I not only opened my purse to Douglas, for he was not in fact affluent; but I decided to travel with him in the campaign. True to his courage and his self-confidence he met his Whig opponent, Major Stuart, face to face in joint debate at Springfield. I was greatly thrilled with this contest. Major Stuart was very popular, an old resident, an officer in the Black Hawk War, and a brave one, Reverdy told me. He was of powerful physique, standing more than six feet, and equal to an arduous campaign. At Springfield Stuart and Douglas came to blows. Stuart tucked Douglas' head under his arm and carried him around the square; meanwhile Douglas bit Stuart's thumb almost in two. As a debater and campaigner Douglas was his superior. He made friends by the hundreds everywhere. He went down among the gay and volatile Irishmen who were digging the Illinois and Michigan canal, and won them to his cause. I was with him, watching his methods, marveling at his physical resources, his exhaustless oratory, the aptness and quickness of his logic.
In the midst of the summer we decided to go to Chicago. Douglas' clothes, his boots, his hat, were worn almost to pieces. We were driving a single horse hitched to a buggy. The horse was weary; the harness was a patch of ropes. We could have made these things good with purchases along the way, but Douglas put off the day. At last we decided to make them in Chicago. He was loath to let me use my money for such needs as these, seeing that I had already contributed so much to campaign expenses. But I overbore his wishes.
We were a comical pair driving into the hurly burly of the new city of Chicago. It had recently received a charter. But what a motley of buildings it was! Frame shacks wedged between more substantial buildings of brick or wood. Land speculators swarmed everywhere; land offices confronted one at every turn; lawyers, doctors, men of all professions and trades had descended upon this waste of sand and scrub oaks about the lake. Indians walked among the whites; negroes as porters, laborers, bootblacks, were plentiful; there were countless drinking places and new hotels; there were sharpers, adventurers, blacklegs, men of prey of all description, prostitutes, the camp followers of new settlements, houses of vice, restaurants, gardens. And with all the rest of it evidences of fine breeds, and civilizing purposes in some of the residences and activities. After all a city was to be built.