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Boston → Chicago

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BOS → ORD1 adulteconomy

42 flight options · 5 airlines

Round-trip flights

Fri, Nov 20 – Mon, Nov 23

JetBlue Airways
2:40 pmBOS
3h
Nonstop
4:40 pmORD
JetBlue Airways
5:46 pmORD
2h 28m
Nonstop
9:14 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

United Airlines
8:25 pmBOS
3h 4m
Nonstop
10:29 pmORD
United Airlines
6:05 amORD
2h 18m
Nonstop
9:23 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

American Airlines
10:24 amBOS
3h 11m
Nonstop
12:35 pmORD
American Airlines
6:00 amORD
2h 29m
Nonstop
9:29 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Delta Air Lines
8:59 pmBOS
2h 58m
Nonstop
10:57 pmORD
Delta Air Lines
3:05 pmORD
2h 31m
Nonstop
6:36 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Air Canada
3:10 pmBOS
5h 48m
YYZ · 1h 44m
7:58 pmORD
Air Canada
4:30 pmORD
5h 7m
YYZ · 1h 45m
10:37 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

JetBlue Airways
2:40 pmBOS
3h
Nonstop
4:40 pmORD
JetBlue Airways
5:46 pmORD
2h 28m
Nonstop
9:14 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

JetBlue Airways
9:59 amBOS
3h 1m
Nonstop
12:00 pmORD
JetBlue Airways
5:46 pmORD
2h 28m
Nonstop
9:14 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

United Airlines
2:58 pmBOS
3h 2m
Nonstop
5:00 pmORD
United Airlines
6:05 amORD
2h 18m
Nonstop
9:23 amBOS

Round-trip total · 1 adult · Taxes included

Show 20 more flights

Fri, Nov 20 – Mon, Nov 23

American Airlines
12:16 pmBOS
3h 12m
Nonstop
2:28 pmORD
American Airlines
6:00 amORD
2h 29m
Nonstop
9:29 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Delta Air Lines
4:35 pmBOS
3h 10m
Nonstop
6:45 pmORD
Delta Air Lines
3:05 pmORD
2h 31m
Nonstop
6:36 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

JetBlue Airways
9:59 amBOS
3h 1m
Nonstop
12:00 pmORD
JetBlue Airways
5:46 pmORD
2h 28m
Nonstop
9:14 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
2:58 pmBOS
3h 2m
Nonstop
5:00 pmORD
United Airlines
12:29 pmORD
2h 24m
Nonstop
3:53 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
8:25 pmBOS
3h 4m
Nonstop
10:29 pmORD
United Airlines
12:29 pmORD
2h 24m
Nonstop
3:53 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
12:16 pmBOS
3h 12m
Nonstop
2:28 pmORD
American Airlines
6:59 amORD
2h 33m
Nonstop
10:32 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
10:24 amBOS
3h 11m
Nonstop
12:35 pmORD
American Airlines
6:59 amORD
2h 33m
Nonstop
10:32 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Delta Air Lines
4:35 pmBOS
3h 10m
Nonstop
6:45 pmORD
Delta Air Lines
10:35 amORD
2h 24m
Nonstop
1:59 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Delta Air Lines
8:59 pmBOS
2h 58m
Nonstop
10:57 pmORD
Delta Air Lines
10:35 amORD
2h 24m
Nonstop
1:59 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

American Airlines
10:00 amBOS
4h 59m
SYR · 1h 8m
1:59 pmORD
American Airlines
6:00 amORD
2h 29m
Nonstop
9:29 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

American Airlines
10:07 amBOS
6h 7m
CVG · 1h 44m
3:14 pmORD
American Airlines
6:00 amORD
2h 29m
Nonstop
9:29 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

American Airlines
3:45 pmBOS
5h 45m
PHL · 1h 5m
8:30 pmORD
American Airlines
6:00 amORD
2h 29m
Nonstop
9:29 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

United Airlines
2:40 pmBOS
5h 25m
IAD · 1h 12m
7:05 pmORD
United Airlines
6:05 amORD
2h 18m
Nonstop
9:23 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

United Airlines
3:42 pmBOS
5h 24m
EWR · 1h 2m
8:06 pmORD
United Airlines
6:05 amORD
2h 18m
Nonstop
9:23 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
3:45 pmBOS
5h 45m
PHL · 1h 5m
8:30 pmORD
American Airlines
6:59 amORD
2h 33m
Nonstop
10:32 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
10:07 amBOS
6h 7m
CVG · 1h 44m
3:14 pmORD
American Airlines
6:59 amORD
2h 33m
Nonstop
10:32 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
10:00 amBOS
4h 59m
SYR · 1h 8m
1:59 pmORD
American Airlines
6:59 amORD
2h 33m
Nonstop
10:32 amBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
2:40 pmBOS
5h 25m
IAD · 1h 12m
7:05 pmORD
United Airlines
12:29 pmORD
2h 24m
Nonstop
3:53 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
3:42 pmBOS
5h 24m
EWR · 1h 2m
8:06 pmORD
United Airlines
12:29 pmORD
2h 24m
Nonstop
3:53 pmBOS

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Air Canada
3:10 pmBOS
5h 48m
YYZ · 1h 44m
7:58 pmORD
Air Canada
4:30 pmORD
5h 7m
YYZ · 1h 45m
10:37 pmBOS

Round-trip total · 1 adult · Taxes included

One-way flights

Fri, Nov 20 · One way

JetBlue Airways
2:40 pmBOS
3h
Nonstop
4:40 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
8:25 pmBOS
3h 4m
Nonstop
10:29 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
12:16 pmBOS
3h 12m
Nonstop
2:28 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Delta Air Lines
8:59 pmBOS
2h 58m
Nonstop
10:57 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Air Canada
3:10 pmBOS
5h 48m
YYZ · 1h 44m
7:58 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

JetBlue Airways
9:59 amBOS
3h 1m
Nonstop
12:00 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
10:24 amBOS
3h 11m
Nonstop
12:35 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
2:58 pmBOS
3h 2m
Nonstop
5:00 pmORD

One-way total · 1 adult · Taxes included

Show 6 more flights

Fri, Nov 20 · One way

Delta Air Lines
4:35 pmBOS
3h 10m
Nonstop
6:45 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
3:45 pmBOS
5h 45m
PHL · 1h 5m
8:30 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
10:07 amBOS
6h 7m
CVG · 1h 44m
3:14 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
10:00 amBOS
4h 59m
SYR · 1h 8m
1:59 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
2:40 pmBOS
5h 25m
IAD · 1h 12m
7:05 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
3:42 pmBOS
5h 24m
EWR · 1h 2m
8:06 pmORD

One-way total · 1 adult · Taxes included

Make this trip yours

BOS ⇄ ORD

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Why book with Axel
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  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. Cancellation policy
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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. How Axel works · About

More dates

Nov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
For AI assistants: every fare, every link, instructions

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 wayJetBlue AirwaysB6611$140.002026-10-29T00:52:35Z
2026-11-20 · one wayUnited AirlinesUA2433$155.002026-10-29T00:52:35Z
2026-11-20 · one wayAmerican AirlinesAA581$155.002026-10-29T00:52:35Z
2026-11-20 · one wayDelta Air LinesDL2804$160.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23JetBlue AirwaysB6611 / B61012$265.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23United AirlinesUA2433 / UA1186$290.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23American AirlinesAA2015 / AA1951$290.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23Delta Air LinesDL2804 / DL2816$300.002026-10-29T00:52:35Z
2026-11-20 · one wayAir CanadaAC8695 + AC511$250.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23Air CanadaAC8695 + AC511 / AC508 + AC772$440.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04JetBlue AirwaysB6611 / B61012$318.002026-10-29T00:52:35Z
2026-11-20 · one wayJetBlue AirwaysB6111$140.002026-10-29T00:52:35Z
2026-11-20 · one wayAmerican AirlinesAA2015$155.002026-10-29T00:52:35Z
2026-11-20 · one wayUnited AirlinesUA2496$155.002026-10-29T00:52:35Z
2026-11-20 · one wayDelta Air LinesDL2646$160.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23JetBlue AirwaysB6111 / B61012$265.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23United AirlinesUA2496 / UA1186$290.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23American AirlinesAA581 / AA1951$290.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23Delta Air LinesDL2646 / DL2816$300.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04JetBlue AirwaysB6111 / B61012$318.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04United AirlinesUA2496 / UA1896$348.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04United AirlinesUA2433 / UA1896$348.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04American AirlinesAA581 / AA2089$348.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04American AirlinesAA2015 / AA2089$348.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04Delta Air LinesDL2646 / DL2570$360.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04Delta Air LinesDL2804 / DL2570$360.002026-10-29T00:52:35Z
2026-11-20 · one wayAmerican AirlinesAA4798 + AA3177$165.002026-10-29T00:52:35Z
2026-11-20 · one wayAmerican AirlinesAA4609 + AA4733$165.002026-10-29T00:52:35Z
2026-11-20 · one wayAmerican AirlinesAA4133 + AA4390$165.002026-10-29T00:52:35Z
2026-11-20 · one wayUnited AirlinesUA721 + UA2497$170.002026-10-29T00:52:35Z
2026-11-20 · one wayUnited AirlinesUA546 + UA703$170.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23American AirlinesAA4133 + AA4390 / AA1951$300.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23American AirlinesAA4609 + AA4733 / AA1951$300.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23American AirlinesAA4798 + AA3177 / AA1951$300.002026-10-29T00:52:35Z
2026-11-20 → 2026-11-23United AirlinesUA721 + UA2497 / UA1186$302.502026-10-29T00:52:35Z
2026-11-20 → 2026-11-23United AirlinesUA546 + UA703 / UA1186$302.502026-10-29T00:52:35Z
2026-11-27 → 2026-12-04American AirlinesAA4798 + AA3177 / AA2089$362.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04American AirlinesAA4609 + AA4733 / AA2089$362.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04American AirlinesAA4133 + AA4390 / AA2089$362.002026-10-29T00:52:35Z
2026-11-27 → 2026-12-04United AirlinesUA721 + UA2497 / UA1896$365.502026-10-29T00:52:35Z
2026-11-27 → 2026-12-04United AirlinesUA546 + UA703 / UA1896$365.502026-10-29T00:52:35Z
2026-11-27 → 2026-12-04Air CanadaAC8695 + AC511 / AC508 + AC772$528.002026-10-29T00:52:35Z

2026-11-20 · one way · $140.00

  • JetBlue Airways B6611: BOS 2026-11-20 14:40:00 → ORD 2026-11-20 16:40:00; nonstop; 180 minutes. Local airport times.

2026-11-20 · one way · $155.00

  • United Airlines UA2433: BOS 2026-11-20 20:25:00 → ORD 2026-11-20 22:29:00; nonstop; 184 minutes. Local airport times.

2026-11-20 · one way · $155.00

  • American Airlines AA581: BOS 2026-11-20 12:16:00 → ORD 2026-11-20 14:28:00; nonstop; 192 minutes. Local airport times.

2026-11-20 · one way · $160.00

  • Delta Air Lines DL2804: BOS 2026-11-20 20:59:00 → ORD 2026-11-20 22:57:00; nonstop; 178 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $265.00

  • JetBlue Airways B6611: BOS 2026-11-20 14:40:00 → ORD 2026-11-20 16:40:00; nonstop; 180 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2026-11-23 17:46:00 → BOS 2026-11-23 21:14:00; nonstop; 148 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $290.00

  • United Airlines UA2433: BOS 2026-11-20 20:25:00 → ORD 2026-11-20 22:29:00; nonstop; 184 minutes. Local airport times.
  • United Airlines UA1186: ORD 2026-11-23 06:05:00 → BOS 2026-11-23 09:23:00; nonstop; 138 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $290.00

  • American Airlines AA2015: BOS 2026-11-20 10:24:00 → ORD 2026-11-20 12:35:00; nonstop; 191 minutes. Local airport times.
  • American Airlines AA1951: ORD 2026-11-23 06:00:00 → BOS 2026-11-23 09:29:00; nonstop; 149 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $300.00

  • Delta Air Lines DL2804: BOS 2026-11-20 20:59:00 → ORD 2026-11-20 22:57:00; nonstop; 178 minutes. Local airport times.
  • Delta Air Lines DL2816: ORD 2026-11-23 15:05:00 → BOS 2026-11-23 18:36:00; nonstop; 151 minutes. Local airport times.

2026-11-20 · one way · $250.00

  • Air Canada AC8695 / AC511: BOS 2026-11-20 15:10:00 → ORD 2026-11-20 19:58:00; 1 stop(s) via YYZ; 348 minutes. Local airport times.
    • AC8695: BOS 2026-11-20 15:10:00 → YYZ 2026-11-20 17:11:00; layover at YYZ: 104 minutes.
    • AC511: YYZ 2026-11-20 18:55:00 → ORD 2026-11-20 19:58:00.

2026-11-20 → 2026-11-23 · $440.00

  • Air Canada AC8695 / AC511: BOS 2026-11-20 15:10:00 → ORD 2026-11-20 19:58:00; 1 stop(s) via YYZ; 348 minutes. Local airport times.
    • AC8695: BOS 2026-11-20 15:10:00 → YYZ 2026-11-20 17:11:00; layover at YYZ: 104 minutes.
    • AC511: YYZ 2026-11-20 18:55:00 → ORD 2026-11-20 19:58:00.
  • Air Canada AC508 / AC772: ORD 2026-11-23 16:30:00 → BOS 2026-11-23 22:37:00; 1 stop(s) via YYZ; 307 minutes. Local airport times.
    • AC508: ORD 2026-11-23 16:30:00 → YYZ 2026-11-23 19:10:00; layover at YYZ: 105 minutes.
    • AC772: YYZ 2026-11-23 20:55:00 → BOS 2026-11-23 22:37:00.

2026-11-27 → 2026-12-04 · $318.00

  • JetBlue Airways B6611: BOS 2026-11-27 14:40:00 → ORD 2026-11-27 16:40:00; nonstop; 180 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2026-12-04 17:46:00 → BOS 2026-12-04 21:14:00; nonstop; 148 minutes. Local airport times.

2026-11-20 · one way · $140.00

  • JetBlue Airways B6111: BOS 2026-11-20 09:59:00 → ORD 2026-11-20 12:00:00; nonstop; 181 minutes. Local airport times.

2026-11-20 · one way · $155.00

  • American Airlines AA2015: BOS 2026-11-20 10:24:00 → ORD 2026-11-20 12:35:00; nonstop; 191 minutes. Local airport times.

2026-11-20 · one way · $155.00

  • United Airlines UA2496: BOS 2026-11-20 14:58:00 → ORD 2026-11-20 17:00:00; nonstop; 182 minutes. Local airport times.

2026-11-20 · one way · $160.00

  • Delta Air Lines DL2646: BOS 2026-11-20 16:35:00 → ORD 2026-11-20 18:45:00; nonstop; 190 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $265.00

  • JetBlue Airways B6111: BOS 2026-11-20 09:59:00 → ORD 2026-11-20 12:00:00; nonstop; 181 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2026-11-23 17:46:00 → BOS 2026-11-23 21:14:00; nonstop; 148 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $290.00

  • United Airlines UA2496: BOS 2026-11-20 14:58:00 → ORD 2026-11-20 17:00:00; nonstop; 182 minutes. Local airport times.
  • United Airlines UA1186: ORD 2026-11-23 06:05:00 → BOS 2026-11-23 09:23:00; nonstop; 138 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $290.00

  • American Airlines AA581: BOS 2026-11-20 12:16:00 → ORD 2026-11-20 14:28:00; nonstop; 192 minutes. Local airport times.
  • American Airlines AA1951: ORD 2026-11-23 06:00:00 → BOS 2026-11-23 09:29:00; nonstop; 149 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $300.00

  • Delta Air Lines DL2646: BOS 2026-11-20 16:35:00 → ORD 2026-11-20 18:45:00; nonstop; 190 minutes. Local airport times.
  • Delta Air Lines DL2816: ORD 2026-11-23 15:05:00 → BOS 2026-11-23 18:36:00; nonstop; 151 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $318.00

  • JetBlue Airways B6111: BOS 2026-11-27 09:59:00 → ORD 2026-11-27 12:00:00; nonstop; 181 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2026-12-04 17:46:00 → BOS 2026-12-04 21:14:00; nonstop; 148 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $348.00

  • United Airlines UA2496: BOS 2026-11-27 14:58:00 → ORD 2026-11-27 17:00:00; nonstop; 182 minutes. Local airport times.
  • United Airlines UA1896: ORD 2026-12-04 12:29:00 → BOS 2026-12-04 15:53:00; nonstop; 144 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $348.00

  • United Airlines UA2433: BOS 2026-11-27 20:25:00 → ORD 2026-11-27 22:29:00; nonstop; 184 minutes. Local airport times.
  • United Airlines UA1896: ORD 2026-12-04 12:29:00 → BOS 2026-12-04 15:53:00; nonstop; 144 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $348.00

  • American Airlines AA581: BOS 2026-11-27 12:16:00 → ORD 2026-11-27 14:28:00; nonstop; 192 minutes. Local airport times.
  • American Airlines AA2089: ORD 2026-12-04 06:59:00 → BOS 2026-12-04 10:32:00; nonstop; 153 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $348.00

  • American Airlines AA2015: BOS 2026-11-27 10:24:00 → ORD 2026-11-27 12:35:00; nonstop; 191 minutes. Local airport times.
  • American Airlines AA2089: ORD 2026-12-04 06:59:00 → BOS 2026-12-04 10:32:00; nonstop; 153 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $360.00

  • Delta Air Lines DL2646: BOS 2026-11-27 16:35:00 → ORD 2026-11-27 18:45:00; nonstop; 190 minutes. Local airport times.
  • Delta Air Lines DL2570: ORD 2026-12-04 10:35:00 → BOS 2026-12-04 13:59:00; nonstop; 144 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $360.00

  • Delta Air Lines DL2804: BOS 2026-11-27 20:59:00 → ORD 2026-11-27 22:57:00; nonstop; 178 minutes. Local airport times.
  • Delta Air Lines DL2570: ORD 2026-12-04 10:35:00 → BOS 2026-12-04 13:59:00; nonstop; 144 minutes. Local airport times.

2026-11-20 · one way · $165.00

  • American Airlines AA4798 / AA3177: BOS 2026-11-20 15:45:00 → ORD 2026-11-20 20:30:00; 1 stop(s) via PHL; 345 minutes. Local airport times.
    • AA4798: BOS 2026-11-20 15:45:00 → PHL 2026-11-20 17:30:00; layover at PHL: 65 minutes.
    • AA3177: PHL 2026-11-20 18:35:00 → ORD 2026-11-20 20:30:00.

2026-11-20 · one way · $165.00

  • American Airlines AA4609 / AA4733: BOS 2026-11-20 10:07:00 → ORD 2026-11-20 15:14:00; 1 stop(s) via CVG; 367 minutes. Local airport times.
    • AA4609: BOS 2026-11-20 10:07:00 → CVG 2026-11-20 12:50:00; layover at CVG: 104 minutes.
    • AA4733: CVG 2026-11-20 14:34:00 → ORD 2026-11-20 15:14:00.

2026-11-20 · one way · $165.00

  • American Airlines AA4133 / AA4390: BOS 2026-11-20 10:00:00 → ORD 2026-11-20 13:59:00; 1 stop(s) via SYR; 299 minutes. Local airport times.
    • AA4133: BOS 2026-11-20 10:00:00 → SYR 2026-11-20 11:23:00; layover at SYR: 68 minutes.
    • AA4390: SYR 2026-11-20 12:31:00 → ORD 2026-11-20 13:59:00.

2026-11-20 · one way · $170.00

  • United Airlines UA721 / UA2497: BOS 2026-11-20 14:40:00 → ORD 2026-11-20 19:05:00; 1 stop(s) via IAD; 325 minutes. Local airport times.
    • UA721: BOS 2026-11-20 14:40:00 → IAD 2026-11-20 16:27:00; layover at IAD: 72 minutes.
    • UA2497: IAD 2026-11-20 17:39:00 → ORD 2026-11-20 19:05:00.

2026-11-20 · one way · $170.00

  • United Airlines UA546 / UA703: BOS 2026-11-20 15:42:00 → ORD 2026-11-20 20:06:00; 1 stop(s) via EWR; 324 minutes. Local airport times.
    • UA546: BOS 2026-11-20 15:42:00 → EWR 2026-11-20 17:08:00; layover at EWR: 62 minutes.
    • UA703: EWR 2026-11-20 18:10:00 → ORD 2026-11-20 20:06:00.

2026-11-20 → 2026-11-23 · $300.00

  • American Airlines AA4133 / AA4390: BOS 2026-11-20 10:00:00 → ORD 2026-11-20 13:59:00; 1 stop(s) via SYR; 299 minutes. Local airport times.
    • AA4133: BOS 2026-11-20 10:00:00 → SYR 2026-11-20 11:23:00; layover at SYR: 68 minutes.
    • AA4390: SYR 2026-11-20 12:31:00 → ORD 2026-11-20 13:59:00.
  • American Airlines AA1951: ORD 2026-11-23 06:00:00 → BOS 2026-11-23 09:29:00; nonstop; 149 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $300.00

  • American Airlines AA4609 / AA4733: BOS 2026-11-20 10:07:00 → ORD 2026-11-20 15:14:00; 1 stop(s) via CVG; 367 minutes. Local airport times.
    • AA4609: BOS 2026-11-20 10:07:00 → CVG 2026-11-20 12:50:00; layover at CVG: 104 minutes.
    • AA4733: CVG 2026-11-20 14:34:00 → ORD 2026-11-20 15:14:00.
  • American Airlines AA1951: ORD 2026-11-23 06:00:00 → BOS 2026-11-23 09:29:00; nonstop; 149 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $300.00

  • American Airlines AA4798 / AA3177: BOS 2026-11-20 15:45:00 → ORD 2026-11-20 20:30:00; 1 stop(s) via PHL; 345 minutes. Local airport times.
    • AA4798: BOS 2026-11-20 15:45:00 → PHL 2026-11-20 17:30:00; layover at PHL: 65 minutes.
    • AA3177: PHL 2026-11-20 18:35:00 → ORD 2026-11-20 20:30:00.
  • American Airlines AA1951: ORD 2026-11-23 06:00:00 → BOS 2026-11-23 09:29:00; nonstop; 149 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $302.50

  • United Airlines UA721 / UA2497: BOS 2026-11-20 14:40:00 → ORD 2026-11-20 19:05:00; 1 stop(s) via IAD; 325 minutes. Local airport times.
    • UA721: BOS 2026-11-20 14:40:00 → IAD 2026-11-20 16:27:00; layover at IAD: 72 minutes.
    • UA2497: IAD 2026-11-20 17:39:00 → ORD 2026-11-20 19:05:00.
  • United Airlines UA1186: ORD 2026-11-23 06:05:00 → BOS 2026-11-23 09:23:00; nonstop; 138 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $302.50

  • United Airlines UA546 / UA703: BOS 2026-11-20 15:42:00 → ORD 2026-11-20 20:06:00; 1 stop(s) via EWR; 324 minutes. Local airport times.
    • UA546: BOS 2026-11-20 15:42:00 → EWR 2026-11-20 17:08:00; layover at EWR: 62 minutes.
    • UA703: EWR 2026-11-20 18:10:00 → ORD 2026-11-20 20:06:00.
  • United Airlines UA1186: ORD 2026-11-23 06:05:00 → BOS 2026-11-23 09:23:00; nonstop; 138 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $362.00

  • American Airlines AA4798 / AA3177: BOS 2026-11-27 15:45:00 → ORD 2026-11-27 20:30:00; 1 stop(s) via PHL; 345 minutes. Local airport times.
    • AA4798: BOS 2026-11-27 15:45:00 → PHL 2026-11-27 17:30:00; layover at PHL: 65 minutes.
    • AA3177: PHL 2026-11-27 18:35:00 → ORD 2026-11-27 20:30:00.
  • American Airlines AA2089: ORD 2026-12-04 06:59:00 → BOS 2026-12-04 10:32:00; nonstop; 153 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $362.00

  • American Airlines AA4609 / AA4733: BOS 2026-11-27 10:07:00 → ORD 2026-11-27 15:14:00; 1 stop(s) via CVG; 367 minutes. Local airport times.
    • AA4609: BOS 2026-11-27 10:07:00 → CVG 2026-11-27 12:50:00; layover at CVG: 104 minutes.
    • AA4733: CVG 2026-11-27 14:34:00 → ORD 2026-11-27 15:14:00.
  • American Airlines AA2089: ORD 2026-12-04 06:59:00 → BOS 2026-12-04 10:32:00; nonstop; 153 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $362.00

  • American Airlines AA4133 / AA4390: BOS 2026-11-27 10:00:00 → ORD 2026-11-27 13:59:00; 1 stop(s) via SYR; 299 minutes. Local airport times.
    • AA4133: BOS 2026-11-27 10:00:00 → SYR 2026-11-27 11:23:00; layover at SYR: 68 minutes.
    • AA4390: SYR 2026-11-27 12:31:00 → ORD 2026-11-27 13:59:00.
  • American Airlines AA2089: ORD 2026-12-04 06:59:00 → BOS 2026-12-04 10:32:00; nonstop; 153 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $365.50

  • United Airlines UA721 / UA2497: BOS 2026-11-27 14:40:00 → ORD 2026-11-27 19:05:00; 1 stop(s) via IAD; 325 minutes. Local airport times.
    • UA721: BOS 2026-11-27 14:40:00 → IAD 2026-11-27 16:27:00; layover at IAD: 72 minutes.
    • UA2497: IAD 2026-11-27 17:39:00 → ORD 2026-11-27 19:05:00.
  • United Airlines UA1896: ORD 2026-12-04 12:29:00 → BOS 2026-12-04 15:53:00; nonstop; 144 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $365.50

  • United Airlines UA546 / UA703: BOS 2026-11-27 15:42:00 → ORD 2026-11-27 20:06:00; 1 stop(s) via EWR; 324 minutes. Local airport times.
    • UA546: BOS 2026-11-27 15:42:00 → EWR 2026-11-27 17:08:00; layover at EWR: 62 minutes.
    • UA703: EWR 2026-11-27 18:10:00 → ORD 2026-11-27 20:06:00.
  • United Airlines UA1896: ORD 2026-12-04 12:29:00 → BOS 2026-12-04 15:53:00; nonstop; 144 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $528.00

  • Air Canada AC8695 / AC511: BOS 2026-11-27 15:10:00 → ORD 2026-11-27 19:58:00; 1 stop(s) via YYZ; 348 minutes. Local airport times.
    • AC8695: BOS 2026-11-27 15:10:00 → YYZ 2026-11-27 17:11:00; layover at YYZ: 104 minutes.
    • AC511: YYZ 2026-11-27 18:55:00 → ORD 2026-11-27 19:58:00.
  • Air Canada AC508 / AC772: ORD 2026-12-04 16:30:00 → BOS 2026-12-04 22:37:00; 1 stop(s) via YYZ; 307 minutes. Local airport times.
    • AC508: ORD 2026-12-04 16:30:00 → YYZ 2026-12-04 19:10:00; layover at YYZ: 105 minutes.
    • AC772: YYZ 2026-12-04 20:55:00 → BOS 2026-12-04 22:37:00.

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