Cheap flight from Boston to Chicago from QAR 344
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
Swipe up to view more
>
>
>
>
>
Flights from Boston to Chicago
Cheap flight deals from Boston to Chicago
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
-
Round-trip
-
One way
-
-
Cheapest nonstop
BOS 05:002h 54mNonstopORD 06:54Boston - Chicago | Wed, Jul 2 | American Airlines
ORD 07:172h 23mNonstopBOS 10:40Chicago - Boston | Wed, Jul 9 | American AirlinesQAR 344 QAR 55438% OFF38% OFFQAR 554 QAR 344 -
BOS 07:003h 5mNonstopORD 09:05Boston - Chicago | Tue, Jul 8 | American Airlines
ORD 20:302h 44mNonstopBOS 00:14Chicago - Boston | Wed, Jul 16 | American AirlinesQAR 345 QAR 55438% OFF38% OFFQAR 554 QAR 345
-
BOS 05:152h 35mNonstopMDW 06:50Boston - Chicago | Mon, Jun 23 | Southwest Airlines
MDW 18:552h 15mNonstopBOS 22:10Chicago - Boston | Mon, Jun 30 | Southwest AirlinesQAR 353 QAR 55436% OFF36% OFFQAR 554 QAR 353 -
BOS 07:512h 54mNonstopORD 09:45Boston - Chicago | Fri, Jul 4 | American Airlines
ORD 17:292h 22mNonstopBOS 20:51Chicago - Boston | Sat, Jul 12 | American AirlinesQAR 36334% OFFQAR 554 QAR 363
-
BOS 05:252h 35mNonstopMDW 07:00Boston - Chicago | Tue, Jul 1 | Southwest Airlines
MDW 18:052h 15mNonstopBOS 21:20Chicago - Boston | Tue, Jul 8 | Southwest AirlinesQAR 38231% OFFQAR 554 QAR 382
-
BOS 06:002h 55mNonstopORD 07:55Boston - Chicago | Wed, Jul 9 | Jetblue Airways
ORD 08:402h 25mNonstopBOS 12:05Chicago - Boston | Wed, Jul 16 | Jetblue AirwaysQAR 38331% OFFQAR 554 QAR 383 -
BOS 06:002h 55mNonstopORD 07:55Boston - Chicago | Wed, Jun 25 | Jetblue Airways
ORD 08:402h 24mNonstopBOS 12:04Chicago - Boston | Tue, Jul 1 | Jetblue AirwaysQAR 38830% OFFQAR 554 QAR 388
-
BOS 07:202h 40mNonstopMDW 09:00Boston - Chicago | Wed, Jul 9 | Southwest Airlines
ORD 08:402h 25mNonstopBOS 12:05Chicago - Boston | Wed, Jul 16 | Jetblue AirwaysQAR 39128% OFFQAR 554 QAR 391
-
BOS 15:152h 55mNonstopORD 17:10Boston - Chicago | Fri, Jul 4 | Delta Air Lines
ORD 17:292h 22mNonstopBOS 20:51Chicago - Boston | Sat, Jul 12 | American AirlinesQAR 39328% OFFQAR 554 QAR 393 -
BOS 19:555h 15m1 stopsMDW 00:10Boston - Chicago | Thu, Jul 17 | Southwest Airlines
MDW 19:302h 15mNonstopBOS 22:45Chicago - Boston | Wed, Jul 23 | Southwest AirlinesQAR 38031% OFFQAR 554 QAR 380
-
BOS 13:0017h 25m1 stopsCHI Invalid DateBoston - Chicago | Tue, Jun 24 | Normal Airline
CHI 15:006hNonstopBOS 16:00Chicago - Boston | Thu, Jun 26 | Normal AirlineFind More FlightsFind More Flights
-
Cheapest nonstop
BOS 05:152h 35mNonstopMDW 06:50Boston - Chicago | Sat, Jul 5 | Southwest AirlinesQAR 158 QAR 1,05085% OFF85% OFFQAR 1,050 QAR 158
-
BOS 05:252h 35mNonstopMDW 07:00Boston - Chicago | Wed, Jul 23 | Southwest AirlinesQAR 162 QAR 1,05085% OFF85% OFFQAR 1,050 QAR 162
-
BOS 07:002h 40mNonstopMDW 08:40Boston - Chicago | Thu, Jun 26 | Southwest AirlinesQAR 174 QAR 1,05083% OFF83% OFFQAR 1,050 QAR 174
-
BOS 17:402h 40mNonstopMDW 19:20Boston - Chicago | Tue, Aug 12 | Southwest AirlinesQAR 18882% OFFQAR 1,050 QAR 188
-
BOS 06:002h 55mNonstopORD 07:55Boston - Chicago | Tue, Aug 12 | Jetblue AirwaysQAR 19581% OFFQAR 1,050 QAR 195
-
BOS 05:252h 35mNonstopMDW 07:00Boston - Chicago | Tue, Jul 1 | Southwest AirlinesQAR 24477% OFFQAR 1,050 QAR 244
-
BOS 06:002h 55mNonstopORD 07:55Boston - Chicago | Mon, Jun 30 | Jetblue AirwaysQAR 25076% OFFQAR 1,050 QAR 250
-
BOS 19:302h 54mNonstopORD 21:24Boston - Chicago | Mon, Jun 30 | American AirlinesQAR 55947% OFFQAR 1,050 QAR 559
-
BOS 06:002h 55mNonstopORD 07:55Boston - Chicago | Wed, Jul 30 | Jetblue AirwaysQAR 73630% OFFQAR 1,050 QAR 736
-
BOS 06:002h 55mNonstopORD 07:55Boston - Chicago | Thu, Jun 26 | Jetblue AirwaysQAR 74628% OFFQAR 1,050 QAR 746
-
BOS 13:0017h 25m1 stopsCHI Invalid DateBoston - Chicago | Tue, Jun 24 | Normal AirlineFind More FlightsFind More Flights
-
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Flight Info | Boston to Chicago
| Cheapest one-way flight price | QAR 157 |
|---|---|
| Cheapest round-trip ticket price | QAR 343 |
| Off-season for travel | April |
| Peak season for travel | March |
| Flight distance | 1,371.27 km |
| Average flight time | 2 hours 59 minutes |
When is the cheapest time to fly from Boston to Chicago?
We monitor flight fares to help you find the best deals effortlessly
Cheapest flights
From price
Search
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
-
When are flight tickets from Boston (BOS) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Boston to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Boston (BOS) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around QAR 843. -
How long does it take to fly from Boston (BOS) to Chicago (CHI) and what is the distance?
It takes around 2 hours 59 minutes to fly from Boston (BOS) to Chicago (CHI). -
What are the most popular airlines that fly from Boston (BOS) to Chicago (CHI)?
Airlines with flights from Boston (BOS) to Chicago (CHI): United Airlines, El Al, KLM Royal Dutch Airlines, American Airlines, Alaska Airlines, Southwest Airlines, Icelandair, Korean Air and Jetblue Airways.
How to find a cheap flight from Boston to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Boston to Chicago. Book your flights at the right time and save more.
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
Compare Flight Prices
Compare prices on travel agency and airline websites.
Look Out for Deals
Check airline and travel agency websites for latest flight deals
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com