Look at La Grange/La Grange Park/Brookfield.
La Grange has a mix of older Victorians and four squares (beautiful) and some 60s vintage houses that are less money. Great downtown, great train service to the Loop, good schools, and twenty minutes to MDW but you'd never know you were that close by looking at your neighborhood.
La Grange Park is next door to the north...much the same.
Brookfield is more affordable with smaller homes (lots of traditional Chicago brick bungalows...our first house and we loved it)...schools still OK but not the best in the suburbs.
If you have more money, look a little further west in Western Springs ($$) or Hinsdale ($$$$).
All of these options are closer than Downers Grove, etc. (However, DG is still only a half hour to 40 minutes in traffic.)
Despite what Mega says, you'll love Chicago.
Yeah, this.
I grew up in La Grange Park, live in Western Springs now, and have lived all along the METRA Burlington Northern line from Cicero to Hinsdale and can speak to the value of the suburbs in that area.
It all depends what your housing budget is. Decent 3BR/2BA houses in Berwyn run in the low to mid 200k's. The same in Brookfield runs 200 to 350k. La Grange Park, 250 to 450k. La Grange, 300 to 550k. Western Springs, 325 to 550k.
The difference is the quality of the public schools. LG/LGP/WS schools are exemplary. Also, no overnight street parking is allowed and there are much larger lot sizes. Frequently, you can buy a house for approximately 50k more than the lot value. This is a result of the kooky real estate market in the Chicago area.
Honestly, one of the best housing values left in the MDW area is Brookfield. I lived there for three years and found it to be a very friendly community. Riverside-Brookfield High School is one of the fastest improving small high schools in Illinois, and the western part of Brookfield is in the same Lyons Township High School district that LG/LGP/WS shares. I lived in the area south of Ogden avenue just east of Maple and it was a very quiet neighborhood one block from a gargantuan city park (Ehlert Park). One benefit of this area is that if you are looking to rent before making the decision to buy, there are a ton of nice rental four-flats in the area that go for about $850 to 1000 a month for a 2BR/1.5BA. One quirk of the area is that rentals are a superior bargain to mortgages, given the high property values.
If you are thinking about the Naperville/Plainfield area, consider the fact that the traffic on I-55 is positively miserable during the rush hours. I know it can take more than an hour to get from IL-126 in Plainfield to MDW in the morning, and the traffic getting past Weber Road in the evening can be worse. Ther worst commute for me had been 35 minutes to employee parking, and 30 back.
Lemme know if you want any more info.