
Book Cheap Delta flight from Boston (BOS) to Chicago (ORD)
Find The Best Day to Book a Cheap Delta Flights From Boston to Chicago
Cheapest Delta Flights from Boston (BOS) to Chicago (ORD)
The cheapest flights to O'Hare Intl. found within the past 7 days were CA $244 round trip and one way. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Grab a great Delta flight from BOS to ORD
To find a great deal on Delta 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 Delta 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 Delta between Boston and Chicago
Delta 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 Delta are .
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 Delta 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 |
|---|---|---|---|
| ATL | USA | Hartsfield-Jackson Atlanta Intl. | 252 |
| DTW | USA | Detroit Metropolitan Wayne County | 156 |
| MSP | USA | Minneapolis - St. Paul Intl. | 131 |
| SLC | USA | Salt Lake City Intl. | 116 |
| SEA | USA | Seattle - Tacoma Intl. | 57 |
| LAX | USA | Los Angeles Intl. | 41 |
| AMS | NLD | Schiphol | 31 |
| YYC | CAN | Calgary Intl. | 26 |
| YYZ | CAN | Pearson Intl. | 24 |
| JFK | USA | John F. Kennedy Intl. | 23 |
Travelers ❤️ these 🏨 after their flight to Chicago

Hilton Chicago O'Hare Airport
Ron was uncomfortable, temperature was so hot, bed linens were gross and the $500 per night was shocking.
Reviewed on Mar 17, 2026

Hyatt Regency O'Hare Chicago
Check in was easy, I enjoyed my stay.
Reviewed on Mar 18, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
Everyone was helpful - check-in, restaurant
Reviewed on Mar 18, 2026
Want more than a(n) Delta Flight from Boston to Chicago?
Explore More Ways to Travel with Travelocity
- Flights from O'Hare Intl.
- Air Canada Toronto (YYZ) to Chicago (ORD) flights
- Air Canada Victoria (YYJ) to Chicago (ORD) flights
- Air India Delhi (DEL) to Chicago (ORD) flights
- American Airlines Calgary (YYC) to Chicago (ORD) flights
- American Airlines Honolulu (HNL) to Chicago (ORD) flights
- American Airlines London (LHR) to Chicago (ORD) flights
- American Airlines Columbus (CMH) to Chicago (ORD) flights
- American Airlines Boston (BOS) to Chicago (ORD) flights
- American Airlines Los Angeles (LAX) to Chicago (ORD) flights
- American Airlines Toronto (YYZ) to Chicago (ORD) flights
- Delta Grand Forks (GFK) to Chicago (ORD) flights
- Delta New York (JFK) to Chicago (ORD) flights
- Delta Ottawa (YOW) to Chicago (ORD) flights
- Delta Montreal (YUL) to Chicago (ORD) flights
- Delta Salt Lake City (SLC) to Chicago (ORD) flights
- Delta Seattle (SEA) to Chicago (ORD) flights
- Delta Winnipeg (YWG) to Chicago (ORD) flights
- Emirates Dubai (DXB) to Chicago (ORD) flights
- Jetblue Airways Accra (ACC) to Chicago (ORD) flights
- Jetblue Airways Boston (BOS) to Chicago (ORD) flights
- Lot-Polish Airlines Warsaw (WAW) to Chicago (ORD) flights
- Lot-Polish Airlines Rzeszow (RZE) to Chicago (ORD) flights
- United Baltimore (BWI) to Chicago (ORD) flights
- United Williston (XWA) to Chicago (ORD) flights
- United Calgary (YYC) to Chicago (ORD) flights
- United London (LHR) to Chicago (ORD) flights
- United Toronto (YYZ) to Chicago (ORD) flights
- United Spokane (GEG) to Chicago (ORD) flights
- United Vancouver (YVR) to Chicago (ORD) flights
- United Winnipeg (YWG) to Chicago (ORD) flights
- Flights from Waterloo (ALO) to Chicago (ORD)
- Flights from Amman (AMM) to Chicago (ORD)
- Flights from Austin (AUS) to Chicago (ORD)
- Flights from Bellingham (BLI) to Chicago (ORD)
- Flights from Nashville (BNA) to Chicago (ORD)
- Flights from Boston (BOS) to Chicago (ORD)
- Flights from Burlington (BTV) to Chicago (ORD)
- Flights from Buffalo (BUF) to Chicago (ORD)
- Flights from Baltimore (BWI) to Chicago (ORD)
- Flights from Charlotte (CLT) to Chicago (ORD)
- Flights from Cochin (COK) to Chicago (ORD)
- Flights from Washington (DCA) to Chicago (ORD)
- Flights from Denver (DEN) to Chicago (ORD)
- Flights from Dallas (DFW) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Erie (ERI) to Chicago (ORD)
- Flights from Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
- Flights from Grand Rapids (GRR) to Chicago (ORD)
- Flights from Hyderabad (HYD) to Chicago (ORD)
- Flights from Washington (IAD) to Chicago (ORD)
- Flights from Indianapolis (IND) to Chicago (ORD)
- Flights from Istanbul (IST) to Chicago (ORD)
- Flights from Jacksonville (JAX) to Chicago (ORD)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from London (LHR) to Chicago (ORD)
- Flights from Chennai (MAA) to Chicago (ORD)
- Flights from Miami (MIA) to Chicago (ORD)
- Flights from Milwaukee (MKE) to Chicago (ORD)
- Flights from Ogdensburg (OGS) to Chicago (ORD)
- Flights from Ontario (ONT) to Chicago (ORD)
- Flights from Norfolk (ORF) to Chicago (ORD)
- Flights from West Palm Beach (PBI) to Chicago (ORD)
- Flights from Raleigh (RDU) to Chicago (ORD)
- Flights from Fort Myers (RSW) to Chicago (ORD)
- Flights from San Antonio (SAT) to Chicago (ORD)
- Flights from San Francisco (SFO) to Chicago (ORD)
- Flights from Orange County (SNA) to Chicago (ORD)
- Flights from Fayetteville (XNA) to Chicago (ORD)
- Flights from Edmonton (YEG) to Chicago (ORD)
- Flights from Hamilton (YHM) to Chicago (ORD)
- Flights from Ottawa (YOW) to Chicago (ORD)
- Flights from Windsor (YQG) to Chicago (ORD)
- Flights from Regina (YQR) to Chicago (ORD)
- Flights from Thunder Bay (YQT) to Chicago (ORD)
- Flights from Toronto (YTZ) to Chicago (ORD)
- Flights from Montreal (YUL) to Chicago (ORD)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from London (YXU) to Chicago (ORD)
- Flights from Calgary (YYC) to Chicago (ORD)
- Flights from Victoria (YYJ) to Chicago (ORD)
- Flights from Toronto (YYZ) to Chicago (ORD)
