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Selected fares from Chicago to Portsmouth
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Route Information for Flights from Chicago to Portsmouth
| Origin Airport IATA Code | MDW |
|---|---|
| Destination Airport IATA Code | BOS |
| Flight Price | $137 |
| Distance | 1,371 km |
Chicago (CHI) to Portsmouth (BOS)
Are you flying to Portsmouth for a much-needed vacation or is it about time for you to have a family reunion? Or maybe you're traveling for work? Hey, anything that gets you away from that desk is a win in our books. You're on the perfect page to snatch a killer deal on your upcoming flight from Chicago. Whether you are an expert at navigating the friendly skies or only have a few trips under your wing, read below to score the best deal on your next flight.
How do I get the best price on my ticket from CHI to BOS?
Hotwire has been doing this for a long time, so we know a few ways to get the best deal on your flight to Portsmouth. You can pocket that extra cash for more than just getting from point A to point B with a few simple tips and tricks.
Which days of the week are cheapest to fly?
Going with the flow can pay dividends when it comes to getting an affordable flight. Our dear friends, Tuesday and Wednesday, typically have the best rates. Next, Thursday and, surprisingly, Saturday. Most people like to come back from their trip on Sunday so you can save by leaving a day earlier.
Why are flights cheaper if you stay over the weekend?
If you stay through the weekend, generally that return ticket to CHI can be cheaper since you'll be leaving earlier in the week. All those business travelers have less flexible itineraries, so that means savings for you. Of course, we don't want to twist your rubber arm or anything.
Why travel during the off-peak season?
Shoulder or off-peak seasons are when most people aren't flying to certain locations. So when it's chilly, most people head to warmer climates like the Caribbean, Mexico, Hawaii, etc., just like the birds (they had it figured out). But in the summer months, you'll find that Europe is where it's at. You can usually save on your ticket when you avoid flying during the peak seasons.
Is that the lowest price?
Unsurprisingly, you're not the only one waiting a good price on a flight from Chicago to Portsmouth. You may lose your opportunity to dial in the time and the flight you wanted.
What is the Hotwire Hot Rate?
We think the Hotwire Hot Rate is one of the best deals out there, although we may be slightly biased. It's one of our ways to help get you one of the best rates on a flight from Chicago (CHI) to Portsmouth (BOS). You won't know the time and airline until after you book, but it is a risk where you can reap the rewards.
Book your flight today
Try these tips before you reserve your next flight from Chicago to Portsmouth. You may have enough cash back in your hand to add something that makes this vacay extra exciting ... or you can roll that money over and put it toward your next flight out of Chicago.
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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.