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Cheap Flights from Orlando to Chicago (ORL - CHI)

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1 adult
Note: some airlines charge for infants in laps.
The price shown for each flight will be the average for all passengers including any infants.
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Best fares from ORL to CHI (Found by others)

Sun Mon Tue Wed Thu Fri Sat
      1 $165 2 $170 3 $195 4 $226
5 $275 6 $195 7 $208 8 $211 9 $175 10 $260 11 $260
12 $273 13 $318 14 $198 15 $165 16 $223 17 $253 18 $326
19 $334 20 $250 21 $223 22 $195 23 $155 24 $208 25 $248
26 $298 27 $225 28 $150 29 $135 30 $155 31 $155  
KAYAK searches hundreds of sites to find the best rate for your next flight from Orlando to Chicago. Get the best flight deal for your Chicago trip!
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Direct flights ORL to CHI on American Airlines
Flight # Depart MCO Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
153 7:20 am 9:10 am Oct 6 - Oct 22
153 7:20 am 9:10 am Oct 4 - Oct 14
153 7:20 am 9:10 am Oct 25 - Oct 25
153 7:20 am 9:10 am Oct 18 - Oct 24
153 7:20 am 9:10 am Oct 26 - Oct 30
153 7:20 am 9:10 am Oct 12 - Oct 23
153 7:20 am 9:10 am Oct 3 - Oct 9
1692 11:35 am 1:20 pm Sep 30 - Sep 30
1692 11:35 am 1:20 pm Sep 18 - Oct 1
1692 11:35 am 1:20 pm Oct 2 - Oct 25
1692 11:35 am 1:20 pm Oct 26 - Oct 31
1693 3:00 pm 4:55 pm Sep 23 - Sep 30
1693 3:00 pm 4:55 pm Oct 2 - Oct 24
1693 3:00 pm 4:55 pm Oct 7 - Oct 21
1693 3:00 pm 4:55 pm Oct 25 - Oct 28
1693 3:00 pm 4:55 pm Oct 26 - Nov 1
1693 3:00 pm 4:55 pm Sep 18 - Oct 1
1685 5:05 pm 7:00 pm Oct 26 - Nov 1
1685 5:05 pm 7:00 pm Oct 2 - Oct 24
1685 5:05 pm 7:00 pm Oct 7 - Oct 21
1685 5:05 pm 7:00 pm Oct 25 - Oct 30
1221 7:20 pm 9:05 pm Oct 26 - Oct 29
1221 7:20 pm 9:05 pm Sep 19 - Oct 17
1221 7:20 pm 9:05 pm Oct 19 - Oct 24
1221 7:20 pm 9:05 pm Oct 22 - Oct 22
1221 7:20 pm 9:05 pm Oct 25 - Oct 25
1221 7:20 pm 9:05 pm Sep 18 - Oct 23