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San Diego - Chicago

Departure:
San Diego (SAN) United States

Destination:
Chicago (CHI) United States

Return flight deals:
Chicago - San Diego

Flights »
United States »
San Diego:

San Diego $197

Flights »
Worldwide »
North America »
United States »
Chicago:

Chicago Midway $370
Chicago O'Hare International $197

Find Flight Deals from San Diego to Chicago (SAN - CHI)

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

Book cheap flights from San Diego to Chicago

(Round-trip)

Depart: Wed Apr 22 2015 Return: Wed May 6 2015 Trip spans 15 days

$197

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Wed Apr 29 2015 Return: Tue May 5 2015 Trip spans 7 days

$197

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Tue May 5 2015 Return: Tue May 12 2015 Trip spans 8 days

$197

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Wed May 6 2015 Return: Tue May 12 2015 Trip spans 7 days

$197

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Fri Apr 17 2015 Return: Tue Apr 21 2015 Trip spans 5 days

$202

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Sat Apr 18 2015 Return: Tue Apr 21 2015 Trip spans 4 days

$202

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Tue Apr 21 2015 Return: Wed Apr 22 2015 Trip spans 2 days

$217

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Tue Apr 28 2015 Return: Tue May 5 2015 Trip spans 8 days

$217

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Tue May 12 2015 Return: Tue May 19 2015 Trip spans 8 days

$217

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Wed May 13 2015 Return: Tue May 19 2015 Trip spans 7 days

$217

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Thu Apr 16 2015 Return: Tue Apr 21 2015 Trip spans 6 days

$227

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Mon Apr 20 2015 Return: Wed May 6 2015 Trip spans 17 days

$227

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Thu Apr 23 2015 Return: Tue Apr 28 2015 Trip spans 6 days

$227

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Fri Apr 24 2015 Return: Tue Apr 28 2015 Trip spans 5 days

$227

Select

Spirit Airlines

SAN

9:50a

→

ORD

1:45p

3h 55m

nonstop

ORD

6:44a

→

SAN

11:01a

4h 17m

nonstop

Depart: Tue Apr 14 2015 Return: Tue Apr 28 2015 Trip spans 15 days

$231

Select

Frontier

SAN

3:30p

→

ORD

7:25a

15h 55m

1 stop

ORD

10:25a

→

SAN

4:42p

6h 17m

1 stop

Depart: Sun May 17 2015 Return: Mon May 18 2015 Trip spans 2 days

$355

Select

American Airlines

SAN

5:30a

→

ORD

9:32a

4h 02m

nonstop

ORD

4:15p

→

SAN

8:40p

4h 25m

nonstop

Depart: Fri May 22 2015 Return: Sat May 23 2015 Trip spans 2 days

$358

Select

United

SAN

4:31p

→

ORD

12:37a

8h 06m

1 stop

ORD

5:05a

→

SAN

9:23a

4h 18m

nonstop

Depart: Thu Mar 26 2015 Return: Wed Apr 8 2015 Trip spans 14 days

$370

Select

Multiple Airlines

SAN

12:35p

→

ORD

4:27p

3h 52m

nonstop

ORD

10:05a

→

SAN

3:57p

5h 52m

1 stop

Depart: Sun Aug 2 2015 Return: Thu Aug 6 2015 Trip spans 5 days

$400

Select

Sun Country Air

SAN

9:00a

→

MDW

2:45p

5h 45m

1 stop

MDW

4:00a

→

SAN

10:07a

6h 07m

1 stop

Depart: Tue Mar 3 2015 Return: Mon Mar 16 2015 Trip spans 13 days

$487

Select

Delta

SAN

3:00a

→

MDW

9:40a

6h 40m

1 stop

MDW

11:37a

→

SAN

7:24p

7h 47m

1 stop

Change your search

Select an airline:

Direct flights SAN to CHI on American Airlines

Flight #	Depart SAN	Arrive ORD	Sun	Mon	Tue	Wed	Thu	Fri	Sat	Valid Between
1334	6:55 am	12:56 pm	✈	✈	✈	✈	✈	✈	✈	Mar 8 - Mar 28
1566	7:50 am	1:55 pm		✈	✈	✈	✈	✈	✈	Mar 30 - Apr 13
92	8:55 am	2:57 pm	✈	✈		✈		✈		Mar 8 - Mar 27
92	8:55 am	2:57 pm			✈		✈		✈	Mar 10 - Mar 28
92	9:45 am	3:47 pm	✈	✈		✈		✈	✈	Mar 29 - Apr 13
92	9:45 am	3:47 pm			✈		✈			Mar 31 - Apr 9
1697	11:13 am	5:20 pm				✈				Apr 1 - Apr 8
1697	11:13 am	5:20 pm	✈	✈				✈	✈	Mar 29 - Apr 13
1697	11:13 am	5:20 pm			✈		✈			Mar 31 - Apr 30
936	12:10 pm	6:09 pm			✈		✈		✈	Mar 10 - Mar 28
936	12:10 pm	6:09 pm	✈	✈		✈		✈		Mar 8 - Mar 27
2360	2:40 pm	8:45 pm	✈	✈	✈	✈	✈	✈	✈	Mar 29 - May 6
2360	4:35 pm	10:27 pm							✈	Mar 21 - Mar 21
2360	4:35 pm	10:27 pm	✈	✈	✈	✈	✈	✈	✈	Mar 8 - Mar 20
2360	4:35 pm	10:27 pm	✈	✈	✈	✈	✈	✈	✈	Mar 22 - Mar 28

Direct flights SAN to CHI on United

Flight #	Depart SAN	Arrive ORD	Sun	Mon	Tue	Wed	Thu	Fri	Sat	Valid Between
1076	6:25 am	12:24 pm	✈							Mar 29 - Mar 29
1153	6:25 am	12:24 pm		✈						Mar 30 - Mar 30
1153	6:25 am	12:24 pm					✈			Apr 2 - Apr 2
1171	6:25 am	12:24 pm			✈					Mar 10 - Mar 10
1183	6:25 am	12:24 pm			✈					Mar 24 - Mar 24
1239	6:25 am	12:24 pm	✈							Mar 22 - Mar 22
1266	6:25 am	12:24 pm							✈	Mar 28 - Mar 28
1403	6:25 am	12:24 pm				✈				Mar 25 - Mar 25
1543	6:25 am	12:24 pm			✈					Mar 31 - Mar 31
1555	6:25 am	12:24 pm				✈				Mar 18 - Mar 18
1555	6:25 am	12:24 pm					✈			Mar 12 - Mar 12
1555	6:25 am	12:24 pm				✈				Apr 1 - Apr 1
1555	6:25 am	12:24 pm		✈						Mar 9 - Mar 16
1555	6:25 am	12:24 pm				✈				Mar 11 - Mar 11
1555	6:25 am	12:24 pm		✈			✈			Mar 19 - Mar 26
1647	6:25 am	12:24 pm							✈	Mar 14 - Mar 14
1680	6:25 am	12:24 pm							✈	Mar 21 - Mar 21
1709	6:25 am	12:24 pm			✈					Mar 17 - Mar 17
1764	6:25 am	12:24 pm						✈		Mar 13 - Mar 27
476	6:25 am	12:22 pm	✈							Mar 15 - Mar 15
1078	6:30 am	12:29 pm		✈						Apr 6 - Apr 6
1159	6:30 am	12:39 pm				✈				Apr 8 - Apr 8
1742	6:30 am	12:29 pm						✈		Apr 3 - Apr 3
620	6:30 am	12:37 pm	✈	✈	✈		✈	✈		Apr 7 - Apr 17
1759	6:31 am	12:30 pm							✈	Apr 4 - Apr 4
843	10:05 am	4:14 pm	✈							Mar 15 - Mar 15
843	10:07 am	4:16 pm			✈					Mar 31 - Mar 31
1260	10:13 am	4:24 pm			✈					Mar 10 - Mar 10
1608	10:13 am	4:24 pm		✈						Apr 6 - Apr 6
1608	10:13 am	4:24 pm					✈			Mar 19 - Mar 26
1608	10:13 am	4:24 pm				✈				Mar 18 - Mar 18
1608	10:13 am	4:24 pm			✈					Mar 24 - Mar 24
1608	10:13 am	4:24 pm		✈						Mar 23 - Mar 23
1608	10:13 am	4:24 pm				✈				Apr 1 - Apr 1
1608	10:13 am	4:24 pm		✈						Mar 30 - Mar 30
1608	10:13 am	4:24 pm		✈	✈					Mar 16 - Mar 17
1608	10:13 am	4:24 pm					✈			Mar 12 - Mar 12
1608	10:13 am	4:24 pm		✈						Mar 9 - Mar 9
1608	10:13 am	4:24 pm					✈			Apr 2 - Apr 2
734	10:13 am	4:22 pm						✈		Mar 20 - Mar 20
793	10:13 am	4:22 pm						✈		Mar 27 - Mar 27
793	10:13 am	4:22 pm						✈		Apr 3 - Apr 3
843	10:13 am	4:22 pm				✈				Mar 11 - Mar 11
843	10:13 am	4:22 pm						✈		Mar 13 - Mar 13
1751	10:15 am	4:21 pm					✈			Apr 9 - Apr 9
1751	10:15 am	4:21 pm			✈					Apr 7 - Apr 7
1751	10:15 am	4:21 pm				✈				Apr 8 - Apr 29
1608	10:16 am	4:27 pm				✈				Mar 25 - Mar 25
1275	1:42 pm	7:46 pm		✈						Mar 30 - Mar 30
1275	1:42 pm	7:46 pm			✈	✈		✈		Mar 31 - Apr 3
1275	1:42 pm	7:46 pm		✈			✈			Apr 2 - Apr 6
1275	1:42 pm	7:46 pm		✈			✈			Mar 9 - Mar 12
1275	1:42 pm	7:46 pm		✈			✈			Mar 23 - Mar 26
1275	1:42 pm	7:46 pm			✈			✈		Mar 20 - Mar 24
1275	1:42 pm	7:46 pm		✈						Mar 16 - Mar 16
1275	1:42 pm	7:46 pm					✈			Mar 19 - Mar 19
1275	1:42 pm	7:46 pm				✈				Mar 18 - Mar 25
1275	1:42 pm	7:46 pm	✈							Mar 8 - Mar 22
1275	1:42 pm	7:46 pm			✈	✈		✈		Mar 10 - Mar 17
1555	1:42 pm	7:46 pm	✈							Mar 29 - Mar 29
195	1:42 pm	7:46 pm							✈	Mar 14 - Mar 14
555	1:42 pm	7:44 pm							✈	Apr 4 - Apr 4
626	1:42 pm	7:44 pm						✈		Mar 27 - Mar 27
799	1:42 pm	7:44 pm							✈	Mar 28 - Mar 28
263	1:45 pm	7:55 pm	✈	✈	✈	✈	✈	✈		Apr 7 - Apr 13
1555	1:46 pm	7:50 pm							✈	Mar 21 - Mar 21
1555	1:46 pm	7:50 pm	✈							Apr 5 - Apr 5
1026	10:45 pm	4:55 am	✈							Mar 22 - Mar 22
1071	10:45 pm	4:55 am	✈							Mar 15 - Mar 15
1071	10:45 pm	4:55 am			✈					Mar 10 - Mar 17
1228	10:45 pm	4:56 am				✈				Apr 8 - Apr 8
1228	10:45 pm	4:56 am			✈					Apr 7 - Apr 7
1555	10:45 pm	4:55 am			✈					Mar 24 - Mar 24
1555	10:45 pm	4:55 am					✈			Apr 2 - Apr 2
1597	10:45 pm	4:55 am			✈					Mar 31 - Mar 31
1626	10:45 pm	4:55 am	✈							Apr 5 - Apr 5
1689	10:45 pm	4:55 am					✈			Mar 26 - Mar 26
1689	10:45 pm	4:55 am					✈			Mar 12 - Mar 12
1699	10:45 pm	4:55 am					✈			Mar 19 - Mar 19
367	10:45 pm	4:53 am	✈	✈						Mar 23 - Mar 29
367	10:45 pm	4:53 am		✈		✈				Mar 9 - Mar 16
367	10:45 pm	4:53 am				✈		✈		Mar 13 - Mar 27
367	10:45 pm	4:53 am						✈		Apr 3 - Apr 3
367	10:45 pm	4:53 am				✈				Apr 1 - Apr 1
367	10:45 pm	4:53 am		✈						Mar 30 - Apr 6
523	10:45 pm	4:54 am					✈			Apr 9 - Apr 9

Flight #	Depart SAN	Arrive MDW	Sun	Mon	Tue	Wed	Thu	Fri	Sat	Valid Between
1123	6:20 am	12:25 pm			✈					Apr 7 - Apr 7
244	6:20 am	12:25 pm	✈	✈	✈	✈	✈	✈		Mar 8 - Apr 6
2701	6:20 am	12:30 pm		✈	✈	✈	✈	✈		Apr 8 - May 22
2054	6:50 am	12:45 pm							✈	Mar 14 - Apr 4
658	8:55 am	2:45 pm				✈	✈			Apr 8 - Apr 9
4663	10:55 am	4:50 pm	✈	✈	✈	✈	✈	✈		Apr 8 - Jun 5
3421	11:00 am	4:50 pm							✈	Mar 14 - Apr 4
1682	12:00 pm	5:45 pm			✈					Apr 7 - Apr 7
698	12:00 pm	5:45 pm	✈	✈	✈	✈	✈	✈		Mar 8 - Apr 6
2157	12:50 pm	6:45 pm							✈	Mar 14 - Apr 4
1549	1:25 pm	7:20 pm	✈	✈	✈	✈	✈	✈		Mar 8 - Apr 6
2172	1:35 pm	7:35 pm	✈	✈	✈	✈	✈	✈		Apr 8 - May 22
2646	2:10 pm	8:05 pm			✈					Apr 7 - Apr 7
1635	6:25 pm	12:05 am							✈	Mar 14 - Apr 4
3620	7:30 pm	1:10 am			✈					Apr 7 - Apr 7
464	7:30 pm	1:10 am	✈	✈	✈	✈	✈	✈		Mar 8 - Apr 6

Flight #	Depart SAN	Arrive ORD	Sun	Mon	Tue	Wed	Thu	Fri	Sat	Valid Between
1084	6:55 am	12:56 pm	✈	✈	✈	✈	✈	✈	✈	Mar 8 - Mar 28
1088	7:50 am	1:55 pm		✈	✈	✈	✈	✈	✈	Mar 30 - May 20
1088	8:55 am	2:57 pm	✈	✈	✈	✈	✈	✈	✈	Mar 8 - Mar 28
1084	9:45 am	3:47 pm	✈	✈	✈	✈	✈	✈	✈	Mar 29 - Apr 13
1277	11:13 am	5:20 pm	✈	✈	✈	✈	✈	✈	✈	Mar 29 - May 20
1234	12:10 pm	6:09 pm	✈	✈	✈	✈	✈	✈	✈	Mar 8 - Mar 28
1081	2:40 pm	8:45 pm	✈	✈	✈	✈	✈	✈	✈	Mar 29 - May 6
1081	4:35 pm	10:27 pm	✈	✈	✈	✈	✈	✈	✈	Mar 8 - Mar 28

Direct flights SAN to CHI on Air Canada

Flight #	Depart SAN	Arrive ORD	Sun	Mon	Tue	Wed	Thu	Fri	Sat	Valid Between
5544	6:25 am	12:24 pm							✈	Mar 28 - Mar 28
5544	6:25 am	12:24 pm			✈					Mar 17 - Mar 17
5544	6:25 am	12:22 pm	✈							Mar 15 - Mar 15
5544	6:25 am	12:24 pm		✈			✈			Mar 30 - Apr 2
5544	6:25 am	12:24 pm	✈							Mar 22 - Mar 22
5544	6:25 am	12:24 pm							✈	Mar 14 - Mar 14
5544	6:25 am	12:24 pm		✈		✈	✈			Mar 9 - Mar 23
5544	6:25 am	12:24 pm	✈							Mar 29 - Mar 29
5544	6:25 am	12:24 pm						✈		Mar 13 - Mar 27
5544	6:25 am	12:24 pm							✈	Mar 21 - Mar 21
5544	6:25 am	12:24 pm			✈					Mar 31 - Mar 31
5544	6:25 am	12:24 pm			✈					Mar 24 - Mar 24
5544	6:25 am	12:24 pm			✈					Mar 10 - Mar 10
5544	6:25 am	12:24 pm				✈				Mar 25 - Mar 25
5544	6:25 am	12:24 pm				✈	✈			Mar 26 - Apr 1
5544	6:30 am	12:37 pm	✈	✈	✈		✈	✈		Apr 7 - Apr 17
5544	6:30 am	12:29 pm						✈		Apr 3 - Apr 3
5544	6:30 am	12:29 pm		✈						Apr 6 - Apr 6
5544	6:30 am	12:39 pm				✈				Apr 8 - Apr 8
5544	6:31 am	12:30 pm							✈	Apr 4 - Apr 4
5320	10:05 am	4:14 pm	✈							Mar 15 - Mar 15
5594	10:07 am	4:16 pm			✈					Mar 31 - Mar 31
5594	10:13 am	4:22 pm						✈		Mar 20 - Mar 20
5594	10:13 am	4:22 pm				✈		✈		Mar 11 - Mar 13
5594	10:13 am	4:24 pm		✈	✈	✈	✈			Mar 17 - Mar 24
5594	10:13 am	4:24 pm			✈					Mar 10 - Mar 10
5594	10:13 am	4:22 pm						✈		Mar 27 - Apr 3
5594	10:13 am	4:24 pm		✈		✈	✈			Mar 26 - Apr 6
5594	10:13 am	4:24 pm		✈			✈			Mar 9 - Mar 16
5320	10:15 am	4:21 pm		✈	✈	✈	✈	✈		Apr 7 - May 5
5594	10:16 am	4:27 pm				✈				Mar 25 - Mar 25
5320	1:42 pm	7:44 pm							✈	Apr 4 - Apr 4
5596	1:42 pm	7:46 pm		✈			✈			Mar 9 - Apr 6
5596	1:42 pm	7:46 pm	✈		✈	✈		✈		Mar 8 - Mar 25
5596	1:42 pm	7:44 pm						✈		Mar 27 - Mar 27
5596	1:42 pm	7:44 pm							✈	Mar 28 - Mar 28
5596	1:42 pm	7:46 pm	✈							Mar 29 - Mar 29
5596	1:42 pm	7:46 pm			✈	✈		✈		Mar 31 - Apr 3
5596	1:42 pm	7:46 pm							✈	Mar 14 - Mar 14
5596	1:45 pm	7:55 pm	✈	✈	✈	✈	✈	✈		Apr 7 - Apr 13
5596	1:46 pm	7:50 pm							✈	Mar 21 - Mar 21
5596	1:46 pm	7:50 pm	✈							Apr 5 - Apr 5
5320	10:45 pm	4:53 am		✈		✈				Mar 9 - Mar 16
5320	10:45 pm	4:53 am		✈						Apr 6 - Apr 6
5320	10:45 pm	4:55 am					✈			Mar 12 - Mar 12
5320	10:45 pm	4:55 am			✈					Mar 10 - Mar 17
5320	10:45 pm	4:53 am				✈		✈		Mar 13 - Apr 3
5320	10:45 pm	4:55 am					✈			Mar 26 - Mar 26
5320	10:45 pm	4:55 am					✈			Apr 2 - Apr 2
5320	10:45 pm	4:55 am			✈					Mar 31 - Mar 31
5320	10:45 pm	4:55 am			✈					Mar 24 - Mar 24
5320	10:45 pm	4:53 am	✈	✈						Mar 23 - Mar 30
5320	10:45 pm	4:55 am	✈							Mar 22 - Mar 22
5320	10:45 pm	4:55 am					✈			Mar 19 - Mar 19
5544	10:45 pm	4:55 am	✈							Apr 5 - Apr 5
5594	10:45 pm	4:56 am		✈	✈	✈				Apr 7 - Apr 15
5594	10:45 pm	4:54 am					✈			Apr 9 - Apr 9
5594	10:45 pm	4:55 am	✈							Mar 8 - Mar 15

Flight #	Depart SAN	Arrive ORD	Sun	Mon	Tue	Wed	Thu	Fri	Sat	Valid Between
6935	6:55 am	12:56 pm	✈	✈	✈	✈	✈	✈	✈	Mar 8 - Mar 28
5080	7:50 am	1:55 pm		✈	✈	✈	✈	✈	✈	Mar 30 - May 9
5080	8:55 am	2:57 pm	✈	✈	✈	✈	✈	✈	✈	Mar 8 - Mar 28
8402	9:45 am	3:47 pm	✈	✈	✈	✈	✈	✈	✈	Mar 29 - Apr 13
6935	11:13 am	5:20 pm	✈	✈	✈	✈	✈	✈	✈	Mar 29 - May 20
8415	12:10 pm	6:09 pm	✈	✈	✈	✈	✈	✈	✈	Mar 8 - Mar 28
5044	2:40 pm	8:45 pm	✈	✈	✈	✈	✈	✈	✈	Mar 29 - May 6
5044	4:35 pm	10:27 pm	✈	✈	✈	✈	✈	✈	✈	Mar 8 - Mar 28

Flight #	Depart SAN	Arrive ORD	Sun	Mon	Tue	Wed	Thu	Fri	Sat	Valid Between
8620	1:42 pm	7:46 pm	✈		✈	✈		✈		Mar 8 - Mar 25
8620	1:42 pm	7:46 pm							✈	Mar 14 - Mar 14
8620	1:42 pm	7:44 pm							✈	Mar 28 - Mar 28
8620	1:42 pm	7:46 pm	✈							Mar 29 - Mar 29
8620	1:42 pm	7:44 pm							✈	Apr 4 - Apr 4
8620	1:42 pm	7:46 pm		✈			✈			Mar 9 - Apr 6
8620	1:42 pm	7:46 pm			✈	✈		✈		Mar 31 - Apr 3
8620	1:42 pm	7:44 pm						✈		Mar 27 - Mar 27
8620	1:45 pm	7:55 pm	✈	✈	✈	✈	✈	✈		Apr 7 - Apr 13
8620	1:46 pm	7:50 pm							✈	Mar 21 - Mar 21
8620	1:46 pm	7:50 pm	✈							Apr 5 - Apr 5

Airports

Origin

San Diego

SAN: San Diego $197

Destination

Chicago

ORD: Chicago O'Hare International only $197

MDW: Chicago Midway only $400

Airlines