Find Deals on Flights from New York LaGuardia to Chicago Midway (LGA - MDW)

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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Book cheap flights from New York LaGuardia to Chicago Midway

(Round-trip)
Depart: Sat Nov 5 2016 Return: Tue Nov 8 2016 Trip spans 4 days
Depart: Fri Dec 9 2016 Return: Tue Dec 13 2016 Trip spans 5 days
Depart: Tue Oct 4 2016 Return: Tue Oct 25 2016 Trip spans 22 days
Depart: Wed Oct 26 2016 Return: Mon Oct 31 2016 Trip spans 6 days
Depart: Thu Sep 8 2016 Return: Tue Sep 13 2016 Trip spans 6 days
Depart: Sat Sep 10 2016 Return: Wed Sep 14 2016 Trip spans 5 days
Depart: Tue Sep 20 2016 Return: Wed Sep 21 2016 Trip spans 2 days
Depart: Thu Oct 13 2016 Return: Thu Oct 20 2016 Trip spans 8 days
Depart: Wed Sep 21 2016 Return: Sat Sep 24 2016 Trip spans 4 days
Depart: Tue Sep 27 2016 Return: Tue Oct 18 2016 Trip spans 22 days
Depart: Wed Jan 4 2017 Return: Mon Jan 9 2017 Trip spans 6 days
Depart: Wed Aug 31 2016 Return: Sun Sep 4 2016 Trip spans 5 days
Depart: Tue Jan 10 2017 Return: Sun Jan 15 2017 Trip spans 6 days
Depart: Sun Dec 25 2016 Return: Wed Dec 28 2016 Trip spans 4 days
Depart: Thu Dec 1 2016 Return: Sun Dec 4 2016 Trip spans 4 days
Depart: Sat Sep 3 2016 Return: Tue Sep 13 2016 Trip spans 11 days
Depart: Fri Nov 4 2016 Return: Sun Nov 6 2016 Trip spans 3 days
Depart: Wed Aug 31 2016 Return: Sun Sep 4 2016 Trip spans 5 days
Depart: Sun Aug 28 2016 Return: Wed Aug 31 2016 Trip spans 4 days
Depart: Sun Feb 19 2017 Return: Sun Feb 26 2017 Trip spans 8 days
Select an airline:  Southwest
Direct flights LGA to MDW on Southwest
Flight # Depart LGA Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2070 6:05 am 7:20 am Aug 23 - Sep 30
752 6:05 am 7:25 am Oct 2 - Nov 4
3816 6:20 am 7:30 am Sep 3 - Sep 3
3816 6:20 am 7:30 am Sep 10 - Oct 1
3240 7:45 am 9:00 am Sep 10 - Oct 1
3240 7:50 am 9:05 am Sep 3 - Sep 3
3805 9:35 am 11:05 am Sep 10 - Oct 1
2078 10:00 am 11:35 am Oct 2 - Nov 4
2078 10:00 am 11:30 am Aug 23 - Sep 30
4577 10:55 am 12:25 pm Sep 3 - Sep 3
2947 11:55 am 1:25 pm Aug 23 - Sep 30
2947 11:55 am 1:35 pm Oct 2 - Nov 4
3586 1:45 pm 3:10 pm Aug 27 - Oct 1
2757 2:35 pm 4:00 pm Aug 23 - Sep 30
2757 2:35 pm 4:05 pm Oct 2 - Oct 28
2080 4:45 pm 6:15 pm Aug 23 - Sep 30
2080 4:45 pm 6:25 pm Oct 2 - Nov 4
1797 6:30 pm 8:05 pm Sep 3 - Sep 3
1797 6:35 pm 8:15 pm Sep 10 - Oct 1
2117 7:00 pm 8:35 pm Sep 4 - Sep 4
249 7:00 pm 8:30 pm Oct 2 - Oct 28
249 7:10 pm 8:50 pm Sep 5 - Sep 5
249 7:15 pm 8:55 pm Sep 6 - Sep 30
249 7:15 pm 8:55 pm Aug 23 - Sep 2
2686 8:00 pm 9:30 pm Sep 10 - Nov 5
185 8:55 pm 10:20 pm Aug 23 - Nov 4
* 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.

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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,
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Airports
Origin

New York
$84
Destination

Chicago
$84
Airlines Airline reviews

6 travelers who booked a flight from New York to Chicago rated their chosen airlines with an average of 7.1.

Overall
7.3
Boarding
6.7
Crew
7.3
Comfort
7.3
Food
6.7
Entertainment
7.0