Find Deals on Flights from Chicago Midway to United States

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago Midway to United States

(Round-trip)
Depart: Sun Dec 11 2016 Return: Tue Jan 10 2017 Trip spans 31 days
Delta
Delta
MDW
ATL
1h 49m
nonstop
ATL
MDW
2h 01m
nonstop
Depart: Fri Dec 9 2016 Return: Wed Dec 14 2016 Trip spans 6 days
Southwest
Southwest
MDW
DEN
2h 40m
nonstop
DEN
MDW
2h 15m
nonstop
Depart: Sat Jan 14 2017 Return: Sat Jan 21 2017 Trip spans 8 days
Major Airline
Major Airline
MDW
MCO
0h 58m
nonstop
MCO
MDW
2h 58m
nonstop
Depart: Wed Feb 1 2017 Return: Mon Feb 6 2017 Trip spans 6 days
Delta
Delta
MDW
JFK
5h 21m
1 stop
JFK
MDW
6h 08m
1 stop
Depart: Wed Dec 7 2016 Return: Thu Dec 8 2016 Trip spans 2 days
Southwest
Southwest
MDW
MCO
2h 40m
nonstop
MCO
MDW
2h 50m
nonstop
Depart: Tue Dec 13 2016 Return: Tue Jan 31 2017 Trip spans 50 days
Delta
Delta
MDW
JFK
4h 05m
1 stop
JFK
MDW
4h 24m
1 stop
Depart: Sat Dec 10 2016 Return: Sun Dec 11 2016 Trip spans 2 days
Southwest
Southwest
MDW
BOS
2h 10m
nonstop
BOS
MDW
2h 55m
nonstop
Depart: Mon Dec 19 2016 Return: Thu Jan 19 2017 Trip spans 32 days
Delta
Delta
MDW
JFK
5h 16m
1 stop
JFK
MDW
6h 14m
1 stop
Depart: Sun Jan 15 2017 Return: Sat Jan 21 2017 Trip spans 7 days
Major Airline
Major Airline
MDW
PBI
1h 15m
1 stop
PBI
MDW
3h 15m
1 stop
Depart: Sat Jan 7 2017 Return: Wed Jan 18 2017 Trip spans 12 days
Delta
Delta
MDW
JFK
4h 04m
1 stop
JFK
MDW
5h 17m
1 stop
Depart: Fri Dec 30 2016 Return: Tue Jan 3 2017 Trip spans 5 days
Southwest
Southwest
MDW
BWI
1h 55m
nonstop
BWI
MDW
2h 05m
nonstop
Depart: Mon Jan 9 2017 Return: Tue Jan 10 2017 Trip spans 2 days
Delta
Delta
MDW
JFK
7h 12m
1 stop
JFK
MDW
6h 45m
1 stop
Depart: Thu Jan 19 2017 Return: Sun Jan 22 2017 Trip spans 4 days
Southwest
Southwest
MDW
BOS
2h 15m
nonstop
BOS
MDW
2h 55m
nonstop
Depart: Mon Jan 16 2017 Return: Thu Jan 19 2017 Trip spans 4 days
Delta
Delta
MDW
JFK
7h 17m
1 stop
JFK
MDW
8h 28m
1 stop
Depart: Thu Dec 8 2016 Return: Thu Dec 15 2016 Trip spans 8 days
Major Airline
Major Airline
MDW
RSW
1h 12m
nonstop
RSW
MDW
3h 12m
nonstop
Depart: Fri Dec 16 2016 Return: Sun Dec 18 2016 Trip spans 3 days
Southwest
Southwest
MDW
BOS
2h 10m
nonstop
BOS
MDW
2h 55m
nonstop
Depart: Wed Jan 18 2017 Return: Sat Jan 21 2017 Trip spans 4 days
Delta
Delta
MDW
JFK
5h 21m
1 stop
JFK
MDW
8h 55m
1 stop
Depart: Fri Jan 20 2017 Return: Thu Jan 26 2017 Trip spans 7 days
Southwest
Southwest
MDW
MCO
2h 30m
nonstop
MCO
MDW
2h 50m
nonstop
Depart: Tue Jan 24 2017 Return: Fri Jan 27 2017 Trip spans 4 days
Delta
Delta
MDW
JFK
5h 21m
1 stop
JFK
MDW
6h 16m
1 stop
Depart: Sat Dec 10 2016 Return: Mon Dec 12 2016 Trip spans 3 days
Major Airline
Major Airline
MDW
LAS
5h 02m
nonstop
LAS
MDW
1h 02m
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
$137
Destination

West Palm Beach
$179
New York
$143
Baltimore
$162
Atlanta
$137
Orlando
$155
Denver
$144
Las Vegas
$235
Fort Myers
$214
Boston
$158