I would traveling from BOS to ORD for 2 consecutive weeks, leaving BOS on MOnday and coming back on Friday. I was thinking of buying a ticket from BOS-ORD R/T 2/21 returning on 3/4 and ORD-BOS R/T 2/25 returning on 2/28.

Is this doable if I buy tickets from the same airline ? Or should I use different airlines ?

I am doing this since, the price of two BOS-ORD R/Ts are coming out more expensive than the nested trips.

Thanks