
Book Cheap JetBlue Airways flight from Boston (BOS) to Chicago (ORD) from CA $81
Find The Best Day to Book a Cheap JetBlue Airways Flights From Boston to Chicago
Cheapest JetBlue Airways Flights from Boston (BOS) to Chicago (ORD)
The cheapest flights to O'Hare Intl. found within the past 7 days were CA $192 round trip and CA $81 one way. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Grab a great JetBlue Airways flight from BOS to ORD
To find a great deal on JetBlue Airways flights with Travelocity, simply enter your origin and destination airports, pick your travel dates, and hit search. From here, you can sort by price, flight duration, and arrival/departure time. You can also filter to find nonstop flights.
Flying JetBlue Airways Boston to Chicago gives you fights to choose from. With that direct flight time of , you’ll be touching down before you know it.
Find cheap flights with JetBlue Airways between Boston and Chicago
JetBlue Airways has a range of great fares on stacks of flights, and to find the most affordable for you, there are a few tricks you can try. Booking in advance, for example, is a great way to grab a fantastic deal. Also, choose the cheapest month, if you can. One-way flights from Boston to Chicago with JetBlue Airways are April.
The more flexible you are, the more affordable flights you’re likely to find. Consider one-way flights and connecting flights, as well as standard roundtrip and direct options. Even if you’re flying today, cheap last-minute flights are easy to find by entering your travel dates and hitting search.
Reasons to book your JetBlue Airways flights with Travelocity
Travelocity makes it easy to book a seat, anywhere in the world. The vast inventory, fast search, and advanced filters put some of the best deals on the planet in one place. Whether you’re traveling on business, with friends, family, or on your own, take your pick from some fantastic options. And with free cancellation and pay later options, you can travel more and worry less.
Airport code | Country | Airport name | Number of flights |
|---|---|---|---|
| BOS | USA | Logan Intl. | 62 |
| JFK | USA | John F. Kennedy Intl. | 30 |
| SJU | PRI | Luis Munoz Marin Intl. | 29 |
| FLL | USA | Fort Lauderdale - Hollywood Intl. | 18 |
| MCO | USA | Orlando Intl. | 12 |
| STT | VIR | Cyril E. King | 11 |
| STX | VIR | Henry E. Rohlsen | 9 |
| DCA | USA | Ronald Reagan Washington National | 7 |
| TPA | USA | Tampa Intl. | 7 |
| RSW | USA | Southwest Florida Intl. | 6 |
Travelers ❤️ these 🏨 after their flight to Chicago

Hilton Chicago O'Hare Airport
We only stayed because we had to make a connection in the morning and it is the hotel attached to the airport
Reviewed on Mar 10, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
Very nice room. Staff were great.
Reviewed on Mar 11, 2026

Hyatt Regency O'Hare Chicago
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