Find Deals on Flights from Chicago 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 to North America

(Round-trip)
Depart: Tue Apr 25 2017 Return: Wed Apr 26 2017 Trip spans 2 days
Frontier
Frontier
ORD
LAS
4h 05m
nonstop
LAS
ORD
3h 39m
nonstop
Depart: Tue Apr 4 2017 Return: Wed Apr 12 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
FLL
2h 58m
nonstop
FLL
ORD
3h 17m
nonstop
Depart: Sat Apr 8 2017 Return: Thu Apr 13 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
FLL
3h 01m
nonstop
FLL
ORD
3h 20m
nonstop
Depart: Tue May 2 2017 Return: Sat May 6 2017 Trip spans 5 days
United
United
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Wed May 3 2017 Return: Tue May 9 2017 Trip spans 7 days
JetBlue
JetBlue
ORD
JFK
2h 17m
nonstop
JFK
ORD
2h 38m
nonstop
Depart: Tue May 2 2017 Return: Sat May 6 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 51m
nonstop
Depart: Tue Apr 4 2017 Return: Wed Apr 5 2017 Trip spans 2 days
Frontier
Frontier
ORD
DEN
2h 46m
nonstop
DEN
ORD
2h 36m
nonstop
Depart: Tue Aug 1 2017 Return: Tue Aug 8 2017 Trip spans 8 days
Delta
Delta
ORD
DCA
5h 26m
1 stop
DCA
ORD
4h 20m
1 stop
Depart: Tue May 2 2017 Return: Tue May 9 2017 Trip spans 8 days
Frontier
Frontier
ORD
DEN
2h 46m
nonstop
DEN
ORD
2h 39m
nonstop
Depart: Sun Apr 9 2017 Return: Thu Apr 13 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
FLL
3h 24m
nonstop
FLL
ORD
3h 17m
nonstop
Depart: Wed May 3 2017 Return: Tue May 9 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
FLL
3h 03m
nonstop
FLL
ORD
3h 13m
nonstop
Depart: Wed May 3 2017 Return: Tue May 9 2017 Trip spans 7 days
Frontier
Frontier
ORD
DEN
2h 46m
nonstop
DEN
ORD
2h 39m
nonstop
Depart: Tue May 2 2017 Return: Fri May 5 2017 Trip spans 4 days
Volaris
Volaris
ORD
MEX
4h 25m
nonstop
MEX
ORD
4h 20m
nonstop
Depart: Tue May 2 2017 Return: Tue May 9 2017 Trip spans 8 days
United
United
ORD
MIA
3h 04m
nonstop
MIA
ORD
3h 19m
nonstop
Depart: Sun Apr 2 2017 Return: Fri Apr 28 2017 Trip spans 27 days
Aeromexico
Aeromexico
ORD
CUN
20h 30m
1 stop
CUN
ORD
8h 35m
1 stop
Depart: Wed Sep 6 2017 Return: Mon Sep 11 2017 Trip spans 6 days
Alaska Airlines
Alaska Airlines
ORD
LAX
4h 20m
nonstop
LAX
ORD
3h 55m
nonstop
Depart: Tue May 2 2017 Return: Tue May 9 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
TPA
2h 36m
nonstop
TPA
ORD
2h 57m
nonstop
Depart: Tue May 16 2017 Return: Tue May 23 2017 Trip spans 8 days
United
United
ORD
MCO
2h 44m
nonstop
MCO
ORD
2h 58m
nonstop
Depart: Sun Jun 25 2017 Return: Tue Jul 4 2017 Trip spans 10 days
Major Airline
Major Airline
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 55m
nonstop
Depart: Mon May 8 2017 Return: Wed May 17 2017 Trip spans 10 days
Spirit Airlines
Spirit Airlines
ORD
FLL
2h 58m
nonstop
FLL
ORD
3h 18m
nonstop
* 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
$77
Destination

New York
$127
Cancun
$216
Orlando
$107
Fort Lauderdale
$97
Los Angeles
$218
Denver
$87
Tampa
$107
Mexico City
$213
Washington
$176
Las Vegas
$77
Miami
$107
Boston
$103