Chicago from Baltimore, Oct 23–25: $1,360 for two, all in
The verdict
Our verdict
Worth it, because
- Frontier nonstop, BWI to O'Hare in 2h 23m, out 9:58 AM
- $336 per person, $9 below the typical $345 fare
- Forecast highs of 58–75°F with rain chances of 12% to 25%
The catch: Frontier's fare doesn't include a checked bag, which runs about $240 for two, and the Aloft rate has no free cancellation.
Worth it if you want a quick city weekend of food, art and blues; skip it if you're after lakefront beach weather.
Worth it for the two of you: $1,364 for two, all in, which covers the Frontier flights at $672 and 2 nights at Aloft by Marriott Chicago Mag Mile at $597 plus its $95 property fee, with taxes and fees included. You leave Friday, Oct 23 and come home Sunday, Oct 25, and the flight is a nonstop from BWI to O'Hare that leaves at 9:58 AM and lands at 11:21 AM. A checked bag and spending money aren't in that total.
The total, before you go
$1,360 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, round trip | $672 |
| Hilton Chicago, 2 nights, two guests, taxes in | $594 |
| Resort fee, collected at the desk | $94 |
| The total, before you go | $1,360 |
| A checked bag each, round trip (not in the total) | about $240 |
Not in it: seat picks on basic fares and a checked bag (about $60 each way per bag on Frontier, $240 for two round trip); 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
$336 per person, round trip
$672 for two, taxes and fees included · Frontier · nonstop · 2h 23m
Out Fri, Oct 23, 9:58 AM – Fri, Oct 23, 11:21 AM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Frontier | $336 | nonstop | 2h 23m |
| Frontier | $390 | 1 stop | 13h 2m |
| Frontier | $390 | 1 stop | 13h 13m |
Prices checked Oct 15, 2026, 1:46 AM EDT. Prices change; the binding price is the one on the booking site.
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Why now
The fare is $336 per person. That's $9, or 3%, below the $345 we've typically seen across 14 checks on this route, and the lowest we saw was $321. The whole weekend comes to $1,364 for two, all in: $672 for the flights and $597 for the Aloft stay, plus its $95 property fee. A checked bag, about $240 for two, and spending money aren't included. The late-October forecast looks mild, with a high of 63°F on Friday, 75°F on Saturday with some drizzle and 58°F on Sunday. Rain chances run between 12% and 25%. This weekend falls in the quiet stretch between the summer festivals and the holiday markets, so it works well for museums, the river and deep-dish. These prices are what we found when we checked, and they can change.
The kind of trip this is
This is a city weekend built around food and culture. You can take in skyscraper architecture from the river, spend a morning at a major art museum, eat deep-dish for dinner and finish at a late blues club. It suits a couple or two friends who like to walk a lot and pack a lot into two days. The pace is brisk, but the nonstop lands before noon on Friday, so you don't lose the first day.
Weather in Chicago, Oct 23–25
Highs 58–70°F, little rain expected
| Day | High | Low | Rain chance |
|---|---|---|---|
| Fri, Oct 23 | 70 °F | 56 °F | 13% |
| Sat, Oct 24 | 64 °F | 58 °F | 18% |
| Sun, Oct 25 | 58 °F | 49 °F | 17% |
Where to stay in Chicago
Aloft by Marriott Chicago Mag Mile is our best-value pick at $597 for the stay ($299 a night), plus a $95 property fee. It has a review score of 8.1 from 2,534 reviews and sits in Streeterville, part of the Magnificent Mile / Streeterville area, which is good for Michigan Avenue shopping and the lakefront. La Quinta Inn & Suites by Wyndham Chicago Downtown is the budget pick at $660 ($330 a night), plus $105 at the property. It scores 8 from 3,744 reviews, includes breakfast and has free cancellation. It's in The Loop, close to the theatres and Millennium Park. Thompson Chicago, by Hyatt is the top-rated pick, with a score of 9 from 318 reviews. It costs $1,542 ($771 a night), plus $245 at the property, and comes with free cancellation.
Hilton Chicago
$594 for 2 nights, two guests · $297 a night
See roomsHampton Inn Chicago West Loop Fulton Market Area
$630 for 2 nights, two guests · $315 a night
See roomsAloft by Marriott Chicago Mag Mile
$597 for 2 nights, two guests · $299 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 to see the skyline from the water
- See the Bean and the fountains in Millennium Park, steps from The Loop
- Eat deep-dish at Lou Malnati's or Pequod's
- Spend Saturday morning at the Art Institute of Chicago
- Hear live blues at Kingston Mines on Saturday night
- Walk Randolph Street in the West Loop for its restaurant row
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 Baltimore | Baltimore/Washington International Thurgood Marshall (BWI) |
|---|---|
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
| Flight time | 2h 23m nonstop |
| Distance | 604 miles each way |
| Time difference | -1 hour |
What 2 nights in Chicago costs
| Estimate | |
|---|---|
| Flights for two | $672 |
| Hotel, 2 nights (Hilton Chicago) | $594 |
| Food, getting around and tickets, 2 days for two | $520 |
| Total for two | $1,786 |
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: Baltimore to Chicago
| Per person | |
|---|---|
| This trip | $336 per person |
| Lowest in the last 30 days | $288 (Oct 15, 2026) |
| Typical price, last 60 days | $345 |
| Price checks | 19 |
Good to know
- Passport: no passport needed for travelers from the United States: a government photo ID is enough for Chicago.
- Currency: US dollar (USD).
- You don't need a passport, and you'll pay in US dollars.
- Chicago is one hour behind Baltimore, and the nonstop covers 604 miles in 2h 23m.
- The Frontier fare doesn't cover a checked bag, which is about $240 for two.
- The Aloft rate has no free cancellation, while La Quinta and Thompson both offer it.
- Chicago has two airports, O'Hare (ORD) and Midway (MDW), and this flight lands at O'Hare.
Questions readers ask
Is it worth it?
Yes. It's a nonstop with a 2h 23m flight time, the fare is $336 per person ($9 below the typical $345) and the forecast highs run 58–75°F. Just budget for a checked bag and spending money.
How much is the whole trip for two?
It's $1,364 for two, all in. That covers the flights at $672 and 2 nights at Aloft by Marriott Chicago Mag Mile at $597, plus its $95 property fee. A checked bag, about $240 for two, isn't included, and neither is spending money.
Do I need a passport?
No. It's a domestic flight from BWI to O'Hare, and you'll pay in US dollars.
What's the weather like?
The forecast calls for clouds on Friday with a high of 63°F, drizzle on Saturday with a high of 75°F, and clouds on Sunday with a high of 58°F. Rain chances run from 12% to 25%.
Are 2 nights enough?
For a first look, yes. The flight lands at 11:21 AM on Friday, which leaves time for the river cruise, Millennium Park, the Art Institute, deep-dish and a night of blues.
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All trips from Baltimore · Chicago from every city · Prices on this route · Trips in October 2026 · Home
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