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Chicago → Boston

Jan 21, 2027 · return Feb 4, 2027

ORD → BOS1 adulteconomyRound trip

13 flight options · 5 airlines

Nonstop flights

Thu, Jan 21 – Thu, Feb 4

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

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

American Airlines
12:35 pmORD
2h 32m
Nonstop
4:07 pmBOS
American Airlines
5:51 amBOS
3h 13m
Nonstop
8:04 amORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

Delta Air Lines
10:35 amORD
2h 24m
Nonstop
1:59 pmBOS
Delta Air Lines
8:40 pmBOS
2h 56m
Nonstop
10:36 pmORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

United Airlines
4:00 pmORD
2h 29m
Nonstop
7:29 pmBOS
United Airlines
6:00 amBOS
3h
Nonstop
8:00 amORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

American Airlines
6:59 amORD
2h 33m
Nonstop
10:32 amBOS
American Airlines
5:51 amBOS
3h 13m
Nonstop
8:04 amORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

Delta Air Lines
12:35 pmORD
2h 30m
Nonstop
4:05 pmBOS
Delta Air Lines
8:40 pmBOS
2h 56m
Nonstop
10:36 pmORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

United Airlines
10:28 amORD
2h 26m
Nonstop
1:54 pmBOS
United Airlines
6:00 amBOS
3h
Nonstop
8:00 amORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Jan 21 – Thu, Feb 4

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

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

American Airlines
8:00 amORD
5h 9m
BUF · 1h 45m
2:09 pmBOS
American Airlines
5:51 amBOS
3h 13m
Nonstop
8:04 amORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

American Airlines
3:19 pmORD
5h
PHL · 1h 25m
9:19 pmBOS
American Airlines
5:51 amBOS
3h 13m
Nonstop
8:04 amORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

American Airlines
8:00 amORD
5h 17m
ROC · 1h 54m
2:17 pmBOS
American Airlines
5:51 amBOS
3h 13m
Nonstop
8:04 amORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

Delta Air Lines
10:06 amORD
5h 19m
LGA · 1h 42m
4:25 pmBOS
Delta Air Lines
8:40 pmBOS
2h 56m
Nonstop
10:36 pmORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

United Airlines
1:00 pmORD
4h 57m
IAD · 1h 12m
6:57 pmBOS
United Airlines
6:00 amBOS
3h
Nonstop
8:00 amORD

Round-trip total · 1 adult · Taxes included

Make this trip yours

ORD ⇄ BOS

Economy

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

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More dates

All dates for this routeNov 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)
2027-01-21 → 2027-02-04JetBlue AirwaysB61012 / B6611$251.762026-10-29T01:52:47Z
2027-01-21 → 2027-02-04American AirlinesAA4477 / AA947$275.502026-10-29T01:52:47Z
2027-01-21 → 2027-02-04Delta Air LinesDL2570 / DL2804$285.002026-10-29T01:52:47Z
2027-01-21 → 2027-02-04United AirlinesUA487 / UA1414$285.002026-10-29T01:52:47Z
2027-01-21 → 2027-02-04Air CanadaAC508 + AC772 / AC8695 + AC511$399.002026-10-29T01:52:47Z
2027-01-21 → 2027-02-04American AirlinesAA2089 / AA947$275.502026-10-29T01:52:47Z
2027-01-21 → 2027-02-04Delta Air LinesDL5855 / DL2804$285.002026-10-29T01:52:47Z
2027-01-21 → 2027-02-04United AirlinesUA1606 / UA1414$285.002026-10-29T01:52:47Z
2027-01-21 → 2027-02-04American AirlinesAA4780 + AA4026 / AA947$268.382026-10-29T01:52:47Z
2027-01-21 → 2027-02-04American AirlinesAA2840 + AA1776 / AA947$268.382026-10-29T01:52:47Z
2027-01-21 → 2027-02-04American AirlinesAA3437 + AA4533 / AA947$268.382026-10-29T01:52:47Z
2027-01-21 → 2027-02-04Delta Air LinesDL2917 + DL5727 / DL2804$277.882026-10-29T01:52:47Z
2027-01-21 → 2027-02-04United AirlinesUA1128 + UA688 / UA1414$277.882026-10-29T01:52:47Z

2027-01-21 → 2027-02-04 · $251.76

  • JetBlue Airways B61012: ORD 2027-01-21 17:46:00 → BOS 2027-01-21 21:14:00; nonstop; 148 minutes. Local airport times.
  • JetBlue Airways B6611: BOS 2027-02-04 14:40:00 → ORD 2027-02-04 16:40:00; nonstop; 180 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $275.50

  • American Airlines AA4477: ORD 2027-01-21 12:35:00 → BOS 2027-01-21 16:07:00; nonstop; 152 minutes. Local airport times.
  • American Airlines AA947: BOS 2027-02-04 05:51:00 → ORD 2027-02-04 08:04:00; nonstop; 193 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $285.00

  • Delta Air Lines DL2570: ORD 2027-01-21 10:35:00 → BOS 2027-01-21 13:59:00; nonstop; 144 minutes. Local airport times.
  • Delta Air Lines DL2804: BOS 2027-02-04 20:40:00 → ORD 2027-02-04 22:36:00; nonstop; 176 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $285.00

  • United Airlines UA487: ORD 2027-01-21 16:00:00 → BOS 2027-01-21 19:29:00; nonstop; 149 minutes. Local airport times.
  • United Airlines UA1414: BOS 2027-02-04 06:00:00 → ORD 2027-02-04 08:00:00; nonstop; 180 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $399.00

  • Air Canada AC508 / AC772: ORD 2027-01-21 16:30:00 → BOS 2027-01-21 22:37:00; 1 stop(s) via YYZ; 307 minutes. Local airport times.
    • AC508: ORD 2027-01-21 16:30:00 → YYZ 2027-01-21 19:10:00; layover at YYZ: 105 minutes.
    • AC772: YYZ 2027-01-21 20:55:00 → BOS 2027-01-21 22:37:00.
  • Air Canada AC8695 / AC511: BOS 2027-02-04 15:10:00 → ORD 2027-02-04 19:58:00; 1 stop(s) via YYZ; 348 minutes. Local airport times.
    • AC8695: BOS 2027-02-04 15:10:00 → YYZ 2027-02-04 17:11:00; layover at YYZ: 104 minutes.
    • AC511: YYZ 2027-02-04 18:55:00 → ORD 2027-02-04 19:58:00.

2027-01-21 → 2027-02-04 · $275.50

  • American Airlines AA2089: ORD 2027-01-21 06:59:00 → BOS 2027-01-21 10:32:00; nonstop; 153 minutes. Local airport times.
  • American Airlines AA947: BOS 2027-02-04 05:51:00 → ORD 2027-02-04 08:04:00; nonstop; 193 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $285.00

  • Delta Air Lines DL5855: ORD 2027-01-21 12:35:00 → BOS 2027-01-21 16:05:00; nonstop; 150 minutes. Local airport times.
  • Delta Air Lines DL2804: BOS 2027-02-04 20:40:00 → ORD 2027-02-04 22:36:00; nonstop; 176 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $285.00

  • United Airlines UA1606: ORD 2027-01-21 10:28:00 → BOS 2027-01-21 13:54:00; nonstop; 146 minutes. Local airport times.
  • United Airlines UA1414: BOS 2027-02-04 06:00:00 → ORD 2027-02-04 08:00:00; nonstop; 180 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $268.38

  • American Airlines AA4780 / AA4026: ORD 2027-01-21 08:00:00 → BOS 2027-01-21 14:09:00; 1 stop(s) via BUF; 309 minutes. Local airport times.
    • AA4780: ORD 2027-01-21 08:00:00 → BUF 2027-01-21 10:45:00; layover at BUF: 105 minutes.
    • AA4026: BUF 2027-01-21 12:30:00 → BOS 2027-01-21 14:09:00.
  • American Airlines AA947: BOS 2027-02-04 05:51:00 → ORD 2027-02-04 08:04:00; nonstop; 193 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $268.38

  • American Airlines AA2840 / AA1776: ORD 2027-01-21 15:19:00 → BOS 2027-01-21 21:19:00; 1 stop(s) via PHL; 300 minutes. Local airport times.
    • AA2840: ORD 2027-01-21 15:19:00 → PHL 2027-01-21 18:30:00; layover at PHL: 85 minutes.
    • AA1776: PHL 2027-01-21 19:55:00 → BOS 2027-01-21 21:19:00.
  • American Airlines AA947: BOS 2027-02-04 05:51:00 → ORD 2027-02-04 08:04:00; nonstop; 193 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $268.38

  • American Airlines AA3437 / AA4533: ORD 2027-01-21 08:00:00 → BOS 2027-01-21 14:17:00; 1 stop(s) via ROC; 317 minutes. Local airport times.
    • AA3437: ORD 2027-01-21 08:00:00 → ROC 2027-01-21 10:56:00; layover at ROC: 114 minutes.
    • AA4533: ROC 2027-01-21 12:50:00 → BOS 2027-01-21 14:17:00.
  • American Airlines AA947: BOS 2027-02-04 05:51:00 → ORD 2027-02-04 08:04:00; nonstop; 193 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $277.88

  • Delta Air Lines DL2917 / DL5727: ORD 2027-01-21 10:06:00 → BOS 2027-01-21 16:25:00; 1 stop(s) via LGA; 319 minutes. Local airport times.
    • DL2917: ORD 2027-01-21 10:06:00 → LGA 2027-01-21 13:18:00; layover at LGA: 102 minutes.
    • DL5727: LGA 2027-01-21 15:00:00 → BOS 2027-01-21 16:25:00.
  • Delta Air Lines DL2804: BOS 2027-02-04 20:40:00 → ORD 2027-02-04 22:36:00; nonstop; 176 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $277.88

  • United Airlines UA1128 / UA688: ORD 2027-01-21 13:00:00 → BOS 2027-01-21 18:57:00; 1 stop(s) via IAD; 297 minutes. Local airport times.
    • UA1128: ORD 2027-01-21 13:00:00 → IAD 2027-01-21 16:03:00; layover at IAD: 72 minutes.
    • UA688: IAD 2027-01-21 17:15:00 → BOS 2027-01-21 18:57:00.
  • United Airlines UA1414: BOS 2027-02-04 06:00:00 → ORD 2027-02-04 08:00:00; nonstop; 180 minutes. Local airport times.

More dates for this route