I booked the following for my wife the other day on Expedia.

Toronto (YYZ)
Depart 7:00 am Terminal 1 to Chicago (ORD)
Arrive 7:50 am
Terminal 2 436 mi
(702 km)
Duration: 1hr 50mn
UA
Flight: 8301
Operated by: AIR CANADA

--------------------------------------------

Chicago (ORD)
Depart 8:50 am
Terminal 1 to Fort Lauderdale (FLL)
Arrive 12:50 pm
Terminal 1 1,182 mi
(1,902 km)
Duration: 3hr 0mn
UA Flight: 4018
Operated by: CONTINENTAL AIRLINES, INC.


I tried to checkin with the UNITED confirmation on both united.com and ac.com and cannot checkin on either site. Is online checkin possible with these flights.

Also is 1 hour connection between terminal 1 and 2 at ORD a challenge. I am assuming she won't have to get any luggage or do customs or anything and just run to the next flight?

Here is the return with a CO booking number.

Traveling to Toronto
Fri 25-Feb-11

Fort Lauderdale (FLL)
Depart 1:45 pm
Terminal 1 to Cleveland (CLE)
Arrive 4:39 pm 1,062 mi
(1,709 km)
Duration: 2hr 54mn
CO
Flight: 484

---------------------------------------------

Cleveland (CLE)
Depart 7:05 pm to Toronto (YYZ)
Arrive 8:05 pm
Terminal 1 193 mi
(311 km)
Duration: 1hr 0mn
CO
Flight: 2608
Operated by: /EXPRESSJET AIRLINES INC DBA CO EXPRESS