
$74 Cheap American Airlines flights from Chicago to Boston (ORD to BOS)
Find The Best Day To Fly from Chicago to Boston
Amazing American Airlines ORD to BOS Flight Deals
The cheapest flights to Logan Intl. found within the past 7 days were $119 round trip and $74 one way. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Discover our best American Airlines flight from Chicago ORD to Boston BOS
To find the best deals on flights to Chicago from Boston with American Airlines, just enter your travel dates, filter by American Airlines, and hit search. You’ll find 9 flights to choose from and can sort by price, flight duration, and arrival or departure time.
Return flights from Chicago ORD to Boston BOS with American Airlines
If you’re planning a round trip, booking return flights with American Airlines is usually the most cost-effective option. With airfares ranging from $119 to $144, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply.
Book one-way American Airlines flights from Chicago ORD to Boston BOS
A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way American Airlines flight from Chicago to Boston costs from $74. Prices and availability subject to change. Additional terms may apply.
The easy way to find cheap flights to Boston BOS from Chicago ORD with American Airlines
To find a cheap American Airlines flight from Chicago ORD to Boston BOS, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference.
How to find our best airfare deals on American Airlines flights from Chicago ORD to Boston BOS
If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as September, or if you book a flight with a stopover.
Find nonstop flights from Chicago ORD to Boston BOS with American Airlines
If you’re keen to be on Boston soil fast, don’t waste time with a stopover—filter your search results to show direct American Airlines flights only. The journey takes around 2 hour(s) 21 min(s) – so you’ll be there before you know it.
Flexible airline tickets for American Airlines flights from Chicago ORD to Boston BOS
Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.
There are a lot of reasons to book your flights to Boston BOS from Chicago ORD with American Airlines on Travelocity
At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.
Airport code | Country | Airport name | Number of flights |
---|---|---|---|
DFW | USA | Dallas-Fort Worth Intl. | 599 |
CLT | USA | Charlotte-Douglas Intl. | 536 |
ORD | USA | O'Hare Intl. | 317 |
PHL | USA | Philadelphia Intl. | 247 |
MIA | USA | Miami Intl. | 193 |
DCA | USA | Ronald Reagan Washington National | 152 |
PHX | USA | Sky Harbor Intl. | 141 |
LAX | USA | Los Angeles Intl. | 81 |
LGA | USA | LaGuardia | 72 |
BOS | USA | Logan Intl. | 57 |
Popular American Airlines Flight Routes from ORD
Top American Airlines Flight Routes from BOS
- American Airlines BOS to LHR
- American Airlines BOS to FLL
- American Airlines BOS to STT
- American Airlines BOS to CUN
- American Airlines BOS to MCO
- American Airlines BOS to CDG
- American Airlines BOS to DEN
- American Airlines BOS to SJU
- American Airlines BOS to MIA
- American Airlines BOS to LAX
- American Airlines BOS to DCA
- American Airlines BOS to LAS
Top Flights for American Airlines originating from ORD
Domestic
- San Juan to Orlando (SJU - MCO)
- Newark Liberty Intl. Airport to Miami (EWR - MIA)
- New York to Montego Bay (JFK - MBJ)
- Los Angeles to Honolulu (LAX - HNL)
- New York to Las Vegas (JFK - LAS)
- Newark Liberty Intl. Airport to Orlando (EWR - MCO)
- Chicago to Las Vegas (ORD - LAS)
- Chicago to San Juan (ORD - SJU)
- Chicago to Las Vegas (ORD - LAS)
- Newark Liberty Intl. Airport to San Juan (EWR - SJU)
International
- Philadelphia to Orlando (PHL - MCO)
- New York to Santiago (JFK - STI)
- Los Angeles to San Salvador (LAX - SAL)
- New York to Santo Domingo (JFK - SDQ)
- New York to Santo Domingo (JFK - SDQ)
- New York to Las Vegas (JFK - LAS)
- New York to Montego Bay (JFK - MBJ)
- Los Angeles to San Salvador (LAX - SAL)
- San Juan to Orlando (SJU - MCO)
- Orlando to San Juan (MCO - SJU)
Most Popular
- PHL to MIA Flights
- LAX to ORD Flights
- JetBlue Airways Orlando (MCO) to Las Vegas (LAS) flights
- American Airlines Dallas (DFW) to Las Vegas (LAS) flights
- JetBlue Airways Boston (BOS) to Las Vegas (LAS) flights
- JFK to FLL Flights
- BWI to LAS Flights
- DFW to ATL Flights
- ORD to MCO Flights
- PHL to ATL Flights
- ORD to MEX Flights
- Delta Atlanta (ATL) to Las Vegas (LAS) flights
- DFW to MCO Flights
- ORD to PHX Flights
- LAX to DFW Flights
- ORD to DFW Flights
- ORD to ATL Flights
- DFW to DEN Flights
- DFW to ORD Flights
- Delta Minneapolis - St. Paul (MSP) to Las Vegas (LAS) flights
- PDX to LAS Flights
- PHL to TPA Flights
- PHL to MCO Flights
- Delta Detroit (DTW) to Las Vegas (LAS) flights
- ATL to DFW Flights
- ORD to LAX Flights
- DFW to MIA Flights
- CLE to MCO Flights
- LAX to SEA Flights
- DFW to LAX Flights