Chicago from Las Vegas, Oct 16–18: round trip from $288
A round trip from Las Vegas to Chicago costs $288 per person ($576 for two) for Oct 16–18, 2026. That's 2 nights, nonstop on Frontier, at the price we found. The forecast shows highs of 52–61°F with little rain, and the best-value hotel, Club Quarters Hotel Central Loop, Chicago, is $917 for the stay.
The flight
$316 $288 per person, round trip
the typical fare on this route
$576 for two, taxes and fees included · Frontier · nonstop · 3h 47m
Out Fri, Oct 16, 11:29 PM – Sat, Oct 17, 5:16 AM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Frontier | $288 | nonstop | 3h 47m |
| Frontier | $319 | 1 stop | 10h 8m |
| Frontier | $313 | 1 stop | 5h 50m |
Prices checked Oct 12, 2026, 1:45 AM PDT. Prices change; the binding price is the one on the booking site.
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Your trip for two
| For two | |
|---|---|
| Flights for two | $576 |
| Club Quarters Hotel Central Loop, Chicago, 2 nights | $917 |
| Trip total for two | $1,493 |
Regular: $1,549 You pay: $1,493 Saved: $56
the typical fare on this route.
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Why go now
At $288 per person round trip, this fare is $28 below the typical fare on this route and carries a "Lowest in 30 days" badge. That's 9% under the $316 median of our earlier checks. Across 12 offers, we saw fares from $288 to $408, so this one sits at the bottom of that range. For two, the flights come to $576 all-in. Mid-October falls between Chicago's summer beach season and the November holiday markets. The weekend forecast shows Saturday mostly clear with a 4% chance of rain and Sunday clear at 6%, with highs of 52–61°F. That's good jacket weather for walking the Loop, taking a river cruise and staying out for long dinners. Heads-up: it's a red-eye. It leaves Las Vegas at 11:29 PM Friday and lands at O'Hare at 5:16 AM Saturday, so you'll be in Chicago at sunrise.
The kind of trip this is
This is a city weekend built around architecture, museums, food and late nights. It suits a couple or a small group of friends who like to walk a lot, eat well and catch some live music. The pace is full but flexible: Saturday is for the river, the park and the art, Sunday for a slower lunch. Since you'll land early on a red-eye, plan a quiet first morning.
Weather in Chicago, Oct 16–18
Highs 52–61°F, little rain expected
| Day | High | Low | Rain chance |
|---|---|---|---|
| Fri, Oct 16 | 60 °F | 45 °F | 33% |
| Sat, Oct 17 | 52 °F | 44 °F | 4% |
| Sun, Oct 18 | 61 °F | 45 °F | 6% |
Where to stay in Chicago
Club Quarters Hotel Central Loop, Chicago is the best-value pick at $917 for the stay, or $459 a night. It scores 8.2 from 5,335 reviews and puts you in The Loop, where the architecture, the theatres and Millennium Park are steps away. It's room only, with no free cancellation. Hyatt Regency McCormick Place Chicago is the top-rated option at 8.5 from 998 reviews. It's in the South Loop at $1,020 for the stay ($510 a night) and offers free cancellation. Sleep Inn Midway Airport is the budget choice at $369 for the stay ($185 a night). It scores 7.3, includes breakfast and allows free cancellation. If nightlife matters most, River North is the area for galleries and steakhouses, and the West Loop has the Randolph Street restaurant row.
Club Quarters Hotel Central Loop, Chicago
$917 for 2 nights, two guests · $459 a night
See roomsHyatt Regency McCormick Place Chicago
$1,020 for 2 nights, two guests · $510 a night
See roomsSleep Inn Midway Airport
$369 for 2 nights, two guests · $185 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, an easy walk from The Loop.
- Eat deep-dish at Lou Malnati's or Pequod's, and maybe try both.
- Spend an afternoon at the Art Institute of Chicago.
- Hear live blues at Kingston Mines on Saturday night.
- Catch a Cubs game at Wrigley Field if one is on the schedule.
Also worth it
- Visit the Art Institute of Chicago
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Getting there and around
| Airports in Las Vegas | Harry Reid International (LAS) |
|---|---|
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
| Flight time | 3h 47m nonstop |
| Distance | 1,522 miles each way |
| Time difference | +2 hours |
What 2 nights in Chicago costs
| Estimate | |
|---|---|
| Flights for two | $576 |
| Hotel, 2 nights (Club Quarters Hotel Central Loop, Chicago) | $917 |
| Food, getting around and tickets, 2 days for two | $520 |
| Total for two | $2,013 |
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: Las Vegas to Chicago
| Per person | |
|---|---|
| This trip | $288 per person |
| Lowest in the last 30 days | $288 (Oct 12, 2026) |
| Typical price, last 60 days | $316 |
| Price checks | 6 |
Good to know
- Passport: not needed for US citizens; a government ID is enough.
- Currency: US dollar (USD).
- No passport needed. It's a domestic trip, and the currency is the US dollar.
- Chicago is 2 hours ahead of Las Vegas, so the 3h 47m nonstop lands at 5:16 AM local time.
- The flight goes from Harry Reid International (LAS) to Chicago O'Hare International (ORD). Chicago also has Midway (MDW).
- Free cancellation is offered at Hyatt Regency McCormick Place Chicago and Sleep Inn Midway Airport, but not at Club Quarters Hotel Central Loop, Chicago.
- Prices are all-in as of when we checked. They can change before you book.
Questions readers ask
How much is the flight?
It's $288 per person round trip on Frontier, nonstop, or $576 for two, including taxes and fees, when we checked. That's $28 below the typical fare on this route. Fares can change, so check the live price before you book.
Do I need a passport?
No. Chicago is a domestic trip from Las Vegas, and you'll pay in US dollars.
What is the weather like?
The forecast shows highs of 52–61°F and lows around 44–45°F. Saturday looks mostly clear with a 4% chance of rain, and Sunday looks clear at 6%. Friday has a chance of drizzle, but you'll still be in Las Vegas until your 11:29 PM departure.
Is 2 nights enough?
For a first look, yes. Because the red-eye lands at 5:16 AM Saturday, you get Saturday in Chicago from the start. That's enough time for a river cruise, Millennium Park, the Art Institute, deep-dish and a blues club.
Which airport do I land at?
You'll land at Chicago O'Hare International (ORD) after a 3h 47m nonstop covering 1,522 miles. Keep in mind that the budget hotel, Sleep Inn Midway Airport, is named for Chicago's other airport, Midway (MDW), not O'Hare.
What does the whole weekend cost for two?
We estimate $2,013 for two: $576 for flights, $917 at Club Quarters Hotel Central Loop, Chicago, and $520 for spending, which works out to $130 per person a day.
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Chicago in pictures
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Image credits
- Photo: K / Pexels, Pexels License
- Photo: Mik Dominguez / Pexels, Pexels License
- Photo: Joshua Santos / Pexels, Pexels License