Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.
ORDBOSSat, 14 Nov
Fare checked before payment All fees shown upfront Transparent cancellation policy 24×7 booking support
Lowest fare₹9,867Delta Air Lines
Fastest2h 19mgate to gate
Options found175flights on this route
Find your flightORD → BOS
Available Flights & Fares
Compare fares, timings and baggage. Pick the flight that suits your trip.
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Delta Air Lines
DL-2828
07:05
2026-11-14
CHICAGO (ORD)O Hare International
2H :27 M
Non Stop
10:32
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹9,867
Flight DetailsORD to BOS - 2H :27 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-2570
11:00
2026-11-14
CHICAGO (ORD)O Hare International
2H :25 M
Non Stop
14:25
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹9,867
Flight DetailsORD to BOS - 2H :25 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-2646
16:40
2026-11-14
CHICAGO (ORD)O Hare International
2H :23 M
Non Stop
20:03
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹9,867
Flight DetailsORD to BOS - 2H :23 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1264
05:30
2026-11-14
CHICAGO (ORD)O Hare International
6H :02 M
1 Stop
ATL
· 1h 27m Atlanta (ATL), United States
12:32
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 6H :02 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1264
05:30
2026-11-14
CHICAGO (ORD)O Hare International
7H :12 M
1 Stop
ATL
· 2h 42m Atlanta (ATL), United States
13:42
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 7H :12 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1717
06:20
2026-11-14
CHICAGO (ORD)O Hare International
6H :36 M
1 Stop
MSP
· 2h 16m Minneapolis (MSP), United States
13:56
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 6H :36 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1247
06:49
2026-11-14
CHICAGO (ORD)O Hare International
5H :53 M
1 Stop
ATL
· 1h 15m Atlanta (ATL), United States
13:42
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 5H :53 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1247
06:49
2026-11-14
CHICAGO (ORD)O Hare International
7H :07 M
1 Stop
ATL
· 2h 35m Atlanta (ATL), United States
14:56
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 7H :07 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-2767
07:00
2026-11-14
CHICAGO (ORD)O Hare International
7H :19 M
1 Stop
LGA
· 3h 43m New York (LGA), United States
15:19
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 7H :19 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1687
08:04
2026-11-14
CHICAGO (ORD)O Hare International
5H :52 M
1 Stop
ATL
· 1h 30m Atlanta (ATL), United States
14:56
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 5H :52 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1687
08:04
2026-11-14
CHICAGO (ORD)O Hare International
8H :00 M
1 Stop
ATL
· 3h 30m Atlanta (ATL), United States
17:04
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 8H :00 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1810
09:59
2026-11-14
CHICAGO (ORD)O Hare International
7H :28 M
1 Stop
MSP
· 3h 04m Minneapolis (MSP), United States
18:27
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 7H :28 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1147
10:32
2026-11-14
CHICAGO (ORD)O Hare International
5H :32 M
1 Stop
ATL
· 0h 58m Atlanta (ATL), United States
17:04
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 5H :32 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-3920
12:38
2026-11-14
CHICAGO (ORD)O Hare International
4H :49 M
1 Stop
MSP
· 0h 30m Minneapolis (MSP), United States
18:27
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 4H :49 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-2894
13:30
2026-11-14
CHICAGO (ORD)O Hare International
6H :26 M
1 Stop
ATL
· 2h 05m Atlanta (ATL), United States
20:56
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 6H :26 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-2358
17:05
2026-11-14
CHICAGO (ORD)O Hare International
5H :49 M
1 Stop
DTW
· 2h 32m Detroit (DTW), United States
23:54
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 5H :49 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1306
17:42
2026-11-14
CHICAGO (ORD)O Hare International
5H :02 M
1 Stop
MSP
· 0h 45m Minneapolis (MSP), United States
23:44
2026-11-14
BOSTON (BOS)Logan International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹10,598
Flight DetailsORD to BOS - 5H :02 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Fare RulesRefundable fare. Final rules are verified before booking.
Up to 120 of 175 options on this route. Open the full search to see them all with every filter.
No flights match the selected filters. Clear filters or open full search.
Airfare Highlights
From flights departing on Sat, 14 Nov 2026.
Lowest fare₹9,867Delta Air Lines07:05
Earliest departure₹22,036United Airlines05:00
Shortest duration₹21,305United Airlines07:00
Night
00:00-05:59
₹10,598Delta Air Lines at 05:30Morning
06:00-11:59
₹9,867Delta Air Lines at 07:05Afternoon
12:00-17:59
₹9,867Delta Air Lines at 16:40Evening
18:00-23:59
₹14,591American Airlines at 19:13
Departure & Arrival Airport Details
Chicago (ORD)
O Hare International
USA
Boston (BOS)
Logan International
USA
Flights shown for 14 Nov 2026. View all flights opens the complete search result.
Smart travel dates
Holidays and peak dates for Boston
Fares and hotel rates usually run higher around these dates. Booking earlier or moving your trip by a day or two often costs less.
Busiest periods: Summer travel (15 Jun – 31 Aug), Holiday season (18 Dec – 02 Jan).
11NovVeterans DayWednesdayPeak
26NovThanksgiving DayThursdayPeak
25DecChristmas DayFridayPeak
01JanNew Year's DayFridayPeak
18JanMartin Luther King, Jr. DayMondayPeak
12FebLincoln's BirthdayFridayPeak
Fixed-date national holidays. Festivals that follow the lunar calendar shift each year and are not listed here, so check the exact date for your travel year.
Compare your journey
How to travel Chicago to Boston
Ways to make this trip that you can book on FlyX, compared by price and journey time.
OptionFromJourney timeAvailabilityAction
Non-stop flight Fastest₹9,8672h 19m20 flights
Connecting flight₹10,598Longer, includes a stop155 options
3 airlines operate this route.
Road distance and coach duration are approximate estimates from the air distance, not a timetable.
Airlines flying from Chicago to Boston
Compare fares, stops, baggage and refundability across the airlines flying this route.
UN
United Airlines Flights
from ₹21,30582 flights
Fares from
₹21,305
Non-stop
7 in these results
Departures
82 in the list above
DE
Delta Air Lines Flights
from ₹9,86749 flights
Fares from
₹9,867
Non-stop
3 in these results
Departures
49 in the list above
AM
American Airlines Flights
from ₹14,59144 flights
Fares from
₹14,591
Non-stop
10 in these results
Departures
44 in the list above
Route Overview & Flight Facts
Fastest flight duration
2h 19m · United Airlines
First departure of the day
05:00 · United Airlines
Last departure of the day
21:48 · United Airlines
Flight options found
175
Direct / non-stop options
20
Airport codes
Chicago–ORD, Boston–BOS
Fares and timings are indicative. The exact price is confirmed with the airline when you search.
Flight Schedule, Timings & Airfare Insights
Daily Flight Schedule & Travel Duration
The search for Sat, 14 Nov found 175 flight options, 20 of them non-stop. The first flight leaves around 05:00 and the last around 21:48. The fastest flight takes about 2h 19m.
Morning vs Evening Departure Fares
Lowest fare by departure window: Morning from ₹9,867, Afternoon from ₹9,867, Night from ₹10,598, Evening from ₹14,591. These observations do not predict the cheapest departure window on other dates.
Cheapest Airfare & Best Time to Book
Search your travel dates to compare current fares. Prices change with airline seat availability.
One-Way vs Round-Trip Fare Comparison
Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.
Online Web Check-In & Boarding Pass
Check the operating airline’s opening time and check-in deadline for each sector. Seat charges and availability depend on your fare. Use the airline reference and the links on Web Check-in.
How to Book Cheap Flights on FlyX
1
Enter your travel details
Choose one-way or round-trip, pick your dates and travellers in the search form above.
2
Compare search results
Sort or filter the Chicago–Boston results by price, departure time, stops and airline.
3
Open the fare choices
Check baggage allowance and refundability for each fare type before continuing.
4
Review the final price
Review the refreshed supplier fare, coupon saving and selected payment-method fee before you pay.
5
Pay securely
UPI, cards, net banking and wallets supported; payment and ticket issuance have separate statuses. If issuance is pending, follow the booking status; the confirmed ticket is sent after issuance.
Destination & City Travel Guide
About Chicago
Chicago’s downtown Loop puts Millennium Park, the Art Institute and the Riverwalk within a manageable area. The lakefront creates a second axis for walking, while neighbourhoods farther out need transit time of their own. Passengers landing at O’Hare may be changing flights or visiting relatives in the wider region, so check whether an overnight hotel is near the airport or downtown. The CTA Blue Line runs from the airport into the city and avoids the road congestion that can affect a taxi.
Read more about Chicago
Tips for travellers from India
The Loop is useful for the Art Institute, Millennium Park and central rail links, while a hotel near O’Hare serves an early flight or suburban appointment. These bases are a substantial distance apart. The CTA Blue Line reaches the airport from downtown, but passengers arriving at Terminal 5 first need the airport connection to the main rail-access area. The airport train and an intercity rail departure from Union Station are separate arrangements.
Air India uses Terminal 5. United domestic flights and international departures use Terminal 1, while many international arrivals are processed through Terminal 5, so an onward connection can involve a building change. In the city, pair the Art Institute with Millennium Park rather than crossing to a distant neighbourhood between them. The Riverwalk offers another central route, while the lakefront extends far beyond the downtown section. The Obama Presidential Center opened to the public in June 2026 in Jackson Park, creating a museum outing on the South Side rather than another stop beside the Loop. Plan that visit as its own district trip. A river architecture cruise also has a specific departure dock, which should be matched to the walking route. Choose between a museum-heavy day and a longer lakefront walk before booking several timed attractions.
Best time to visit Chicago
May to June or September to October, about 12–25°C, for river and lake walks.
Places to visit in Chicago
Millennium ParkArt Institute of ChicagoChicago RiverwalkNavy PierMuseum CampusDevon Avenue
How to reach Chicago
By Air: O’Hare International Airport (ORD) is about 27 km northwest of downtown Chicago; the CTA Blue Line takes about 45 minutes to the Loop. Taxis and booked cars also operate.
By Rail: Chicago Union Station serves intercity trains; the CTA Blue Line links O’Hare with downtown.
By Road: Airport taxis and app-based cars use expressways; intercity coaches use downtown stops.
What to do in Chicago
Walk from Millennium Park to the Art Institute.
Follow the Chicago Riverwalk.
Take an architecture cruise on the Chicago River.
Explore the lakefront around Museum Campus.
Chicago airport information
O’Hare International Airport (ORD). Air India operates from O’Hare Terminal 5. United uses Terminal 1 for domestic flights and international departures, while international arrivals without preclearance generally use Terminal 5.
Why Book Your Flight with FlyX?
Compare the available Chicago to Boston options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.
Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.
Fare checked before paymentCoupon eligibility checkedBooking status trackingBooking support
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Check coupon eligibility and the final discount on the review page before you pay. View full terms.
Frequently Asked Questions
Is it worth booking Chicago to Boston flights in advance?
There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. On the Chicago to Boston dates shown on this page, the lowest fare is on a Saturday at ₹9,867. This can change from week to week.
How far is Chicago from Boston by air?
The flying distance depends on the routing the airline selects. The flight cards above show duration and stop details for each result.
Is there a direct flight from Chicago to Boston?
Yes. 20 non-stop flights are listed on this page for Chicago to Boston, operated by United Airlines, Delta Air Lines and American Airlines. Use the Stops filter to see only those.
Which airlines fly Chicago to Boston?
United Airlines, Delta Air Lines and American Airlines are listed on this route for the dates shown here. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.
How long is the flight from Chicago to Boston?
The quickest non-stop Chicago to Boston flight on this page takes about 2h 19m. Non-stop flights here take between 2h 19m and 2h 34m. Journeys with a stop take longer, since the total includes the layover.
What is the cheapest Chicago to Boston flight fare?
The lowest Chicago to Boston fare on this page is ₹9,867. Fares on the same dates run up to ₹81,032, depending on airline, timing and fare type. Airline prices change often, so search your dates for the current fare.
Which is the cheapest airline for Chicago to Boston flight?
On this page, Delta Air Lines has the lowest Chicago to Boston fare, starting from ₹9,867. American Airlines is next, from ₹14,591. The cheapest airline can change with the date, so compare a few days around your trip.
What time do Chicago to Boston flights depart?
On the dates shown here, the first departure is around 05:00 and the last around 21:48, local time at Chicago. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.
Why does the price change after clicking Book Now?
Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay. If it has moved, you see the new figure before any payment.
Before you book this route
Check the airport codes ORD–BOS, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.
Where these fares come from
The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price. Run a search to see what is available for your own dates.
Fares shown are for departures on .
Check official travel requirements
Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.
The ORD to BOS cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.
Before you book
Compare nearby dates
The date strip opens the complete search result for the route and selected date.
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Shortlist by price, stops, departure time and refundable fare preference.
Check fare choices
Continue to Booking opens the verified fare choices, including baggage and refundability, before review.
Lowest Chicago to Boston airfare, in 30 days and in 90 days
Cheapest Fare
Fare
Date
Airline
Departure
Lowest Airfare
₹9,867
14/11/2026
Delta Air Lines
07:05
Cheapest Airfare Within 30 Days
₹9,670
27/11/2026
Delta Air Lines
07:05
Cheapest Airfare Within 90 Days
₹9,374
26/01/2027
Delta Air Lines
07:05
Book Chicago to Boston Flight Tickets on FlyX
FlyX lists each Chicago to Boston flight in these results with its fare, departure time, stops, layover airport and baggage, so you can compare air tickets side by side. To find a cheap ticket, sort by price and check what baggage the fare includes. The fare is checked with the airline again before you pay.
Chicago to Boston flight duration is approximately 2 hours 19 minutes non-stop. There are 20 non-stop Chicago to Boston direct flights on the departure date shown on this page.
Chicago to Boston Flight Schedule and Timing
The search for these dates returned 175 flight options, 20 of them non-stop. The first departure from Chicago is at 05:00 and the last is at 21:48. Flights leave from O Hare International and land at Logan International.
Flight Route Details & Analysis
Flight Details
Information
Route
Chicago to Boston
Flight Duration
2h 19m - 25h 18m
Airport Codes
Chicago - ORD, Boston - BOS
Total Flights Available
175 flights20 direct155 with layovers
First Flight Departure
Departs at 05:00
Last Flight Departure
Departs at 21:48
Early Morning Flights (12 AM - 8 AM)
60 flights4 direct56 with layovers
Morning Flights (8 AM - 12 PM)
50 flights5 direct45 with layovers
Afternoon Flights (12 PM - 4 PM)
33 flights4 direct29 with layovers
Evening Flights (4 PM - 8 PM)
13 flights4 direct9 with layovers
Night Flights (8 PM - 12 AM)
19 flights3 direct16 with layovers
Airport Information & Terminals
ORD: Chicago airport system. Chicago flights commonly use O'Hare or Midway. O'Hare is a huge hub with rail access; Midway can be easier for some city-side trips. Winter weather and traffic should be part of the booking decision.
BOS: Boston Logan International Airport. Logan is close to downtown Boston compared with many US airports. Taxis, airport buses and transit work well, but winter weather and academic move-in dates can change travel ease.
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Chicago to Boston
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O Hare International
