Travelling with 1 week validity on visa

[smuk]

My Tier 2 visa is expiring on 03 May 2019. Also, my wife's - dependent visa expires on the same date.
We have to travel due to an urgent family reason. We will be returning on 25 April 2019. My employer has approved for this leave. And they will also provide a letter stating they wish to extend my contract for another year or two.

After our return, I will immediately apply for ILR. I will be eligible to apply ILR via both routes from following dates:
LR - 20 April 2019 &
5-year route - 02 May 2019 (after taking into consideration 28 days rule.)

1) How likely we will be grilled/stopped at the airport due to visa validity of just 1 week. Kindly advise what sort of document we should carry? And should I be contacting any lawyer/solicitor just in case we got into any trouble?

2) Which route I should choose to apply for ILR - LR or ILR via 5 years after my return.

Thank you for your knowledge.

[CR001]

1. If you have a valid visa and your employer has assigned a CoS for your extension, then there is no issue. You are perhaps overthinking.

2. Your choice. If you apply for ILR LR, your dependents have to switch to FLR(M) and meet the English and financial requirements. Their clock for ILR will be reset to zero and a new 5 year route (2 x 2.5 year visas) before they can apply for ILR based on 5 years residence.

[smuk]

Thank you for sharing your knowledge. Probably I am thinking too much.

Do my employer have to assign new CoS even if I will apply for ILR after return?

[CR001]

Oh yes, if you are asked any questions on returning (which is unlikely), simply state you qualify for ILR and will be submitting an application.

[Frontier Mole]

My humble opinion is to state you have an assigned COS - which you need to hold the details on your return. It is neither here nor there if you intend to apply for ILR and that type of discussion is more difficult than saying you have a COS.

[smuk]

Thank you all.

I have returned back without any question asked. I like Heathrow terminal 2.