1999 Chicago Fire (18-14)

19 Mar W at SJ Clash 3- 1  
(1-0)
26 Mar W at KC Wizards 3- 0  
(2-0)
2 Apr W at Mia Fusion 4- 1  
(3-0)
9 Apr L Dal Burn 0- 1 (SO)
(3-1)
16 Apr W LA Galaxy 1- 0  
(4-1)
30 Apr W DC United 3- 2  
(5-1)
7 May L at Tampa Bay 1- 2 (SO)
(5-2)
15 May L Colorado 0- 1  
(5-3)
21 May W KC Wizards 3- 1  
(6-3)
28 May L at DC United 1- 3  
(6-4)
4 Jun L at New England 0- 2  
(6-5)
11 Jun L at LA Galaxy 1- 2  
(6-6)
18 Jun W SJ Clash 2- 0  
(7-6)
25 Jun L at Colorado 0- 2  
(7-7)
1 Jul W Dal Burn 2- 1 (SO)
(8-7)
3 Jul W at Dal Burn 2- 1  
(9-7)
9 Jul W MetroStars 2- 0  
(10-7)
22 Jul L SJ Clash 2- 3 (SO)
(10-8)
30 Jul L LA Galaxy 0- 1  
(10-9)
4 Aug W at KC Wizards 2- 1  
(11-9)
7 Aug W Colorado 5- 0  
(12-9)
14 Aug L Mia Fusion 1- 2 (SO)
(12-10)
21 Aug L at Dal Burn 3- 4 (SO)
(12-11)
24 Aug W KC Wizards 2- 0  
(13-11)
27 Aug W New England 2- 1  
(14-11)
3 Sep W at MetroStars 2- 1  
(15-11)
10 Sep L at LA Galaxy 0- 1  
(15-12)
18 Sep W Tampa Bay 2- 1 (SO)
(16-12)
22 Sep L Columbus 1- 2  
(16-13)
25 Sep L at SJ Clash 0- 2  
(16-14)
5 Oct W at Colorado 1- 0  
(17-14)
9 Oct W at Columbus 3- 2 (SO)
(18-14)

15 Oct L Dal Burn 1- 2  
 
22 Oct W at Dal Burn 4- 0  
 
26 Oct L Dal Burn 2- 3