Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Convenient & reliable booking and payment system
Latest Flight Deals from Chicago to Boston
Book one-way or return flights from Chicago to Boston from as little as NZD 61. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- ORD21:202h 18mDirectBOS00:38Wed, Jun 12|Chicago - Boston|Spirit AirlinesNZD 61NZD 13053% OFF53% OFFNZD 130NZD 61
- ORD21:202h 18mDirectBOS00:38Tue, Jun 11|Chicago - Boston|Spirit AirlinesNZD 65NZD 13050% OFF50% OFFNZD 130NZD 65
- ORD20:022h 29mDirectBOS23:31Wed, Jun 19|Chicago - Boston|Spirit AirlinesNZD 67NZD 13048% OFF48% OFFNZD 130NZD 67
- ORD21:102h 28mDirectBOS00:38Tue, Jun 18|Chicago - Boston|Spirit AirlinesNZD 67NZD 67
- ORD21:202h 18mDirectBOS00:38Thu, Jun 13|Chicago - Boston|Spirit AirlinesNZD 68NZD 68
- ORD20:022h 29mDirectBOS23:31Wed, Jun 5|Chicago - Boston|Spirit AirlinesNZD 81NZD 81
- ORD21:202h 18mDirectBOS00:38Mon, Jun 17|Chicago - Boston|Spirit AirlinesNZD 83NZD 83
- ORD21:202h 18mDirectBOS00:38Thu, Jun 6|Chicago - Boston|Spirit AirlinesNZD 85NZD 85
- ORD21:202h 18mDirectBOS00:38Sat, Jun 8|Chicago - Boston|Spirit AirlinesNZD 85NZD 85
- ORD07:0812h 46m1 stopBOS20:54Tue, Jun 4|Chicago - Boston|Spirit AirlinesNZD 95NZD 95
- CHI13:003h 5mDirectBOS14:00Mon, May 6|Chicago - Boston|Spirit AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Searching for the best last minute flight from Chicago to Boston? Find one-way or return flights that are affordable and fit your itinerary.
Trip.com monitors the ticket fares of flights from Chicago to Boston. Stay updated on price trends and snag the best deals for your upcoming trip.
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Chicago to Boston
View airlines operating flights from Chicago to Boston. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Spirit Airlines
From NZD 81
Delta Air Lines
From NZD 103
Southwest Airlines
From NZD 137
United Airlines
From NZD 153
Sun Country Airlines
From NZD 163
Jetblue Airways
From NZD 175
Frontier Airlines
From NZD 194
Alaska Airlines
From NZD 341
American Airlines
From NZD 439
ANA airlines
Find more flights and airlines
Alternative Routes from Chicago to Boston
Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Boston.
- CheapestORD20:022h 29mDirectBOS23:31O'Hare International Airport - General Edward Lawrence Logan International AirportWed, Jun 5Spirit AirlinesNZD 81
- MDW10:1620h 13m1 transferBOS07:29Midway International Airport - General Edward Lawrence Logan International AirportTue, May 21Frontier AirlinesNZD 194
- MDW10:1620h 13m1 transferBOS07:29Midway International Airport - General Edward Lawrence Logan International AirportTue, May 21Frontier AirlinesNZD 194Find More Flights
How do I find the cheapest flights?
How to find a cheap flight from Chicago to Boston
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 Chicago to Boston. 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
Flight Information from Chicago to Boston
Cheapest nonstop flight price | NZD 61 |
---|---|
Cheapest round-trip ticket price | NZD 123 |
Off-season for travel | June |
Peak season for travel | October |
Flight distance | 1,371.27km |
Average flight time | 2 hours 26 minutes |
Popular airline | American Airlines |
Payment Methods
Our Partners
Copyright © 2024 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd.
Site Operator: Trip.com Travel Singapore Pte. Ltd.