Cheap flights from New Hampshire to Chicago from $64

The month of September is, on average, the cheapest month to fly to Chicago from New Hampshire, with most prices found around $187. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from New Hampshire to Chicago during January average around $200.

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $308. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from New Hampshire to Chicago for around $404.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from New Hampshire to Chicago during this time can be as low as $272. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $366.

Fly from Manchester to Chicago Midway for the best New Hampshire - Chicago flight prices

You are more likely to see cheaper flights to Chicago from New Hampshire when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $247 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New Hampshire for as low as $219 on momondo.

There are 3 cabin classes available to choose from on New Hampshire to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

As of February 2026, there are 50 flights per day flying from New Hampshire to Chicago. The most common time of day flights depart is 5:00AM, with 78% of flights taking off in the morning.

356 flights are operational weekly from New Hampshire to Chicago as of February 2026. The most popular departure day for this route is Fri, with 18% of flights per week taking off on this day.