
$59 Cheap American Airlines flights Boston (BOS) to Chicago (ORD)
Prices were available within the past 7 days and start at $59 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jan 2 - Mon, Jan 5
BOS
Boston
ORD
Chicago
$137 Roundtrip, found 12 hours ago
$137
Roundtrip
found 12 hours ago

Sat, Jan 3 - Tue, Jan 6
BOS
Boston
ORD
Chicago
$182 Roundtrip, found 12 hours ago
$182
Roundtrip
found 12 hours ago

Fri, Jan 2 - Mon, Jan 5
BOS
Boston
ORD
Chicago
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago

Fri, Jan 2 - Mon, Jan 5
BOS
Boston
ORD
Chicago
$207 Roundtrip, found 12 hours ago
$207
Roundtrip
found 12 hours ago

Fri, Jan 2 - Mon, Jan 5
BOS
Boston
ORD
Chicago
$211 Roundtrip, found 12 hours ago
$211
Roundtrip
found 12 hours ago

Sun, Jan 4 - Wed, Jan 7
BOS
Boston
ORD
Chicago
$212 Roundtrip, found 12 hours ago
$212
Roundtrip
found 12 hours ago
Find the cheapest month to fly from Boston (BOS) to Chicago (ORD)
January is typically the cheapest month to fly
From $91 - $162 per traveler.
Origin airport | Logan Intl. |
|---|---|
Destination airport | O'Hare Intl. |
Airlines serving | American Airlines, Delta, JetBlue Airways, Southwest Airlines, United |
Popular airline | JetBlue Airways |
Distance | 1381 km |
Average flight time | 2 hours 3 mins |
Most Popular American Airlines Routes from Boston
Most Popular American Airlines Routes from Chicago
- American Airlines ORD to LAX
- American Airlines ORD to PVD
- American Airlines ORD to CUN
- American Airlines ORD to BUF
- American Airlines ORD to AUA
- American Airlines ORD to PBI
- American Airlines ORD to MCO
- American Airlines ORD to TPA
- American Airlines ORD to CLT
- American Airlines ORD to PHX
- American Airlines ORD to CHA
- Missoula to Bloomington (MSO - BMI)
- Savannah to Philadelphia (SAV - PHL)
- McAllen to Houston (MFE - HOU)
- Houston to Atlanta (IAH - ATL)
- Columbus to Orlando (CMH - MCO)
- Chicago to West Palm Beach (ORD - PBI)
- Phoenix to Minneapolis (PHX - MSP)
- Las Vegas to Naha (LAS - OKA)
- Minneapolis to Phoenix (MSP - PHX)
- Fresno to Little Rock (FAT - LIT)
Popular Domestic Routes in O'Hare Intl.
- Hartford to Charlotte (BDL - CLT)
- Phoenix to Minneapolis (PHX - MSP)
- Fresno to Little Rock (FAT - LIT)
- McAllen to Houston (MFE - HOU)
- Atlanta to Denver (ATL - DEN)
- New York to Atlanta (LGA - ATL)
- Moline to Oranjestad (MLI - AUA)
- Detroit to Tampa (DTW - TPA)
- Norfolk to Key West (ORF - EYW)
- Missoula to Bloomington (MSO - BMI)