Cheap Flights from Chicago to Boston starting at S$ 49
Book one-way or return flights from Chicago to Boston from as little as S$ 49. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- ORD21:202h 18mDirectBOS00:38Wed, Jun 5|Chicago - Boston|Spirit AirlinesS$ 49S$ 9649% OFF49% OFFS$ 96S$ 49
- ORD21:202h 18mDirectBOS00:38Wed, Jun 12|Chicago - Boston|Spirit AirlinesS$ 50S$ 9648% OFF48% OFFS$ 96S$ 50
- ORD21:202h 18mDirectBOS00:38Tue, Jun 11|Chicago - Boston|Spirit AirlinesS$ 53S$ 9644% OFF44% OFFS$ 96S$ 53
- ORD21:202h 18mDirectBOS00:38Thu, Jun 13|Chicago - Boston|Spirit AirlinesS$ 55S$ 55
- ORD12:107h 35m1 stopBOS20:45Tue, May 7|Chicago - Boston|Spirit AirlinesS$ 63S$ 63
- ORD10:5810h 16m1 stopBOS22:14Wed, May 15|Chicago - Boston|Spirit AirlinesS$ 64S$ 64
- MDW10:1620h 13m1 stopBOS07:29Tue, May 21|Chicago - Boston|Frontier AirlinesS$ 67S$ 67
- ORD21:202h 18mDirectBOS00:38Wed, Jun 19|Chicago - Boston|Spirit AirlinesS$ 67S$ 67
- ORD21:202h 18mDirectBOS00:38Mon, Jun 17|Chicago - Boston|Spirit AirlinesS$ 67S$ 67
- ORD21:202h 18mDirectBOS00:38Sat, Jun 8|Chicago - Boston|Spirit AirlinesS$ 69S$ 69
- CHI13:003h 5mDirectBOS14:00Sat, May 4|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.
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- CheapestORD21:202h 18mDirectBOS00:38O'Hare International Airport - General Edward Lawrence Logan International AirportWed, Jun 5Spirit AirlinesS$ 49
- MDW10:1620h 13m1 transferBOS07:29Midway International Airport - General Edward Lawrence Logan International AirportTue, May 21Frontier AirlinesS$ 67
- MDW10:1620h 13m1 transferBOS07:29Midway International Airport - General Edward Lawrence Logan International AirportTue, May 21Frontier AirlinesS$ 67Find More Flights
Frequently Asked Questions
How to find a cheap flight from Chicago to Boston
Cheapest direct flight price | S$ 49 |
---|---|
Cheapest return ticket price | S$ 100 |
Cheapest month | June |
Peak season for travel | October |
Flight distance | 1,371.27km |
Average flight time | 2 hours 25 minutes |
Popular airline | American Airlines |
Plan Your Trip Around Boston
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