Chicago from Birmingham, 30 Oct – 1 Nov: £1,038 for two, all in
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The verdict
Our verdict
Worth it, if
- Fare of $411 per person, $192 below the typical fare on this route
- Hilton Chicago in The Loop, rated 7.9 from 982 reviews
- Prefer the nonstop? American Eagle takes 2h 30m at $559 per person
The catch: The $411 fare has 2 stops and 43h 7m of travel round trip and lands Saturday at 3:37 PM, and checked bags are about $160 for two.
Worth it if you can live with a long two-stop route or pay more for the nonstop; skip it if you want two full days in the city.
Worth it if the long route doesn't bother you: the trip is $1,375 for two, all in. That's the flights at $821 plus Hilton Chicago at $478 and its $76 property fee, with taxes and fees included, for Oct 30–Nov 1, 2026 (2 nights) on MX + F9 with 2 stops, not a nonstop. Checked bags and spending money aren't included.
The total, before you go
£1,038 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, return | £620 |
| Hilton Chicago, 2 nights, two guests, taxes in | £361 |
| Resort fee, collected at the desk | £57 |
| The total, before you go | £1,038 |
| Hold luggage each, return (not in the total) | about £121 |
£145 per person below the typical fare on this route.
Not in it: seat selection on basic fares and hold luggage (about £30 each way per bag on Breeze, £121 for two return); the resort fee is counted above. Prices are what we found at the time shown; the booking site’s checkout is the binding one.
The flight
£310 per person, return
£620 for two, taxes and fees included · MX + F9 · 2 stops · 43h 7m
Out Fri, Oct 30, 9:08 PM – Sat, Oct 31, 3:37 PM · back Sun, Nov 1, 7:50 PM – Mon, Nov 2, 8:28 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| MX + F9 | £310 | 2 stops | 43h 7m |
| American. Operated by SkyWest Airlines as American Eagle | £422 | nonstop | 2h 30m |
| MX + B6 | £332 | 2 stops | 39h 30m |
Prices checked 15 Oct 2026, 20:01 GMT-5. Prices change; the binding price is the one on the booking site.
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
Tweak this trip
Why now
The fare is $411 per person, $192 below the typical fare on this route. That's 32% under $603, the median of 21 earlier checks. Flights come to $821 for two, and the trip comes to $1,375 for two with 2 nights at Hilton Chicago, taxes and fees included. Checked bags and spending money aren't in that total. In late October, Chicago's typical highs are 51–56°F with lows near 41°F. The normals call for overcast skies and drizzle on Sunday, so plan on a museum-and-dinner weekend rather than a lakefront one. The trade-off is time: the low-fare route doesn't land until Saturday afternoon. If your schedule is tight, the American Eagle nonstop takes 2h 30m and costs $559 per person, or $1,118 for two. That's still $44 per person below typical. You won't need a passport, and Chicago is on the same time as Birmingham.
The kind of trip this is
This is a city weekend for two built around food, art and architecture: deep-dish pizza, the Art Institute, a river cruise and a blues club at night. With the low fare landing Saturday afternoon, the days are short and full. It suits a couple or two friends who like to see a city on foot in a jacket and don't need a beach or a pool.
Weather in Chicago, 30 Oct – 1 Nov
Typical highs 51–56°F, lows near 41°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Fri 30 Oct | 56 °F | 46 °F | Overcast |
| Sat 31 Oct | 54 °F | 40 °F | Overcast |
| Sun 1 Nov | 51 °F | 37 °F | Drizzle |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in Chicago
Hilton Chicago is the best-value pick and the hotel in the total: $478 for 2 nights ($239 a night) plus a $76 property fee, rated 7.9 from 982 reviews. It's in The Loop, with architecture, theatres and Millennium Park at your doorstep. Hampton Inn Chicago West Loop Fulton Market Area is the top rated at 8.8 from 776 reviews. It costs $561 for the stay with breakfast, plus $89 at the property, and the West Loop puts you near the Randolph Street restaurant row. Best Western Chicago Downtown-River North is the budget pick at $458 ($229 a night) plus $73 in fees, rated 7.1 from 1,922 reviews. It's the only one of the three with free cancellation, and River North is the city's nightlife core. Heads-up: you land Saturday, so you'd pay for Friday night's room without using it.
Hilton Chicago
£361 for 2 nights, two guests · £180 a night
See roomsHampton Inn Chicago West Loop Fulton Market Area
£424 for 2 nights, two guests · £212 a night
See roomsBest Western Chicago Downtown-River North
£346 for 2 nights, two guests · £173 a night
See roomsAll hotels in Chicago for these dates
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Where in Chicago
- The Loop: Architecture, theatres and Millennium Park at your doorstep.
- Magnificent Mile / Streeterville: Shopping on Michigan Avenue and lakefront hotels.
- River North: Galleries, steakhouses and the city's nightlife core.
- West Loop: Converted warehouses with the top restaurant row on Randolph Street.
- Lincoln Park: Leafy neighbourhood with a free zoo and lakefront beaches.
What to do in Chicago
- Take the Chicago Architecture Foundation river cruise for the skyline from the water
- See the Bean and the fountains in Millennium Park, a short walk from The Loop
- Eat deep-dish at Lou Malnati's or Pequod's
- Spend a drizzly Sunday morning at the Art Institute of Chicago
- Hear live blues at Kingston Mines on Saturday night
Also worth it
- Visit the Art Institute of Chicago
- Catch a Cubs game at Wrigley Field
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Getting there and around
| Airports in Birmingham | Birmingham-Shuttlesworth International (BHM) |
|---|---|
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
| Flight time | 43h 7m (2 stops) |
| Distance | 580 miles each way |
| Time difference | same time zone |
What 2 nights in Chicago costs
| Estimate | |
|---|---|
| Flights for two | £621 |
| Hotel, 2 nights (Hilton Chicago) | £361 |
| Food, getting around and tickets, 2 days for two | £393 |
| Total for two | £1,374 |
Flights and hotel are the prices we found; spending is a planning estimate for an upscale destination, per person per day times two.
Price history: Birmingham to Chicago
| Per person | |
|---|---|
| This trip | £310 per person |
| Lowest in the last 30 days | £310 (16 Oct 2026) |
| Typical price, last 60 days | £455 |
| Price checks | 21 |
Good to know
- Passport: no passport needed for travellers from the United States: a government photo ID is enough for Chicago.
- Currency: US dollar (USD).
- No passport needed, prices are in US dollars and there's no time difference from Birmingham
- The outbound leaves BHM Friday at 9:08 PM and lands at ORD Saturday at 3:37 PM
- The return leaves Sunday at 7:50 PM and lands Monday at 8:28 PM
- The $1,375 total includes the Hilton's $76 property fee; checked bags, about $160 for two, aren't included
- Only Best Western Chicago Downtown-River North offers free cancellation; Hilton Chicago and the Hampton Inn don't
Questions readers ask
Is it worth it?
Worth it if you're fine with the route. The $411 fare is $192 per person below the typical fare, but it has 2 stops, takes 43h 7m round trip and doesn't land until Saturday at 3:37 PM.
How much is the whole trip for two?
$1,375 for two, all in. That's $821 for flights plus $478 for 2 nights at Hilton Chicago and its $76 property fee, with taxes and fees included. Checked bags, about $160 for two, and spending money are extra.
Is there a nonstop?
Yes. American Eagle, operated by SkyWest for American, flies nonstop in 2h 30m for $559 per person, or $1,118 for two. It leaves at 6:30 AM on Friday, Oct 30 and lands at 9:00 AM.
What's the weather like?
Typical highs are 51–56°F with lows near 41°F this time of year. The normals call for overcast skies Friday and Saturday and drizzle on Sunday, Nov 1. Bring a jacket.
Is 2 nights enough?
On the nonstop, you'd have most of three days. On the $411 route, you land Saturday afternoon and leave Sunday at 7:50 PM, so plan on about one full day.
Do I need a passport?
No. It's a domestic trip, prices are in US dollars and Chicago is on the same time as Birmingham.
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Prices converted from US dollars at the rate of 16 Oct 2026.
Image credits
- Photo: Joshua Santos / Pexels, Pexels License
- Photo: K / Pexels, Pexels License
- Photo: Mik Dominguez / Pexels, Pexels License