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Flight from Canada to Chicago, IL, USA

How to get to Chicago, IL, USA from Canada by flight ? You can check flights from Canada to Chicago, IL, USA below.

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You can find flight ticket prices from Canada to Chicago, IL, USA with our flight tickets search tool below

1. Billy Bishop Toronto City to Chicago Midway

  1. You take a bus, shuttle or taxi from your location in Canada to Billy Bishop Toronto City.

  2. You take a flight from Billy Bishop Toronto City to Chicago Midway and cost approximately 130 USD.

  3. You take a bus, shuttle or taxi from Chicago Midway to your destination in Chicago, IL, USA.

Flight Depart Arrive
PD385 Porter Airlines
08:30 Billy Bishop Toronto City
09:17 Chicago Midway Direct
PD387 Porter Airlines
08:40 Billy Bishop Toronto City
09:27 Chicago Midway Direct
PD385 Porter Airlines
08:59 Billy Bishop Toronto City
09:46 Chicago Midway Direct
PD387 Porter Airlines
10:00 Billy Bishop Toronto City
10:47 Chicago Midway Direct
PD389 Porter Airlines
10:15 Billy Bishop Toronto City
11:02 Chicago Midway Direct
PD387 Porter Airlines
10:45 Billy Bishop Toronto City
11:32 Chicago Midway Direct
PD389 Porter Airlines
11:35 Billy Bishop Toronto City
12:20 Chicago Midway Direct
PD391 Porter Airlines
13:15 Billy Bishop Toronto City
14:00 Chicago Midway Direct
PD393 Porter Airlines
15:15 Billy Bishop Toronto City
16:02 Chicago Midway Direct
PD395 Porter Airlines
16:35 Billy Bishop Toronto City
17:22 Chicago Midway Direct
PD397 Porter Airlines
19:25 Billy Bishop Toronto City
20:12 Chicago Midway Direct

2. Toronto to Chicago O'Hare

  1. You take a bus, shuttle or taxi from your location in Canada to Toronto.

  2. You take a flight from Toronto to Chicago O'Hare and cost approximately 95 USD.

  3. You take a bus, shuttle or taxi from Chicago O'Hare to your destination in Chicago, IL, USA.

Flight Depart Arrive
UA1572 United Airlines
06:00 Toronto
06:47 Chicago O'Hare Direct
DL5508 Delta
DL486 Delta
06:00 Toronto
08:30 Detroit
07:33 Detroit
09:02 Chicago O'Hare
Connect
AC501 Air Canada
06:40 Toronto
07:29 Chicago O'Hare Direct
AC7608 Air Canada
UA609 United Airlines
07:25 Toronto
09:45 Reagan Washington
08:50 Reagan Washington
10:42 Chicago O'Hare
Connect
AC7943 Air Canada
UA3832 United Airlines
07:55 Toronto
10:29 Indianapolis
09:34 Indianapolis
10:41 Chicago O'Hare
Connect
UA5832 United Airlines
08:15 Toronto
08:56 Chicago O'Hare Direct
AC8933 Air Canada
UA5324 United Airlines
08:15 Toronto
11:05 Columbus
09:36 Columbus
11:33 Chicago O'Hare
Connect
AA2352 American Airlines
08:16 Toronto
09:11 Chicago O'Hare Direct
AC503 Air Canada
08:30 Toronto
09:19 Chicago O'Hare Direct
AC8537 Air Canada
UA1128 United Airlines
08:35 Toronto
11:00 Cleveland
09:39 Cleveland
11:33 Chicago O'Hare
Connect
AC7920 Air Canada
UA2384 United Airlines
08:55 Toronto
11:09 Pittsburgh
10:03 Pittsburgh
11:47 Chicago O'Hare
Connect
AC8915 Air Canada
UA3712 United Airlines
08:55 Toronto
11:18 Detroit
10:05 Detroit
11:39 Chicago O'Hare
Connect
DL5513 Delta
DL2398 Delta
09:25 Toronto
12:10 Detroit
10:44 Detroit
12:34 Chicago O'Hare
Connect
AC505 Air Canada
10:10 Toronto
10:59 Chicago O'Hare Direct
UA537 United Airlines
11:05 Toronto
11:59 Chicago O'Hare Direct
AA3736 American Airlines
11:45 Toronto
12:37 Chicago O'Hare Direct
UA4608 United Airlines
12:20 Toronto
13:02 Chicago O'Hare Direct
AC507 Air Canada
12:55 Toronto
13:44 Chicago O'Hare Direct
UA3984 United Airlines
13:50 Toronto
14:39 Chicago O'Hare Direct
AC7947 Air Canada
UA5302 United Airlines
14:10 Toronto
16:41 Indianapolis
15:49 Indianapolis
16:59 Chicago O'Hare
Connect
AC509 Air Canada
14:55 Toronto
15:44 Chicago O'Hare Direct
AA3080 American Airlines
15:14 Toronto
16:06 Chicago O'Hare Direct
AC511 Air Canada
16:40 Toronto
17:29 Chicago O'Hare Direct
AC8541 Air Canada
UA462 United Airlines
16:55 Toronto
19:33 Cleveland
17:59 Cleveland
20:10 Chicago O'Hare
Connect
AC7924 Air Canada
UA3976 United Airlines
17:25 Toronto
19:30 Pittsburgh
18:33 Pittsburgh
20:12 Chicago O'Hare
Connect
UA582 4510 United Airlines
17:40 Toronto
18:38 Chicago O'Hare Direct
DL5024 Delta
DL2885 Delta
17:44 Toronto
20:21 Detroit
19:08 Detroit
20:45 Chicago O'Hare
Connect
AC513 Air Canada
18:15 Toronto
19:04 Chicago O'Hare Direct
AA3526 American Airlines
18:21 Toronto
19:16 Chicago O'Hare Direct
AA3033 American Airlines
19:55 Toronto
20:48 Chicago O'Hare Direct
AC515 Air Canada
20:55 Toronto
21:44 Chicago O'Hare Direct
UA3640 United Airlines
21:18 Toronto
22:15 Chicago O'Hare Direct

3. Ottawa to Chicago O'Hare

  1. You take a bus, shuttle or taxi from your location in Canada to Ottawa.

  2. You take a flight from Ottawa to Chicago O'Hare and cost approximately 280 USD.

  3. You take a bus, shuttle or taxi from Chicago O'Hare to your destination in Chicago, IL, USA.

Flight Depart Arrive
AC471 Air Canada
AC503 Air Canada
05:25 Ottawa
08:30 Toronto
06:34 Toronto
09:19 Chicago O'Hare
Connect
AC471 Air Canada
UA5832 United Airlines
05:25 Ottawa
08:15 Toronto
06:34 Toronto
08:56 Chicago O'Hare
Connect
AA4854 American Airlines
AA2095 American Airlines
06:00 Ottawa
08:25 Philadelphia
07:35 Philadelphia
10:01 Chicago O'Hare
Connect
AC469 Air Canada
UA5832 United Airlines
06:00 Ottawa
08:15 Toronto
07:09 Toronto
08:56 Chicago O'Hare
Connect
AC469 Air Canada
AC503 Air Canada
06:00 Ottawa
08:30 Toronto
07:09 Toronto
09:19 Chicago O'Hare
Connect
AC8970 Air Canada
AC7591 Air Canada
06:00 Ottawa
08:40 Montreal
06:44 Montreal
10:05 Chicago O'Hare
Connect
AC479 Air Canada
AC503 Air Canada
06:30 Ottawa
08:30 Toronto
07:39 Toronto
09:19 Chicago O'Hare
Connect
DL5045 Delta
DL2333 Delta
07:00 Ottawa
09:55 Detroit
08:41 Detroit
10:15 Chicago O'Hare
Connect
AC441 Air Canada
AC505 Air Canada
07:00 Ottawa
10:10 Toronto
08:09 Toronto
10:59 Chicago O'Hare
Connect
UA6000 United Airlines
07:19 Ottawa
08:30 Chicago O'Hare Direct
AC443 Air Canada
AC505 Air Canada
08:00 Ottawa
10:10 Toronto
09:09 Toronto
10:59 Chicago O'Hare
Connect
AC8976 Air Canada
AC7593 Air Canada
08:15 Ottawa
10:15 Montreal
08:59 Montreal
11:40 Chicago O'Hare
Connect
AC8976 Air Canada
UA4245 United Airlines
08:15 Ottawa
10:30 Montreal
08:59 Montreal
12:00 Chicago O'Hare
Connect
AC8450 Air Canada
UA5705 United Airlines
09:10 Ottawa
11:45 Reagan Washington
10:46 Reagan Washington
12:49 Chicago O'Hare
Connect
AC447 Air Canada
AC507 Air Canada
10:00 Ottawa
12:55 Toronto
11:09 Toronto
13:44 Chicago O'Hare
Connect
UA5732 United Airlines
10:35 Ottawa
11:43 Chicago O'Hare Direct
AC8980 Air Canada
AC7595 Air Canada
11:40 Ottawa
13:35 Montreal
12:24 Montreal
15:00 Chicago O'Hare
Connect
AC451 Air Canada
AC509 Air Canada
12:00 Ottawa
14:55 Toronto
13:09 Toronto
15:44 Chicago O'Hare
Connect
AA4974 American Airlines
AA1941 American Airlines
13:05 Ottawa
15:40 Philadelphia
14:40 Philadelphia
17:17 Chicago O'Hare
Connect
AC455 Air Canada
AC511 Air Canada
14:00 Ottawa
16:40 Toronto
15:09 Toronto
17:29 Chicago O'Hare
Connect
UA6345 United Airlines
UA1924 United Airlines
14:46 Ottawa
17:15 Washington Dulles
16:25 Washington Dulles
18:33 Chicago O'Hare
Connect
AC457 Air Canada
AC513 Air Canada
15:00 Ottawa
18:15 Toronto
16:09 Toronto
19:04 Chicago O'Hare
Connect
AC8932 Air Canada
UA3942 United Airlines
15:00 Ottawa
16:50 Montreal
15:44 Montreal
18:30 Chicago O'Hare
Connect
AC8932 Air Canada
AC7597 Air Canada
15:00 Ottawa
17:35 Montreal
15:44 Montreal
19:00 Chicago O'Hare
Connect
AC457 Air Canada
UA582 4510 United Airlines
15:00 Ottawa
17:40 Toronto
16:09 Toronto
18:38 Chicago O'Hare
Connect
AC8984 Air Canada
AC7597 Air Canada
16:00 Ottawa
17:35 Montreal
16:44 Montreal
19:00 Chicago O'Hare
Connect
AC459 Air Canada
AC513 Air Canada
16:00 Ottawa
18:15 Toronto
17:09 Toronto
19:04 Chicago O'Hare
Connect
DL5046 Delta
DL2885 Delta
16:40 Ottawa
20:21 Detroit
18:25 Detroit
20:45 Chicago O'Hare
Connect
AC8966 Air Canada
AC7599 Air Canada
17:40 Ottawa
19:50 Montreal
18:24 Montreal
21:15 Chicago O'Hare
Connect
AC463 Air Canada
AC515 Air Canada
18:00 Ottawa
20:55 Toronto
19:09 Toronto
21:44 Chicago O'Hare
Connect
AC475 Air Canada
AC515 Air Canada
18:30 Ottawa
20:55 Toronto
19:39 Toronto
21:44 Chicago O'Hare
Connect
UA4319 United Airlines
18:31 Ottawa
19:39 Chicago O'Hare Direct
UA6254 United Airlines
UA487 United Airlines
19:25 Ottawa
22:07 Washington Dulles
21:00 Washington Dulles
23:12 Chicago O'Hare
Connect

4. Winnipeg to Chicago O'Hare

  1. You take a bus, shuttle or taxi from your location in Canada to Winnipeg.

  2. You take a flight from Winnipeg to Chicago O'Hare and cost approximately 170 USD.

  3. You take a bus, shuttle or taxi from Chicago O'Hare to your destination in Chicago, IL, USA.

Flight Depart Arrive
UA6002 United Airlines
07:16 Winnipeg
09:43 Chicago O'Hare Direct
AC270 Air Canada
AC515 Air Canada
16:35 Winnipeg
20:55 Toronto
19:59 Toronto
21:44 Chicago O'Hare
Connect
UA5360 United Airlines
17:31 Winnipeg
19:44 Chicago O'Hare Direct
DL2840 Delta
DL2223 Delta
17:37 Winnipeg
20:15 Minneapolis
19:00 Minneapolis
21:54 Chicago O'Hare
Connect

5. Buffalo to Chicago Midway

  1. You take a bus, shuttle or taxi from your location in Canada to Buffalo.

  2. You take a flight from Buffalo to Chicago Midway and cost approximately 240 USD.

  3. You take a bus, shuttle or taxi from Chicago Midway to your destination in Chicago, IL, USA.

Flight Depart Arrive
DL1711 Delta
DL3928 Delta
06:00 Buffalo
08:27 Detroit
07:08 Detroit
08:43 Chicago Midway
Connect
WN2833 Southwest Airlines
06:05 Buffalo
06:40 Chicago Midway Direct
WN4960 Southwest Airlines
06:10 Buffalo
06:50 Chicago Midway Direct
WN172 Southwest Airlines
06:25 Buffalo
07:05 Chicago Midway Direct
WN4557 Southwest Airlines
WN3350 Southwest Airlines
07:55 Buffalo
10:00 Baltimore
09:05 Baltimore
11:00 Chicago Midway
Connect
WN6294 Southwest Airlines
12:50 Buffalo
13:25 Chicago Midway Direct
WN2954 Southwest Airlines
13:55 Buffalo
14:30 Chicago Midway Direct
DL5301 Delta
DL5150 Delta
15:35 Buffalo
18:13 Detroit
16:46 Detroit
18:27 Chicago Midway
Connect
WN2133 Southwest Airlines
16:50 Buffalo
17:30 Chicago Midway Direct
WN1483 Southwest Airlines
WN5823 Southwest Airlines
16:50 Buffalo
19:00 Baltimore
17:55 Baltimore
19:55 Chicago Midway
Connect
WN1799 Southwest Airlines
WN194 Southwest Airlines
18:10 Buffalo
20:20 Baltimore
19:20 Baltimore
21:15 Chicago Midway
Connect
WN756 Southwest Airlines
18:15 Buffalo
18:55 Chicago Midway Direct
WN4110 Southwest Airlines
20:20 Buffalo
20:55 Chicago Midway Direct

6. Montreal to Chicago O'Hare

  1. You take a bus, shuttle or taxi from your location in Canada to Montreal.

  2. You take a flight from Montreal to Chicago O'Hare and cost approximately 170 USD.

  3. You take a bus, shuttle or taxi from Chicago O'Hare to your destination in Chicago, IL, USA.

Flight Depart Arrive
AC7561 Air Canada
AC503 Air Canada
05:30 Montreal
08:30 Toronto
06:50 Toronto
09:19 Chicago O'Hare
Connect
AA4678 American Airlines
AA2095 American Airlines
05:40 Montreal
08:25 Philadelphia
07:26 Philadelphia
10:01 Chicago O'Hare
Connect
AC481 Air Canada
AC503 Air Canada
06:00 Montreal
08:30 Toronto
07:24 Toronto
09:19 Chicago O'Hare
Connect
DL5479 Delta
DL2859 Delta
06:00 Montreal
08:40 Minneapolis
07:50 Minneapolis
10:14 Chicago O'Hare
Connect
AA2956 American Airlines
06:30 Montreal
08:13 Chicago O'Hare Direct
AC485 Air Canada
AC505 Air Canada
06:30 Montreal
10:10 Toronto
07:54 Toronto
10:59 Chicago O'Hare
Connect
DL5491 Delta
DL2333 Delta
07:00 Montreal
09:55 Detroit
08:57 Detroit
10:15 Chicago O'Hare
Connect
AC401 Air Canada
AC505 Air Canada
07:00 Montreal
10:10 Toronto
08:24 Toronto
10:59 Chicago O'Hare
Connect
UA5813 United Airlines
07:30 Montreal
09:05 Chicago O'Hare Direct
AC7591 Air Canada
08:40 Montreal
10:05 Chicago O'Hare Direct
AC405 Air Canada
AC507 Air Canada
09:00 Montreal
12:55 Toronto
10:24 Toronto
13:44 Chicago O'Hare
Connect
UA5033 United Airlines
UA221 United Airlines
09:30 Montreal
12:35 Washington Dulles
11:16 Washington Dulles
13:42 Chicago O'Hare
Connect
AA3989 American Airlines
AA325 American Airlines
09:59 Montreal
12:30 New York La Guardia
11:30 New York La Guardia
14:15 Chicago O'Hare
Connect
AC407 Air Canada
AC507 Air Canada
10:00 Montreal
12:55 Toronto
11:24 Toronto
13:44 Chicago O'Hare
Connect
AC7593 Air Canada
10:15 Montreal
11:40 Chicago O'Hare Direct
UA4245 United Airlines
10:30 Montreal
12:00 Chicago O'Hare Direct
AC409 Air Canada
UA3984 United Airlines
11:00 Montreal
13:50 Toronto
12:24 Toronto
14:39 Chicago O'Hare
Connect
AC409 Air Canada
AC509 Air Canada
11:00 Montreal
14:55 Toronto
12:24 Toronto
15:44 Chicago O'Hare
Connect
AC411 Air Canada
AC509 Air Canada
12:00 Montreal
14:55 Toronto
13:24 Toronto
15:44 Chicago O'Hare
Connect
AA3102 American Airlines
12:23 Montreal
14:07 Chicago O'Hare Direct
DL5498 Delta
DL2828 Delta
12:30 Montreal
15:44 Detroit
14:24 Detroit
16:09 Chicago O'Hare
Connect
AA4389 American Airlines
AA1941 American Airlines
12:57 Montreal
15:40 Philadelphia
14:43 Philadelphia
17:17 Chicago O'Hare
Connect
AC413 Air Canada
AC511 Air Canada
13:00 Montreal
16:40 Toronto
14:24 Toronto
17:29 Chicago O'Hare
Connect
AC7595 Air Canada
13:35 Montreal
15:00 Chicago O'Hare Direct
AA3447 American Airlines
AA310 American Airlines
13:50 Montreal
16:29 New York JFK
15:23 New York JFK
18:36 Chicago O'Hare
Connect
UA4959 United Airlines
UA1924 United Airlines
14:00 Montreal
17:15 Washington Dulles
15:53 Washington Dulles
18:33 Chicago O'Hare
Connect
AC415 Air Canada
AC511 Air Canada
14:00 Montreal
16:40 Toronto
15:24 Toronto
17:29 Chicago O'Hare
Connect
AA5350 American Airlines
AA2488 American Airlines
14:20 Montreal
18:00 Charlotte
16:58 Charlotte
18:58 Chicago O'Hare
Connect
AC417 Air Canada
AC513 Air Canada
15:00 Montreal
18:15 Toronto
16:24 Toronto
19:04 Chicago O'Hare
Connect
AC835 Air Canada
AC513 Air Canada
16:00 Montreal
18:15 Toronto
17:24 Toronto
19:04 Chicago O'Hare
Connect
AC8987 Air Canada
UA4319 United Airlines
16:10 Montreal
18:31 Ottawa
16:54 Ottawa
19:39 Chicago O'Hare
Connect
DL5474 Delta
DL516 Delta
16:30 Montreal
19:10 New York La Guardia
18:06 New York La Guardia
21:02 Chicago O'Hare
Connect
UA3942 United Airlines
16:50 Montreal
18:30 Chicago O'Hare Direct
AC8971 Air Canada
UA4319 United Airlines
16:55 Montreal
18:31 Ottawa
17:39 Ottawa
19:39 Chicago O'Hare
Connect
AC421 Air Canada
AC515 Air Canada
17:00 Montreal
20:55 Toronto
18:24 Toronto
21:44 Chicago O'Hare
Connect
DL5501 Delta
DL2885 Delta
17:00 Montreal
20:21 Detroit
19:02 Detroit
20:45 Chicago O'Hare
Connect
DL5478 Delta
DL2223 Delta
17:04 Montreal
20:15 Minneapolis
19:01 Minneapolis
21:54 Chicago O'Hare
Connect
AC7597 Air Canada
17:35 Montreal
19:00 Chicago O'Hare Direct
AC423 Air Canada
AC515 Air Canada
18:00 Montreal
20:55 Toronto
19:24 Toronto
21:44 Chicago O'Hare
Connect
AC7599 Air Canada
19:50 Montreal
21:15 Chicago O'Hare Direct

References

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