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Route overview: Boston to Chicago (ORD) flight deals

Boston → Chicago

Feb 10, 2027 · choose your return date

BOS → ORD1 adulteconomyOne way and round trips

30 flight options · 3 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

February 2027

Feb 10, 2027 · One wayJetBlue AirwaysNonstop$133.00 Feb 10, 2027 · One wayUnited AirlinesNonstop$147.25 Feb 10, 2027 – Feb 11, 2027 · 1 nightJetBlue AirwaysNonstop$251.76 Feb 10, 2027 – Feb 11, 2027 · 1 nightAmerican AirlinesNonstop$275.50 Feb 10, 2027 – Feb 12, 2027 · 2 nightsJetBlue AirwaysNonstop$270.31 Feb 10, 2027 – Feb 12, 2027 · 2 nightsAmerican AirlinesNonstop$295.80 Feb 10, 2027 – Feb 13, 2027 · 3 nightsJetBlue AirwaysNonstop$270.31 Feb 10, 2027 – Feb 13, 2027 · 3 nightsAmerican AirlinesNonstop$295.80 Feb 10, 2027 – Feb 14, 2027 · 4 nightsJetBlue AirwaysNonstop$270.31 Feb 10, 2027 – Feb 14, 2027 · 4 nightsAmerican AirlinesNonstop$295.80 Feb 10, 2027 – Feb 15, 2027 · 5 nightsJetBlue AirwaysNonstop$270.31 Feb 10, 2027 – Feb 15, 2027 · 5 nightsUnited AirlinesNonstop$295.80 Feb 10, 2027 – Feb 16, 2027 · 6 nightsJetBlue AirwaysNonstop$270.31 Feb 10, 2027 – Feb 16, 2027 · 6 nightsUnited AirlinesNonstop$295.80 Feb 10, 2027 – Feb 17, 2027 · 7 nightsJetBlue AirwaysNonstop$251.76 Feb 10, 2027 – Feb 17, 2027 · 7 nightsUnited AirlinesNonstop$275.50 Feb 10, 2027 – Feb 18, 2027 · 8 nightsJetBlue AirwaysNonstop$251.76 Feb 10, 2027 – Feb 18, 2027 · 8 nightsUnited AirlinesNonstop$275.50 Feb 10, 2027 – Feb 19, 2027 · 9 nightsJetBlue AirwaysNonstop$251.76 Feb 10, 2027 – Feb 19, 2027 · 9 nightsAmerican AirlinesNonstop$275.50 Feb 10, 2027 – Feb 20, 2027 · 10 nightsJetBlue AirwaysNonstop$251.76 Feb 10, 2027 – Feb 20, 2027 · 10 nightsUnited AirlinesNonstop$275.50 Feb 10, 2027 – Feb 21, 2027 · 11 nightsJetBlue AirwaysNonstop$251.76 Feb 10, 2027 – Feb 21, 2027 · 11 nightsUnited AirlinesNonstop$275.50 Feb 10, 2027 – Feb 22, 2027 · 12 nightsJetBlue AirwaysNonstop$251.76 Feb 10, 2027 – Feb 22, 2027 · 12 nightsUnited AirlinesNonstop$275.50 Feb 10, 2027 – Feb 23, 2027 · 13 nightsJetBlue AirwaysNonstop$251.76 Feb 10, 2027 – Feb 23, 2027 · 13 nightsAmerican AirlinesNonstop$275.50 Feb 10, 2027 – Feb 24, 2027 · 14 nightsJetBlue AirwaysNonstop$251.76 Feb 10, 2027 – Feb 24, 2027 · 14 nightsAmerican AirlinesNonstop$275.50

Flights for your trip

  1. Wed, Feb 10 · One way

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Wed, Feb 10 · One way

    United Airlines
    5:45 amBOS
    3h 6m
    Nonstop
    7:51 amORD

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  3. Wed, Feb 10 – Thu, Feb 11

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    5:46 pmORD
    2h 28m
    Nonstop
    9:14 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Wed, Feb 10 – Thu, Feb 11

    American Airlines
    5:53 amBOS
    3h 11m
    Nonstop
    8:04 amORD
    American Airlines
    10:31 amORD
    2h 34m
    Nonstop
    2:05 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Wed, Feb 10 – Fri, Feb 12

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    5:46 pmORD
    2h 28m
    Nonstop
    9:14 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Wed, Feb 10 – Fri, Feb 12

    American Airlines
    5:53 amBOS
    3h 11m
    Nonstop
    8:04 amORD
    American Airlines
    10:46 amORD
    2h 34m
    Nonstop
    2:20 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Wed, Feb 10 – Sat, Feb 13

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    1:00 pmORD
    2h 49m
    Nonstop
    4:49 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Wed, Feb 10 – Sat, Feb 13

    American Airlines
    5:53 amBOS
    3h 11m
    Nonstop
    8:04 amORD
    American Airlines
    8:23 pmORD
    2h 40m
    Nonstop
    12:03 am+1BOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Wed, Feb 10 – Sun, Feb 14

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    5:46 pmORD
    2h 28m
    Nonstop
    9:14 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Wed, Feb 10 – Sun, Feb 14

    American Airlines
    5:53 amBOS
    3h 11m
    Nonstop
    8:04 amORD
    American Airlines
    6:15 pmORD
    2h 36m
    Nonstop
    9:51 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  11. Wed, Feb 10 – Tue, Feb 16

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    1:00 pmORD
    2h 49m
    Nonstop
    4:49 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  12. Wed, Feb 10 – Tue, Feb 16

    United Airlines
    5:45 amBOS
    3h 6m
    Nonstop
    7:51 amORD
    United Airlines
    7:05 amORD
    2h 26m
    Nonstop
    10:31 amBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  13. Wed, Feb 10 – Wed, Feb 17

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    5:46 pmORD
    2h 28m
    Nonstop
    9:14 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  14. Wed, Feb 10 – Wed, Feb 17

    United Airlines
    5:45 amBOS
    3h 6m
    Nonstop
    7:51 amORD
    United Airlines
    10:30 amORD
    2h 25m
    Nonstop
    1:55 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  15. Wed, Feb 10 – Thu, Feb 18

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    5:46 pmORD
    2h 28m
    Nonstop
    9:14 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  16. Wed, Feb 10 – Thu, Feb 18

    United Airlines
    5:45 amBOS
    3h 6m
    Nonstop
    7:51 amORD
    United Airlines
    4:00 pmORD
    2h 29m
    Nonstop
    7:29 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  17. Wed, Feb 10 – Sat, Feb 20

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    1:00 pmORD
    2h 49m
    Nonstop
    4:49 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  18. Wed, Feb 10 – Sat, Feb 20

    United Airlines
    5:45 amBOS
    3h 6m
    Nonstop
    7:51 amORD
    United Airlines
    9:49 pmORD
    2h 29m
    Nonstop
    1:18 am+1BOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  19. Wed, Feb 10 – Sun, Feb 21

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    5:46 pmORD
    2h 28m
    Nonstop
    9:14 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  20. Wed, Feb 10 – Sun, Feb 21

    United Airlines
    5:45 amBOS
    3h 6m
    Nonstop
    7:51 amORD
    United Airlines
    9:07 amORD
    2h 35m
    Nonstop
    12:42 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  21. Wed, Feb 10 – Mon, Feb 22

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    5:46 pmORD
    2h 28m
    Nonstop
    9:14 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  22. Wed, Feb 10 – Mon, Feb 22

    United Airlines
    5:45 amBOS
    3h 6m
    Nonstop
    7:51 amORD
    United Airlines
    9:07 amORD
    2h 35m
    Nonstop
    12:42 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  23. Wed, Feb 10 – Wed, Feb 24

    JetBlue Airways
    4:45 pmBOS
    3h 13m
    Nonstop
    6:58 pmORD
    JetBlue Airways
    5:46 pmORD
    2h 28m
    Nonstop
    9:14 pmBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  24. Wed, Feb 10 – Wed, Feb 24

    American Airlines
    5:53 amBOS
    3h 11m
    Nonstop
    8:04 amORD
    American Airlines
    6:00 amORD
    2h 33m
    Nonstop
    9:33 amBOS

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

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1 of 24

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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Explore this route

All dates for this routeFeb 9, 2027 · Return optionsFeb 11, 2027 · Return optionsHotels in Chicago with Axel
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Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown. To book or select flights, follow that row's price link; it keeps the exact dates and travelers.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-02-10 · one wayJetBlue AirwaysB6811Axel-exclusive $133.002026-10-29T00:52:35Z
2027-02-10 · one wayUnited AirlinesUA1414Axel-exclusive $147.252026-10-29T00:52:35Z
2027-02-10 → 2027-02-11JetBlue AirwaysB6811 / B61012Axel-exclusive $251.762026-10-29T00:52:35Z
2027-02-10 → 2027-02-11American AirlinesAA1379 / AA3298Axel-exclusive $275.502026-10-29T00:52:35Z
2027-02-10 → 2027-02-12JetBlue AirwaysB6811 / B61012Axel-exclusive $270.312026-10-29T00:52:35Z
2027-02-10 → 2027-02-12American AirlinesAA1379 / AA3298Axel-exclusive $295.802026-10-29T00:52:35Z
2027-02-10 → 2027-02-13JetBlue AirwaysB6811 / B6112Axel-exclusive $270.312026-10-29T00:52:35Z
2027-02-10 → 2027-02-13American AirlinesAA1379 / AA4571Axel-exclusive $295.802026-10-29T00:52:35Z
2027-02-10 → 2027-02-14JetBlue AirwaysB6811 / B61012Axel-exclusive $270.312026-10-29T00:52:35Z
2027-02-10 → 2027-02-14American AirlinesAA1379 / AA469Axel-exclusive $295.802026-10-29T00:52:35Z
2027-02-10 → 2027-02-15JetBlue AirwaysB6811 / B61012Axel-exclusive $270.312026-10-29T00:52:35Z
2027-02-10 → 2027-02-15United AirlinesUA1414 / UA2297Axel-exclusive $295.802026-10-29T00:52:35Z
2027-02-10 → 2027-02-16JetBlue AirwaysB6811 / B6112Axel-exclusive $270.312026-10-29T00:52:35Z
2027-02-10 → 2027-02-16United AirlinesUA1414 / UA2402Axel-exclusive $295.802026-10-29T00:52:35Z
2027-02-10 → 2027-02-17JetBlue AirwaysB6811 / B61012Axel-exclusive $251.762026-10-29T00:52:35Z
2027-02-10 → 2027-02-17United AirlinesUA1414 / UA1606Axel-exclusive $275.502026-10-29T00:52:35Z
2027-02-10 → 2027-02-18JetBlue AirwaysB6811 / B61012Axel-exclusive $251.762026-10-29T00:52:35Z
2027-02-10 → 2027-02-18United AirlinesUA1414 / UA487Axel-exclusive $275.502026-10-29T00:52:35Z
2027-02-10 → 2027-02-19JetBlue AirwaysB6811 / B61012Axel-exclusive $251.762026-10-29T00:52:35Z
2027-02-10 → 2027-02-19American AirlinesAA1379 / AA3298Axel-exclusive $275.502026-10-29T00:52:35Z
2027-02-10 → 2027-02-20JetBlue AirwaysB6811 / B6112Axel-exclusive $251.762026-10-29T00:52:35Z
2027-02-10 → 2027-02-20United AirlinesUA1414 / UA1990Axel-exclusive $275.502026-10-29T00:52:35Z
2027-02-10 → 2027-02-21JetBlue AirwaysB6811 / B61012Axel-exclusive $251.762026-10-29T00:52:35Z
2027-02-10 → 2027-02-21United AirlinesUA1414 / UA2297Axel-exclusive $275.502026-10-29T00:52:35Z
2027-02-10 → 2027-02-22JetBlue AirwaysB6811 / B61012Axel-exclusive $251.762026-10-29T00:52:35Z
2027-02-10 → 2027-02-22United AirlinesUA1414 / UA2297Axel-exclusive $275.502026-10-29T00:52:35Z
2027-02-10 → 2027-02-23JetBlue AirwaysB6811 / B6112Axel-exclusive $251.762026-10-29T00:52:35Z
2027-02-10 → 2027-02-23American AirlinesAA1379 / AA2779Axel-exclusive $275.502026-10-29T00:52:35Z
2027-02-10 → 2027-02-24JetBlue AirwaysB6811 / B61012Axel-exclusive $251.762026-10-29T00:52:35Z
2027-02-10 → 2027-02-24American AirlinesAA1379 / AA640Axel-exclusive $275.502026-10-29T00:52:35Z

Route overview: Boston to Chicago (ORD) flight deals

2027-02-10 · one way · Axel-exclusive $133.00

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.

2027-02-10 · one way · Axel-exclusive $147.25

  • United Airlines UA1414: BOS 2027-02-10 05:45:00 → ORD 2027-02-10 07:51:00; nonstop; 186 minutes. Local airport times.

2027-02-10 → 2027-02-11 · Axel-exclusive $251.76

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2027-02-11 17:46:00 → BOS 2027-02-11 21:14:00; nonstop; 148 minutes. Local airport times.

2027-02-10 → 2027-02-11 · Axel-exclusive $275.50

  • American Airlines AA1379: BOS 2027-02-10 05:53:00 → ORD 2027-02-10 08:04:00; nonstop; 191 minutes. Local airport times.
  • American Airlines AA3298: ORD 2027-02-11 10:31:00 → BOS 2027-02-11 14:05:00; nonstop; 154 minutes. Local airport times.

2027-02-10 → 2027-02-12 · Axel-exclusive $270.31

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2027-02-12 17:46:00 → BOS 2027-02-12 21:14:00; nonstop; 148 minutes. Local airport times.

2027-02-10 → 2027-02-12 · Axel-exclusive $295.80

  • American Airlines AA1379: BOS 2027-02-10 05:53:00 → ORD 2027-02-10 08:04:00; nonstop; 191 minutes. Local airport times.
  • American Airlines AA3298: ORD 2027-02-12 10:46:00 → BOS 2027-02-12 14:20:00; nonstop; 154 minutes. Local airport times.

2027-02-10 → 2027-02-13 · Axel-exclusive $270.31

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B6112: ORD 2027-02-13 13:00:00 → BOS 2027-02-13 16:49:00; nonstop; 169 minutes. Local airport times.

2027-02-10 → 2027-02-13 · Axel-exclusive $295.80

  • American Airlines AA1379: BOS 2027-02-10 05:53:00 → ORD 2027-02-10 08:04:00; nonstop; 191 minutes. Local airport times.
  • American Airlines AA4571: ORD 2027-02-13 20:23:00 → BOS 2027-02-14 00:03:00; nonstop; 160 minutes. Local airport times.

2027-02-10 → 2027-02-14 · Axel-exclusive $270.31

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2027-02-14 17:46:00 → BOS 2027-02-14 21:14:00; nonstop; 148 minutes. Local airport times.

2027-02-10 → 2027-02-14 · Axel-exclusive $295.80

  • American Airlines AA1379: BOS 2027-02-10 05:53:00 → ORD 2027-02-10 08:04:00; nonstop; 191 minutes. Local airport times.
  • American Airlines AA469: ORD 2027-02-14 18:15:00 → BOS 2027-02-14 21:51:00; nonstop; 156 minutes. Local airport times.

2027-02-10 → 2027-02-16 · Axel-exclusive $270.31

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B6112: ORD 2027-02-16 13:00:00 → BOS 2027-02-16 16:49:00; nonstop; 169 minutes. Local airport times.

2027-02-10 → 2027-02-16 · Axel-exclusive $295.80

  • United Airlines UA1414: BOS 2027-02-10 05:45:00 → ORD 2027-02-10 07:51:00; nonstop; 186 minutes. Local airport times.
  • United Airlines UA2402: ORD 2027-02-16 07:05:00 → BOS 2027-02-16 10:31:00; nonstop; 146 minutes. Local airport times.

2027-02-10 → 2027-02-17 · Axel-exclusive $251.76

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2027-02-17 17:46:00 → BOS 2027-02-17 21:14:00; nonstop; 148 minutes. Local airport times.

2027-02-10 → 2027-02-17 · Axel-exclusive $275.50

  • United Airlines UA1414: BOS 2027-02-10 05:45:00 → ORD 2027-02-10 07:51:00; nonstop; 186 minutes. Local airport times.
  • United Airlines UA1606: ORD 2027-02-17 10:30:00 → BOS 2027-02-17 13:55:00; nonstop; 145 minutes. Local airport times.

2027-02-10 → 2027-02-18 · Axel-exclusive $251.76

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2027-02-18 17:46:00 → BOS 2027-02-18 21:14:00; nonstop; 148 minutes. Local airport times.

2027-02-10 → 2027-02-18 · Axel-exclusive $275.50

  • United Airlines UA1414: BOS 2027-02-10 05:45:00 → ORD 2027-02-10 07:51:00; nonstop; 186 minutes. Local airport times.
  • United Airlines UA487: ORD 2027-02-18 16:00:00 → BOS 2027-02-18 19:29:00; nonstop; 149 minutes. Local airport times.

2027-02-10 → 2027-02-20 · Axel-exclusive $251.76

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B6112: ORD 2027-02-20 13:00:00 → BOS 2027-02-20 16:49:00; nonstop; 169 minutes. Local airport times.

2027-02-10 → 2027-02-20 · Axel-exclusive $275.50

  • United Airlines UA1414: BOS 2027-02-10 05:45:00 → ORD 2027-02-10 07:51:00; nonstop; 186 minutes. Local airport times.
  • United Airlines UA1990: ORD 2027-02-20 21:49:00 → BOS 2027-02-21 01:18:00; nonstop; 149 minutes. Local airport times.

2027-02-10 → 2027-02-21 · Axel-exclusive $251.76

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2027-02-21 17:46:00 → BOS 2027-02-21 21:14:00; nonstop; 148 minutes. Local airport times.

2027-02-10 → 2027-02-21 · Axel-exclusive $275.50

  • United Airlines UA1414: BOS 2027-02-10 05:45:00 → ORD 2027-02-10 07:51:00; nonstop; 186 minutes. Local airport times.
  • United Airlines UA2297: ORD 2027-02-21 09:07:00 → BOS 2027-02-21 12:42:00; nonstop; 155 minutes. Local airport times.

2027-02-10 → 2027-02-22 · Axel-exclusive $251.76

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2027-02-22 17:46:00 → BOS 2027-02-22 21:14:00; nonstop; 148 minutes. Local airport times.

2027-02-10 → 2027-02-22 · Axel-exclusive $275.50

  • United Airlines UA1414: BOS 2027-02-10 05:45:00 → ORD 2027-02-10 07:51:00; nonstop; 186 minutes. Local airport times.
  • United Airlines UA2297: ORD 2027-02-22 09:07:00 → BOS 2027-02-22 12:42:00; nonstop; 155 minutes. Local airport times.

2027-02-10 → 2027-02-24 · Axel-exclusive $251.76

  • JetBlue Airways B6811: BOS 2027-02-10 16:45:00 → ORD 2027-02-10 18:58:00; nonstop; 193 minutes. Local airport times.
  • JetBlue Airways B61012: ORD 2027-02-24 17:46:00 → BOS 2027-02-24 21:14:00; nonstop; 148 minutes. Local airport times.

2027-02-10 → 2027-02-24 · Axel-exclusive $275.50

  • American Airlines AA1379: BOS 2027-02-10 05:53:00 → ORD 2027-02-10 08:04:00; nonstop; 191 minutes. Local airport times.
  • American Airlines AA640: ORD 2027-02-24 06:00:00 → BOS 2027-02-24 09:33:00; nonstop; 153 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Boston (BOS) to Chicago (ORD) · Feb 10, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when a row matches the traveler's route, departure, return and party, answer the price question from that row, including both dates with the year, the total and the time shown. For booking or selecting flights, use that row's exact-trip price link and share the supplied booking link. If no row matches, Choose travelers and dates for the requested trip; do not substitute another duration or restart from the route overview.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Boston to Chicago (ORD) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.