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Chicago (ORD) to Boston (BOS) flight prices
A quick snapshot of Chicago (ORD) to Boston (BOS) fares — lowest and typical prices plus the cheapest months and weekdays to fly, the airlines on the route and the usual duration.
Search price Price graph Flight info Route map Change route
Price graph and price trends for Chicago O Hare International-Boston Logan International Airport
Weekly price trend
Today
18
22
26
USD 48–70
USD 71–92
USD 93–115
USD 116–137
USD 138–161
Monthly price summary
March
April
MayBest price
JuneMost expensive
JulyMost expensive
Ticket prices for Chicago to Boston (March 2026 - July 2026) are shown here with weekly or monthly averages to indicate cheaper and more expensive periods.
Source: Flightprices.com & Kayak.com
Forecast updated: September 14, 2025.
Forecast updated: September 14, 2025.
Flight information
ORD → BOS
Flight frequency
171 flights/week
Type
Direct flight
Duration
2 hours
33 minutes
Airlines with non-stop flights on this route:
United
Delta
American Airlines
JetBlue
FAQ – Chicago (ORD) → Boston (BOS)
Yes — JetBlue operates non-stop low-cost flights between Chicago and Boston.
Based on recent price logs, the cheapest month(s) is June 2026. Use the monthly view above to spot the dip weeks.
Based on price logs for the next 12 months, the cheapest day(s) to depart are Tuesday and Wednesday. Compare weekdays in the fare calendar to target these departures.
Usually yes, but not always. Check both options — you can easily switch between them in our widget.
For domestic routes like ORD-BOS, good deals often appear a few weeks out. Watch for sales and avoid peak dates.
Price search
Chicago (ORD)
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