Find Cheap Flights to North America

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago O'Hare International to North America

(Round-trip)
Depart: Tue Aug 22 2017 Return: Wed Aug 23 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Tue Oct 17 2017 Return: Tue Oct 24 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 19m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Fri Dec 29 2017 Return: Sun Dec 31 2017 Trip spans 3 days
American Airlines
American Airlines
ORD
ATL
2h 02m
nonstop
ATL
ORD
2h 12m
nonstop
Depart: Wed Sep 6 2017 Return: Wed Sep 13 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Wed Jan 3 2018 Return: Tue Jan 9 2018 Trip spans 7 days
United
United
ORD
BOS
2h 17m
nonstop
BOS
ORD
3h 00m
nonstop
Depart: Thu Sep 7 2017 Return: Mon Sep 11 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 33m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Wed Oct 4 2017 Return: Thu Oct 12 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 30m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Thu Nov 2 2017 Return: Mon Nov 6 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 30m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Wed Jan 31 2018 Return: Sat Feb 10 2018 Trip spans 11 days
Multiple Airlines
Multiple Airlines
ORD
ATL
2h 02m
nonstop
ATL
ORD
2h 08m
nonstop
Depart: Wed Aug 23 2017 Return: Sat Aug 26 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
BOS
9h 04m
1 stop
BOS
ORD
2h 47m
nonstop
Depart: Wed Sep 20 2017 Return: Sat Sep 23 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 23m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Fri Sep 29 2017 Return: Sun Oct 1 2017 Trip spans 3 days
United
United
ORD
ATL
2h 00m
nonstop
ATL
ORD
2h 15m
nonstop
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
BWI
1h 53m
nonstop
BWI
ORD
2h 23m
nonstop
Depart: Fri Jan 12 2018 Return: Mon Jan 15 2018 Trip spans 4 days
United
United
ORD
BWI
1h 59m
nonstop
BWI
ORD
2h 02m
nonstop
Depart: Wed Oct 11 2017 Return: Wed Oct 18 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 22m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Wed Dec 6 2017 Return: Wed Dec 13 2017 Trip spans 8 days
Aeromexico
Aeromexico
ORD
CUN
12h 57m
1 stop
CUN
ORD
8h 35m
1 stop
Depart: Thu Aug 17 2017 Return: Sun Aug 20 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
ATL
1h 52m
nonstop
ATL
ORD
2h 10m
nonstop
Depart: Mon Aug 28 2017 Return: Tue Sep 12 2017 Trip spans 16 days
Frontier
Frontier
ORD
CUN
3h 42m
nonstop
CUN
ORD
3h 56m
nonstop
Depart: Sat Dec 2 2017 Return: Sun Dec 3 2017 Trip spans 2 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 52m
nonstop
Depart: Wed Nov 1 2017 Return: Fri Nov 3 2017 Trip spans 3 days
Volaris
Volaris
ORD
CUN
9h 46m
1 stop
CUN
ORD
11h 59m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
$55
Destination

Cancun
$266
Baltimore
$101
Atlanta
$83
Boston
$55