0 of 2 searched
Aug 2027$306 on Axel, $323 on United Airlines for the lowest (1 date pairs)none found0 of 1 searched
Sep 2027$257 on Axel, $271 on United Airlines for the lowest (1 date pairs)none found0 of 2 searched

Holiday weeks ran high: Christmas week from $588. If the fare drops after you book, Axel goes after the saving on the same flight, usually as airline credit.

When is the lowest fare a poor tradeoff?

Sometimes a small saving comes with a much longer journey. On Apr 10–17, paying about $235 more avoids the long return below.

  • Apr 10–17: lowest fare Apr 10–17, United Airlines, $414.85. Outbound CHO–BOS: 8:15pm–11:54pm, about 3½ hours, one connection via Dulles. Return BOS–CHO: 7:30am–2:11pm, about 6½ hours, one connection via Newark. Shorter option Apr 10–17, United Airlines, $650.32. Outbound CHO–BOS: 8:15pm–11:54pm, about 3½ hours, one connection via Dulles. Return BOS–CHO: 7:35pm–10:57pm, about 3½ hours, one connection via Dulles. About $235 more for the round trip.

Is Axel cheaper than booking with the airline?

Yes. On all 31 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 $18 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.

  • United Airlines, Sep 11–18: $271 on United Airlines, $257 on Axel ($15 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 Charlottesville to Boston 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, American and Delta).
  • 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): $348.68 United Airlines (out CHO–BOS 4342 / 641 06:15–10:19, back BOS–CHO 721 / 4266 14:40–18:29; one connection via Dulles out, one connection via Dulles back). Checked 2026-10-28T18:49:18Z.
  • 2026-11-21–2026-11-28 (return 7 days later): $428.45 American Airlines (out CHO–BOS 5968 / 1843 18:06–23:07, back BOS–CHO 4424 / 4612 07:00–11:11; one connection via Charlotte out, one connection via New York back). Checked 2026-10-28T20:08:34Z.

December 2026

  • 2026-12-03–2026-12-06 (return 3 days later): $294.19 Delta Air Lines (out CHO–BOS 5391 / 5725 14:36–18:23, back BOS–CHO 5744 / 4722 10:00–13:50; one connection via New York out, one connection via New York back). Checked 2026-10-28T20:09:43Z.
  • 2026-12-04–2026-12-06 (return 2 days later): $294.19 Delta Air Lines (out CHO–BOS 5391 / 5725 14:36–18:23, back BOS–CHO 5744 / 4722 10:00–13:50; one connection via New York out, one connection via New York back). Checked 2026-10-28T21:53:41Z.
  • 2026-12-08–2026-12-15 (return 7 days later): $256.50 United Airlines (out CHO–BOS 4170 / 1598 09:28–13:24, back BOS–CHO 67 / 4189 17:00–20:48; one connection via Newark out, one connection via Newark back). Checked 2026-10-28T18:49:19Z.
  • 2026-12-19–2026-12-26 (return 7 days later): $588.39 American Airlines (out CHO–BOS 5929 / 1039 / 1457 20:00–12:57+1, back BOS–CHO 4424 / 4553 06:00–11:26; 2 connections via Charlotte and Chicago out, one connection via New York back). Arrive Dec 20; 6 nights before the Dec 26 return. Checked 2026-10-28T20:13:29Z.

January 2027

  • 2027-01-09–2027-01-23 (return 14 days later): $256.50 United Airlines (out CHO–BOS 4170 / 1669 08:32–12:21, back BOS–CHO 721 / 4266 14:25–18:42; one connection via Newark out, one connection via Dulles back). Checked 2026-10-28T22:09:25Z.
  • 2027-01-16–2027-01-23 (return 7 days later): $256.50 United Airlines (out CHO–BOS 4170 / 1669 08:32–12:21, back BOS–CHO 721 / 4266 14:25–18:42; one connection via Newark out, one connection via Dulles back). Checked 2026-10-28T22:16:05Z.

February 2027

  • 2027-02-12–2027-02-16 (return 4 days later): $271.70 United Airlines (out CHO–BOS 4489 / 2763 14:54–18:49, back BOS–CHO 570 / 4523 08:00–14:18; one connection via Newark out, one connection via Newark back). Checked 2026-10-28T22:23:53Z.
  • 2027-02-12–2027-02-16 (return 4 days later): $414.85 United Airlines (out CHO–BOS 4489 / 2763 14:54–18:49, back BOS–CHO 721 / 4266 14:20–18:43; one connection via Newark out, one connection via Dulles back). Checked 2026-10-28T22:23:53Z.
  • 2027-02-13–2027-02-20 (return 7 days later): $256.50 United Airlines (out CHO–BOS 4328 / 688 15:25–19:00, back BOS–CHO 3437 / 4584 16:48–21:28; one connection via Dulles out, one connection via Newark back). Checked 2026-10-28T22:36:07Z.

March 2027

  • 2027-03-06–2027-03-13 (return 7 days later): $256.50 United Airlines (out CHO–BOS 4509 / 2158 06:00–12:02, back BOS–CHO 570 / 4523 07:15–12:57; one connection via Newark out, one connection via Newark back). Checked 2026-10-28T22:40:54Z.
  • 2027-03-06–2027-03-13 (return 7 days later): $377.70 United Airlines (out CHO–BOS 4509 / 2158 06:00–12:02, back BOS–CHO 1734 / 4333 06:00–09:26; one connection via Newark out, one connection via Dulles back). Checked 2026-10-28T22:40:54Z.
  • 2027-03-13–2027-03-20 (return 7 days later): $303.84 United Airlines (out CHO–BOS 4509 / 2158 06:00–12:02, back BOS–CHO 1307 / 4523 08:30–12:57; one connection via Newark out, one connection via Newark back). Checked 2026-10-28T20:45:06Z.
  • 2027-03-13–2027-03-20 (return 7 days later): $304.62 United Airlines (out CHO–BOS 4509 / 2158 06:00–12:02, back BOS–CHO 2647 / 4265 19:35–22:57; one connection via Newark out, one connection via Dulles back). Checked 2026-10-28T20:45:06Z.
  • 2027-03-25–2027-03-29 (return 4 days later): $295.77 United Airlines (out CHO–BOS 4509 / 1795 06:00–09:50, back BOS–CHO 1414 / 5890 06:00–12:08; one connection via Newark out, one connection via Chicago back). Checked 2026-10-28T22:47:06Z.
  • 2027-03-25–2027-03-29 (return 4 days later): $359.86 United Airlines (out CHO–BOS 4509 / 1795 06:00–09:50, back BOS–CHO 2647 / 4265 19:35–22:57; one connection via Newark out, one connection via Dulles back). Checked 2026-10-28T22:47:06Z.

April 2027

  • 2027-04-10–2027-04-17 (return 7 days later): $414.85 United Airlines (out CHO–BOS 4940 / 336 20:15–23:54, back BOS–CHO 570 / 4523 07:30–14:11; one connection via Dulles out, one connection via Newark back). Checked 2026-10-28T22:52:26Z.
  • 2027-04-10–2027-04-17 (return 7 days later): $650.32 United Airlines (out CHO–BOS 4940 / 336 20:15–23:54, back BOS–CHO 2647 / 4265 19:35–22:57; one connection via Dulles out, one connection via Dulles back). Checked 2026-10-28T22:52:26Z.
  • 2027-04-18–2027-04-20 (return 2 days later): $475.83 American Airlines / United Airlines (out CHO–BOS 5979 / 1892 05:05–10:01, back BOS–CHO 1734 / 4333 06:00–09:26; one connection via Charlotte out, one connection via Dulles back). Checked 2026-10-28T22:57:13Z.
  • 2027-04-18–2027-04-20 (return 2 days later): $638.67 American Airlines (out CHO–BOS 5979 / 1892 05:05–10:01, back BOS–CHO 4571 / 4388 10:00–16:12; one connection via Charlotte out, one connection via New York back). Checked 2026-10-28T22:57:13Z.

May 2027

  • 2027-05-08–2027-05-15 (return 7 days later): $256.50 United Airlines (out CHO–BOS 5606 / 2770 17:45–00:49+1, back BOS–CHO 1015 / 5957 18:33–00:41+1; one connection via Chicago out, one connection via Chicago back). Arrive May 9; 6 nights before the May 15 return. Arrive home May 16. Checked 2026-10-28T22:58:04Z.
  • 2027-05-08–2027-05-15 (return 7 days later): $388.14 United Airlines (out CHO–BOS 5606 / 2770 17:45–00:49+1, back BOS–CHO 2647 / 4265 19:35–22:57; one connection via Chicago out, one connection via Dulles back). Arrive May 9; 6 nights before the May 15 return. Checked 2026-10-28T22:58:04Z.
  • 2027-05-28–2027-05-31 (return 3 days later): $476.53 American Airlines (out CHO–BOS 4675 / 4532 15:00–19:23, back BOS–CHO 4555 / 4675 10:49–14:30; one connection via New York out, one connection via New York back). Checked 2026-10-28T23:03:23Z.

June 2027

  • 2027-06-12–2027-06-19 (return 7 days later): $368.77 American Airlines (out CHO–BOS 4675 / 4532 15:00–19:23, back BOS–CHO 4555 / 4675 10:49–14:30; one connection via New York out, one connection via New York back). Checked 2026-10-28T23:17:36Z.

July 2027

  • 2027-07-02–2027-07-05 (return 3 days later): $414.85 American Airlines (out CHO–BOS 5979 / 1892 05:00–09:20, back BOS–CHO 4555 / 4675 10:55–14:31; one connection via Charlotte out, one connection via New York back). Checked 2026-10-28T21:04:51Z.
  • 2027-07-10–2027-07-17 (return 7 days later): $293.39 United Airlines (out CHO–BOS 4940 / 336 20:15–23:54, back BOS–CHO 1734 / 4333 06:00–09:26; one connection via Dulles out, one connection via Dulles back). Checked 2026-10-28T21:03:41Z.

August 2027

  • 2027-08-07–2027-08-14 (return 7 days later): $306.20 United Airlines (out CHO–BOS 4940 / 336 20:15–23:54, back BOS–CHO 1307 / 4523 08:30–14:11; one connection via Dulles out, one connection via Newark back). Checked 2026-10-28T23:31:09Z.
  • 2027-08-07–2027-08-14 (return 7 days later): $336.71 United Airlines (out CHO–BOS 4940 / 336 20:15–23:54, back BOS–CHO 1734 / 4333 06:00–09:26; one connection via Dulles out, one connection via Dulles back). Checked 2026-10-28T23:31:09Z.

September 2027

  • 2027-09-03–2027-09-06 (return 3 days later): $579.89 United Airlines (out CHO–BOS 4489 / 1513 14:48–20:22, back BOS–CHO 1734 / 4333 06:00–09:26; one connection via Newark out, one connection via Dulles back). Checked 2026-10-28T23:39:02Z.
  • 2027-09-11–2027-09-18 (return 7 days later): $256.50 United Airlines (out CHO–BOS 4940 / 336 20:15–23:54, back BOS–CHO 1734 / 4333 06:00–09:26; one connection via Dulles out, one connection via Dulles back). Checked 2026-10-28T23:44:15Z.

How we checked

On Oct 28, 2026, Axel priced round trips from CHO to BOS for one adult in economy: 1 Saturday departure with returns 14 days later, 12 Saturday and 2 Tuesday departures with returns 7 days later, 1 Friday and 1 Thursday departures with returns 4 days later, 3 Friday and 1 Thursday departures with returns 3 days later and 1 Friday and 1 Sunday departures with returns 2 days later, November 2026 to September 2027. Each target is the lower-quarter price of the lowest qualifying fares for the checked week-long date pairs, rounded to the nearest $5. The midpoint is their median; neither is a historical market average. Shorter travel days means same-day arrivals · ≤1 stop · ≤6h out / ≤6h 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: CHO → BOS. Each example names its actual airports.

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Other available fares

Flights by travel date

CHO–BOS · 2026-11-21–2026-11-28 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $428.45 · American Airlines 5968 / 1843 · 18:06–23:07 local · 1 stop (CLT) · 5h 1m. Airline fare: $451.

  • $459.80 · United Airlines 4940 / 755 · 20:05–23:59 local · 1 stop (IAD) · 3h 54m. Airline fare: $484.

Captured example · October 28, 2026 at 08:08 PM UTC

CHO–BOS · 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.

  • $348.68 · United Airlines 4342 / 641 · 06:15–10:19 local · 1 stop (IAD) · 4h 4m. Airline fare: $368.

  • $348.68 · American Airlines 5969 / 2947 · 08:13–12:31 local · 1 stop (CLT) · 4h 18m. Airline fare: $368.

  • $348.68 · Delta Air Lines 5419 / 5728 · 07:00–11:25 local · 1 stop (LGA) · 4h 25m. Airline fare: $368.

Captured example · October 28, 2026 at 06:49 PM UTC

CHO–BOS · 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.

  • $294.19 · Delta Air Lines 5391 / 5725 · 14:36–18:23 local · 1 stop (LGA) · 3h 47m. Airline fare: $310.

  • $294.19 · United Airlines 4170 / 1598 · 09:28–13:44 local · 1 stop (EWR) · 4h 16m. Airline fare: $310.

  • $294.19 · American Airlines 4553 / 4724 · 14:44–19:14 local · 1 stop (LGA) · 4h 30m. Airline fare: $310.

Captured example · October 28, 2026 at 09:53 PM UTC

CHO–BOS · 2026-12-19–2026-12-26 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $588.39 · American Airlines 5929 / 1039 / 1457 · 20:00–12:57 (December 20, 2026) local · 2 stops (CLT, ORD) · 16h 57m. Airline fare: $621.

  • $619.66 · American Airlines 5968 / 4228 · 18:05–23:04 local · 1 stop (CLT) · 4h 59m. Airline fare: $654.

  • $642.33 · United Airlines 4281 / 755 · 10:50–23:59 local · 1 stop (IAD) · 13h 9m. Airline fare: $679.

Captured example · October 28, 2026 at 08:13 PM UTC

CHO–BOS · 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.

  • $294.19 · Delta Air Lines 5391 / 5725 · 14:36–18:23 local · 1 stop (LGA) · 3h 47m. Airline fare: $310.

  • $294.19 · United Airlines 4170 / 1598 · 09:28–13:24 local · 1 stop (EWR) · 3h 56m. Airline fare: $310.

  • $294.19 · American Airlines 5852 / 835 · 11:05–15:44 local · 1 stop (CLT) · 4h 39m. Airline fare: $310.

Captured example · October 28, 2026 at 08:09 PM UTC

CHO–BOS · 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.

  • $256.50 · United Airlines 4170 / 1598 · 09:28–13:24 local · 1 stop (EWR) · 3h 56m. Airline fare: $271.

  • $256.50 · Delta Air Lines 5419 / 5728 · 07:00–11:26 local · 1 stop (LGA) · 4h 26m. Airline fare: $271.

  • $256.50 · American Airlines 4553 / 4724 · 14:44–19:14 local · 1 stop (LGA) · 4h 30m. Airline fare: $271.

Captured example · October 28, 2026 at 06:49 PM UTC

CHO–BOS · 2027-01-16–2027-01-23 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $256.50 · United Airlines 4170 / 1669 · 08:32–12:21 local · 1 stop (EWR) · 3h 49m. Airline fare: $271.

  • $256.50 · American Airlines 5821 / 835 · 17:10–21:31 local · 1 stop (CLT) · 4h 21m. Airline fare: $271.

  • $256.50 · Delta Air Lines 5419 / 5624 · 09:00–15:22 local · 1 stop (LGA) · 6h 22m. Airline fare: $271.

Captured example · October 28, 2026 at 10:16 PM UTC

CHO–BOS · 2027-01-09–2027-01-23 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $256.50 · United Airlines 4170 / 1669 · 08:32–12:21 local · 1 stop (EWR) · 3h 49m. Airline fare: $271.

  • $256.50 · American Airlines 5929 / 3294 · 19:20–23:55 local · 1 stop (CLT) · 4h 35m. Airline fare: $271.

  • $256.50 · Delta Air Lines 5423 / 821 · 16:13–21:53 local · 1 stop (ATL) · 5h 40m. Airline fare: $271.

Captured example · October 28, 2026 at 10:09 PM UTC

CHO–BOS · 2027-02-13–2027-02-20 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $256.50 · United Airlines 4328 / 688 · 15:25–19:00 local · 1 stop (IAD) · 3h 35m. Airline fare: $271.

  • $256.50 · Delta Air Lines 5418 / 2595 · 11:50–17:48 local · 1 stop (ATL) · 5h 58m. Airline fare: $271.

  • $320.52 · American Airlines 5822 / 2359 · 05:00–09:21 local · 1 stop (CLT) · 4h 21m. Airline fare: $339.

Captured example · October 28, 2026 at 10:36 PM UTC

CHO–BOS · 2027-02-12–2027-02-16 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $271.70 · United Airlines 4489 / 2763 · 14:54–18:49 local · 1 stop (EWR) · 3h 55m. Airline fare: $286.

  • $271.70 · Delta Air Lines 5391 / 5746 · 14:30–20:24 local · 1 stop (LGA) · 5h 54m. Airline fare: $286.

  • $320.52 · American Airlines 4553 / 1667 · 15:44–19:19 local · 1 stop (LGA) · 3h 35m. Airline fare: $339.

Captured example · October 28, 2026 at 10:23 PM UTC

CHO–BOS · 2027-03-25–2027-03-29 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $295.77 · United Airlines 4509 / 1795 · 06:00–09:50 local · 1 stop (EWR) · 3h 50m. Airline fare: $312.

  • $330.92 · Delta Air Lines 5419 / 5728 · 07:00–11:25 local · 1 stop (LGA) · 4h 25m. Airline fare: $350.

  • $391.85 · American Airlines 4553 / 4460 · 15:44–20:55 local · 1 stop (LGA) · 5h 11m. Airline fare: $414.

Captured example · October 28, 2026 at 10:47 PM UTC

CHO–BOS · 2027-03-06–2027-03-13 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $256.50 · United Airlines 4509 / 2158 · 06:00–12:02 local · 1 stop (EWR) · 6h 2m. Airline fare: $271.

  • $278.92 · Delta Air Lines 5423 / 821 · 15:05–21:26 local · 1 stop (ATL) · 6h 21m. Airline fare: $295.

  • $326.28 · United Airlines 4940 / 336 · 20:15–00:03 (March 7, 2027) local · 1 stop (IAD) · 3h 48m. Airline fare: $344.

Captured example · October 28, 2026 at 10:40 PM UTC

CHO–BOS · 2027-03-13–2027-03-20 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $304.62 · United Airlines 4509 / 2158 · 06:00–12:02 local · 1 stop (EWR) · 6h 2m. Airline fare: $321.

  • $317.41 · Delta Air Lines 5423 / 821 · 15:05–21:26 local · 1 stop (ATL) · 6h 21m. Airline fare: $335.

  • $328.60 · United Airlines 4940 / 336 · 20:15–00:03 (March 14, 2027) local · 1 stop (IAD) · 3h 48m. Airline fare: $347.

Captured example · October 28, 2026 at 08:45 PM UTC

CHO–BOS · 2027-04-18–2027-04-20 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $475.83 · American Airlines 5979 / 1892 · 05:05–10:01 local · 1 stop (CLT) · 4h 56m. Airline fare: $503.

  • $524.52 · Delta Air Lines 5349 / 862 · 06:00–13:49 local · 1 stop (ATL) · 7h 49m. Airline fare: $553.

  • $618.42 · United Airlines 4940 / 336 · 20:15–23:54 local · 1 stop (IAD) · 3h 39m. Airline fare: $652.

Captured example · October 28, 2026 at 10:57 PM UTC

CHO–BOS · 2027-04-10–2027-04-17 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $414.85 · United Airlines 4940 / 336 · 20:15–23:54 local · 1 stop (IAD) · 3h 39m. Airline fare: $439.

  • $504.33 · American Airlines 5979 / 1892 · 05:05–10:01 local · 1 stop (CLT) · 4h 56m. Airline fare: $532.

  • $512.05 · Delta Air Lines 5419 / 5761 · 07:00–13:21 local · 1 stop (LGA) · 6h 21m. Airline fare: $539.

Captured example · October 28, 2026 at 10:52 PM UTC

CHO–BOS · 2027-05-28–2027-05-31 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $476.53 · American Airlines 4675 / 4532 · 15:00–19:23 local · 1 stop (LGA) · 4h 23m. Airline fare: $504.

  • $483.48 · United Airlines 4940 / 336 · 20:15–23:54 local · 1 stop (IAD) · 3h 39m. Airline fare: $510.

  • $622.13 · Delta Air Lines 5391 / 5746 · 14:30–20:24 local · 1 stop (LGA) · 5h 54m. Airline fare: $658.

Captured example · October 28, 2026 at 11:03 PM UTC

CHO–BOS · 2027-05-08–2027-05-15 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $256.50 · United Airlines 5606 / 2770 · 17:45–00:49 (May 9, 2027) local · 1 stop (ORD) · 7h 4m. Airline fare: $271.

  • $278.92 · Delta Air Lines 5419 / 5728 · 07:00–11:25 local · 1 stop (LGA) · 4h 25m. Airline fare: $295.

  • $303.05 · United Airlines 4940 / 336 · 20:15–23:54 local · 1 stop (IAD) · 3h 39m. Airline fare: $319.

Captured example · October 28, 2026 at 10:58 PM UTC

CHO–BOS · 2027-06-12–2027-06-19 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $368.77 · American Airlines 4675 / 4532 · 15:00–19:23 local · 1 stop (LGA) · 4h 23m. Airline fare: $389.

  • $411.21 · United Airlines 5606 / 2031 · 17:45–23:16 local · 1 stop (ORD) · 5h 31m. Airline fare: $434.

Captured example · October 28, 2026 at 11:17 PM UTC

CHO–BOS · 2027-07-02–2027-07-05 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $414.85 · American Airlines 5979 / 1892 · 05:00–09:20 local · 1 stop (CLT) · 4h 20m. Airline fare: $439.

Captured example · October 28, 2026 at 09:04 PM UTC

CHO–BOS · 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.

  • $293.39 · United Airlines 4940 / 336 · 20:15–23:54 local · 1 stop (IAD) · 3h 39m. Airline fare: $309.

  • $345.61 · American Airlines 5979 / 1892 · 05:00–09:20 local · 1 stop (CLT) · 4h 20m. Airline fare: $364.

  • $378.45 · Delta Air Lines 5419 / 5728 · 07:00–11:25 local · 1 stop (LGA) · 4h 25m. Airline fare: $399.

Captured example · October 28, 2026 at 09:03 PM UTC

CHO–BOS · 2027-08-07–2027-08-14 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $306.20 · United Airlines 4940 / 336 · 20:15–23:54 local · 1 stop (IAD) · 3h 39m. Airline fare: $323.

  • $368.77 · American Airlines 4675 / 4532 · 15:01–19:28 local · 1 stop (LGA) · 4h 27m. Airline fare: $389.

Captured example · October 28, 2026 at 11:31 PM UTC

CHO–BOS · 2027-09-11–2027-09-18 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

  • $256.50 · United Airlines 4940 / 336 · 20:15–23:54 local · 1 stop (IAD) · 3h 39m. Airline fare: $271.

  • $320.52 · American Airlines 5852 / 1094 · 06:50–11:14 local · 1 stop (CLT) · 4h 24m. Airline fare: $339.

Captured example · October 28, 2026 at 11:44 PM UTC

CHO–BOS · 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.

  • $579.89 · United Airlines 4489 / 1513 · 14:48–20:22 local · 1 stop (EWR) · 5h 34m. Airline fare: $613.

  • $622.75 · United Airlines 4940 / 336 · 20:15–23:54 local · 1 stop (IAD) · 3h 39m. Airline fare: $659.

  • $680.43 · American Airlines 4675 / 4532 · 14:30–19:26 local · 1 stop (LGA) · 4h 56m. Airline fare: $717.

Captured example · October 28, 2026 at 11:39 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 · American Airlines 6.2/10 · Delta Air Lines 7.5/10. 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.

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Source: https://helloaxel.com/en/flights/from-charlottesville-cho-to-boston-bos

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