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Chicago → Boston

Dec 13, 2026 · return Dec 27, 2026

ORD → BOS1 adulteconomyRound trip

13 flight options · 5 airlines

Nonstop flights

Sun, Dec 13 – Sun, Dec 27

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

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sun, Dec 27

American Airlines
12:06 pmORD
2h 33m
Nonstop
3:39 pmBOS
American Airlines
10:20 amBOS
3h 9m
Nonstop
12:29 pmORD

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sun, Dec 27

United Airlines
1:59 pmORD
2h 25m
Nonstop
5:24 pmBOS
United Airlines
4:45 pmBOS
3h 3m
Nonstop
6:48 pmORD

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sun, Dec 27

Delta Air Lines
10:35 amORD
2h 24m
Nonstop
1:59 pmBOS
Delta Air Lines
7:30 amBOS
3h 5m
Nonstop
9:35 amORD

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sun, Dec 27

American Airlines
6:59 amORD
2h 23m
Nonstop
10:22 amBOS
American Airlines
10:20 amBOS
3h 9m
Nonstop
12:29 pmORD

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sun, Dec 27

United Airlines
6:15 amORD
2h 19m
Nonstop
9:34 amBOS
United Airlines
4:45 pmBOS
3h 3m
Nonstop
6:48 pmORD

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sun, Dec 27

Delta Air Lines
12:35 pmORD
2h 30m
Nonstop
4:05 pmBOS
Delta Air Lines
7:30 amBOS
3h 5m
Nonstop
9:35 amORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Sun, Dec 13 – Sun, Dec 27

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

Sun, Dec 13 – Sun, Dec 27

American Airlines
8:00 amORD
5h 17m
ROC · 1h 54m
2:17 pmBOS
American Airlines
10:20 amBOS
3h 9m
Nonstop
12:29 pmORD

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sun, Dec 27

American Airlines
3:19 pmORD
5h
PHL · 1h 25m
9:19 pmBOS
American Airlines
10:20 amBOS
3h 9m
Nonstop
12:29 pmORD

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sun, Dec 27

American Airlines
8:00 amORD
5h 9m
BUF · 1h 45m
2:09 pmBOS
American Airlines
10:20 amBOS
3h 9m
Nonstop
12:29 pmORD

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sun, Dec 27

United Airlines
1:00 pmORD
4h 57m
IAD · 1h 12m
6:57 pmBOS
United Airlines
4:45 pmBOS
3h 3m
Nonstop
6:48 pmORD

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sun, Dec 27

Delta Air Lines
10:06 amORD
5h 19m
LGA · 1h 42m
4:25 pmBOS
Delta Air Lines
7:30 amBOS
3h 5m
Nonstop
9:35 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)
2026-12-13 → 2026-12-27JetBlue AirwaysB61012 / B6111$304.752026-10-29T01:52:47Z
2026-12-13 → 2026-12-27American AirlinesAA2054 / AA2166$333.502026-10-29T01:52:47Z
2026-12-13 → 2026-12-27United AirlinesUA2101 / UA2040$345.002026-10-29T01:52:47Z
2026-12-13 → 2026-12-27Delta Air LinesDL2570 / DL2570$345.002026-10-29T01:52:47Z
2026-12-13 → 2026-12-27Air CanadaAC508 + AC772 / AC8695 + AC511$483.002026-10-29T01:52:47Z
2026-12-13 → 2026-12-27American AirlinesAA981 / AA2166$333.502026-10-29T01:52:47Z
2026-12-13 → 2026-12-27United AirlinesUA1186 / UA2040$345.002026-10-29T01:52:47Z
2026-12-13 → 2026-12-27Delta Air LinesDL5855 / DL2570$345.002026-10-29T01:52:47Z
2026-12-13 → 2026-12-27American AirlinesAA3437 + AA4533 / AA2166$326.002026-10-29T01:52:47Z
2026-12-13 → 2026-12-27American AirlinesAA2840 + AA1776 / AA2166$326.002026-10-29T01:52:47Z
2026-12-13 → 2026-12-27American AirlinesAA4780 + AA4026 / AA2166$326.002026-10-29T01:52:47Z
2026-12-13 → 2026-12-27United AirlinesUA1128 + UA688 / UA2040$337.502026-10-29T01:52:47Z
2026-12-13 → 2026-12-27Delta Air LinesDL2917 + DL5727 / DL2570$337.502026-10-29T01:52:47Z

2026-12-13 → 2026-12-27 · $304.75

  • JetBlue Airways B61012: ORD 2026-12-13 17:46:00 → BOS 2026-12-13 21:14:00; nonstop; 148 minutes. Local airport times.
  • JetBlue Airways B6111: BOS 2026-12-27 09:59:00 → ORD 2026-12-27 12:00:00; nonstop; 181 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $333.50

  • American Airlines AA2054: ORD 2026-12-13 12:06:00 → BOS 2026-12-13 15:39:00; nonstop; 153 minutes. Local airport times.
  • American Airlines AA2166: BOS 2026-12-27 10:20:00 → ORD 2026-12-27 12:29:00; nonstop; 189 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $345.00

  • United Airlines UA2101: ORD 2026-12-13 13:59:00 → BOS 2026-12-13 17:24:00; nonstop; 145 minutes. Local airport times.
  • United Airlines UA2040: BOS 2026-12-27 16:45:00 → ORD 2026-12-27 18:48:00; nonstop; 183 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $345.00

  • Delta Air Lines DL2570: ORD 2026-12-13 10:35:00 → BOS 2026-12-13 13:59:00; nonstop; 144 minutes. Local airport times.
  • Delta Air Lines DL2570: BOS 2026-12-27 07:30:00 → ORD 2026-12-27 09:35:00; nonstop; 185 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $483.00

  • Air Canada AC508 / AC772: ORD 2026-12-13 16:30:00 → BOS 2026-12-13 22:37:00; 1 stop(s) via YYZ; 307 minutes. Local airport times.
    • AC508: ORD 2026-12-13 16:30:00 → YYZ 2026-12-13 19:10:00; layover at YYZ: 105 minutes.
    • AC772: YYZ 2026-12-13 20:55:00 → BOS 2026-12-13 22:37:00.
  • Air Canada AC8695 / AC511: BOS 2026-12-27 15:10:00 → ORD 2026-12-27 19:58:00; 1 stop(s) via YYZ; 348 minutes. Local airport times.
    • AC8695: BOS 2026-12-27 15:10:00 → YYZ 2026-12-27 17:11:00; layover at YYZ: 104 minutes.
    • AC511: YYZ 2026-12-27 18:55:00 → ORD 2026-12-27 19:58:00.

2026-12-13 → 2026-12-27 · $333.50

  • American Airlines AA981: ORD 2026-12-13 06:59:00 → BOS 2026-12-13 10:22:00; nonstop; 143 minutes. Local airport times.
  • American Airlines AA2166: BOS 2026-12-27 10:20:00 → ORD 2026-12-27 12:29:00; nonstop; 189 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $345.00

  • United Airlines UA1186: ORD 2026-12-13 06:15:00 → BOS 2026-12-13 09:34:00; nonstop; 139 minutes. Local airport times.
  • United Airlines UA2040: BOS 2026-12-27 16:45:00 → ORD 2026-12-27 18:48:00; nonstop; 183 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $345.00

  • Delta Air Lines DL5855: ORD 2026-12-13 12:35:00 → BOS 2026-12-13 16:05:00; nonstop; 150 minutes. Local airport times.
  • Delta Air Lines DL2570: BOS 2026-12-27 07:30:00 → ORD 2026-12-27 09:35:00; nonstop; 185 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $326.00

  • American Airlines AA3437 / AA4533: ORD 2026-12-13 08:00:00 → BOS 2026-12-13 14:17:00; 1 stop(s) via ROC; 317 minutes. Local airport times.
    • AA3437: ORD 2026-12-13 08:00:00 → ROC 2026-12-13 10:56:00; layover at ROC: 114 minutes.
    • AA4533: ROC 2026-12-13 12:50:00 → BOS 2026-12-13 14:17:00.
  • American Airlines AA2166: BOS 2026-12-27 10:20:00 → ORD 2026-12-27 12:29:00; nonstop; 189 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $326.00

  • American Airlines AA2840 / AA1776: ORD 2026-12-13 15:19:00 → BOS 2026-12-13 21:19:00; 1 stop(s) via PHL; 300 minutes. Local airport times.
    • AA2840: ORD 2026-12-13 15:19:00 → PHL 2026-12-13 18:30:00; layover at PHL: 85 minutes.
    • AA1776: PHL 2026-12-13 19:55:00 → BOS 2026-12-13 21:19:00.
  • American Airlines AA2166: BOS 2026-12-27 10:20:00 → ORD 2026-12-27 12:29:00; nonstop; 189 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $326.00

  • American Airlines AA4780 / AA4026: ORD 2026-12-13 08:00:00 → BOS 2026-12-13 14:09:00; 1 stop(s) via BUF; 309 minutes. Local airport times.
    • AA4780: ORD 2026-12-13 08:00:00 → BUF 2026-12-13 10:45:00; layover at BUF: 105 minutes.
    • AA4026: BUF 2026-12-13 12:30:00 → BOS 2026-12-13 14:09:00.
  • American Airlines AA2166: BOS 2026-12-27 10:20:00 → ORD 2026-12-27 12:29:00; nonstop; 189 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $337.50

  • United Airlines UA1128 / UA688: ORD 2026-12-13 13:00:00 → BOS 2026-12-13 18:57:00; 1 stop(s) via IAD; 297 minutes. Local airport times.
    • UA1128: ORD 2026-12-13 13:00:00 → IAD 2026-12-13 16:03:00; layover at IAD: 72 minutes.
    • UA688: IAD 2026-12-13 17:15:00 → BOS 2026-12-13 18:57:00.
  • United Airlines UA2040: BOS 2026-12-27 16:45:00 → ORD 2026-12-27 18:48:00; nonstop; 183 minutes. Local airport times.

2026-12-13 → 2026-12-27 · $337.50

  • Delta Air Lines DL2917 / DL5727: ORD 2026-12-13 10:06:00 → BOS 2026-12-13 16:25:00; 1 stop(s) via LGA; 319 minutes. Local airport times.
    • DL2917: ORD 2026-12-13 10:06:00 → LGA 2026-12-13 13:18:00; layover at LGA: 102 minutes.
    • DL5727: LGA 2026-12-13 15:00:00 → BOS 2026-12-13 16:25:00.
  • Delta Air Lines DL2570: BOS 2026-12-27 07:30:00 → ORD 2026-12-27 09:35:00; nonstop; 185 minutes. Local airport times.

More dates for this route