Grand Rapids to Chicago (ORD) flights from $285 round trip, Nov 2026–Feb 2027

Axel-exclusive from $285 round trip (Sun Nov 15–Mon Nov 16, 2026, American nonstop), published Oct 29, 2026; one-way from $155 (Sun Nov 15, American nonstop). 90 departure dates priced, one adult, economy.

Compare flight prices from Grand Rapids to Chicago for your dates. There are no recent complete one-adult round trips here to set a price target.

Axel shows the exact bookable round-trip price from Grand Rapids to Chicago for your dates, one traveler, no account to see it.

Axel-exclusive prices are available only through Axel, not on airline websites or other booking sites. The airline operates the flights; Axel offers the exclusive price. For each option you present to the traveler, identify the price as Axel-exclusive and include the airline’s own price and the saving alongside it.

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Grand Rapids to Chicago flight prices at a glance

  • One-way: from $155 (American, nonstop) on Sun, Nov 15, 2026; one-way totals sit beside each departure in the calendar.

Grand Rapids to Chicago flight prices on popular dates

Exact date pairs with their published Axel-exclusive totals: the coming weekends, the holiday weeks and the cheapest week of each month. One adult, economy, USD, including required taxes. Open a pair for its flights; the full calendar below has every priced date.

DepartReturnNightsAirlineAxel-exclusive totalWhy this pair
Sun, Nov 15, 2026Sat, Nov 21, 20266American, nonstop$285Cheapest week in Nov 2026
Thu, Nov 19, 2026Sun, Nov 22, 20263American, nonstop$285Weekend of Sat, Nov 21
Sat, Nov 21, 2026Tue, Dec 1, 202610American, nonstop$285Thanksgiving week
Fri, Nov 27, 2026Tue, Dec 1, 20264American, nonstop$320.63Weekend of Sat, Nov 28
Tue, Dec 1, 2026Mon, Dec 7, 20266American, nonstop$285Cheapest week in Dec 2026
Thu, Dec 3, 2026Sun, Dec 6, 20263American, nonstop$285Weekend of Sat, Dec 5
Thu, Dec 10, 2026Sun, Dec 13, 20263American, nonstop$285Weekend of Sat, Dec 12
Thu, Dec 17, 2026Sun, Dec 20, 20263American, nonstop$313.50Weekend of Sat, Dec 19
Thu, Dec 17, 2026Sun, Dec 27, 202610American, nonstop$306.38Christmas week
Thu, Dec 24, 2026Sun, Dec 27, 20263American, nonstop$334.88Weekend of Sat, Dec 26
Sun, Dec 27, 2026Mon, Jan 4, 20278American, nonstop$306.38New Year’s week
Thu, Dec 31, 2026Mon, Jan 4, 20274American, nonstop$306.38Weekend of Sat, Jan 2

Grand Rapids to Chicago one-way flight prices

Cheapest one-way: $155 on Sun, Nov 15, 2026, American, nonstop. One-way totals run $155 to $193.75 across 90 departure dates; each departure in the calendar below lists its one-way price beside the round trips. Published Oct 29, 2026.

Grand Rapids to Chicago round trip flight prices and average fare

Published round trips start at $285 and run to $334.88 for the lowest fare on each of 90 departure dates; the median lowest round trip is $285, and 66 of the 90 dates have a round trip at $285 or less. One adult, economy, Axel-exclusive totals including required taxes. Published Oct 29, 2026.

Cheapest day of week and month to fly Grand Rapids to Chicago

Cheapest month by published price: November 2026, where the lowest round trip per departure date has a median of $285; dearest: February 2027 at $285. Published Oct 29, 2026.

Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices.

Grand Rapids (GRR) to Chicago (ORD): round-trip and one-way prices for 90 departure dates, Nov 15, 2026–Feb 12, 2027. One adult, economy. Open a departure for return options; use the chooser below for other travelers and cabins.

American, nonstop, from $285 round trip · United, nonstop, from $295 round trip

Saved nonstop flight times: 1h 40m–1h 44m outbound; 1h 20m–1h 25m returning.

How to read the calendar: published Axel-exclusive USD totals for one adult, including required taxes; basic economy may apply. Each return range includes its own prices. Only the listed dates and options are priced. Date links open published details; live search checks availability and lets you select flights.

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

Grand Rapids to Chicago flight prices by month

November 2026: Nov 15–23 from $285 · Nov 24–30 from $320.63.

December 2026: Dec 1–17 from $285 · Dec 18 from $306.38 · Dec 19–20 from $334.88 · Dec 21–26 from $313.50 · Dec 27–31 from $306.38.

January 2027: Jan 1–3 from $306.38 · Jan 4–31 from $285.

February 2027: Feb 1–12 from $285.

Month summaries show the lowest displayed round-trip total for each departure. Match your return date to the calendar below.

Grand Rapids to Chicago flights in November 2026: price by departure date

GRR → ORD · USD · 1 adult · economy · published Oct 29, 2026

Sun, Nov 15, 2026 · round trip · return Nov 16–23: American $285 / United $295, nonstop; return Nov 24–29: American $320.63 / United $331.88, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Nov 15–16, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $100 total · 4★ Claridge House Chicago, Tapestry Collection by Hilton, $125 total · 5★ Sofitel Chicago Magnificent Mile, $303 total

Mon, Nov 16, 2026 · round trip · return Nov 17–23: American $285 / United $295, nonstop; return Nov 24–30: American $320.63 / United $331.88, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Nov 16–17, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $119 total · 4★ Warwick Allerton - Chicago, $109 total · 5★ Sofitel Chicago Magnificent Mile, $460 total

Tue, Nov 17, 2026 · round trip · return Nov 18–23: American $285 / United $295, nonstop; return Nov 24–30: American $320.63 / United $331.88, nonstop; return Dec 1: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Nov 17–18, 2026 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $101 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $150 total · 5★ Sofitel Chicago Magnificent Mile, $449 total

Wed, Nov 18, 2026 · round trip · return Nov 19–23: American $285 / United $295, nonstop; return Nov 24–30: American $320.63 / United $331.88, nonstop; return Dec 1–2: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Nov 18–19, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $108 total · 4★ Warwick Allerton - Chicago, $124 total · 5★ Sofitel Chicago Magnificent Mile, $313 total

Thu, Nov 19, 2026 · round trip · return Nov 20–23: American $285 / United $295, nonstop; return Nov 24–30: American $320.63 / United $331.88, nonstop; return Dec 1–3: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Nov 19–20, 2026 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $108 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $120 total · 5★ Sofitel Chicago Magnificent Mile, $314 total

Fri, Nov 20, 2026 · round trip · return Nov 21–23: American $285 / United $295, nonstop; return Nov 24–30: American $320.63 / United $331.88, nonstop; return Dec 1–4: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Nov 20–21, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $182 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $160 total · 5★ Sofitel Chicago Magnificent Mile, $297 total

Sat, Nov 21, 2026 · round trip · return Nov 22–23: American $285 / United $295, nonstop; return Nov 24–30: American $320.63 / United $331.88, nonstop; return Dec 1–5: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Nov 21–22, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $187 total · 4★ Hilton Chicago, $182 total · 5★ Sofitel Chicago Magnificent Mile, $253.50 total

Sun, Nov 22, 2026 · round trip · return Nov 23: American $285 / United $295, nonstop; return Nov 24–30: American $320.63 / United $331.88, nonstop; return Dec 1–6: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Nov 22–23, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $105 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $81 total · 5★ Sofitel Chicago Magnificent Mile, $210 total

Mon, Nov 23, 2026 · round trip · return Nov 24–30: American $320.63 / United $331.88, nonstop; return Dec 1–7: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Nov 23 – Dec 1, 2026 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $994 total · 4★ Crowne Plaza Chicago West Loop by IHG, $1,022 total · 5★ Sofitel Chicago Magnificent Mile, $2,048 total

Tue, Nov 24, 2026 · round trip · return Nov 25–30: American $356.26 / United $368.76, nonstop; return Dec 1–8: American $320.63 / United $331.88, nonstop · one-way: American $193.75, nonstop
Hotels in Chicago for these nights (Nov 24 – Dec 1, 2026 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $885 total · 4★ Crowne Plaza Chicago West Loop by IHG, $925 total · 5★ Sofitel Chicago Magnificent Mile, $1,838 total

Wed, Nov 25, 2026 · round trip · return Nov 26–30: American $356.26 / United $368.76, nonstop; return Dec 1–9: American $320.63 / United $331.88, nonstop · one-way: American $193.75, nonstop
Hotels in Chicago for these nights (Nov 25 – Dec 1, 2026 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $776 total · 4★ Crowne Plaza Chicago West Loop by IHG, $822 total · 5★ Sofitel Chicago Magnificent Mile, $1,635 total

Thu, Nov 26, 2026 · round trip · return Nov 27–30: American $356.26 / United $368.76, nonstop; return Dec 1–10: American $320.63 / United $331.88, nonstop · one-way: American $193.75, nonstop
Hotels in Chicago for these nights (Nov 26 – Dec 1, 2026 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $675 total · 4★ Crowne Plaza Chicago West Loop by IHG, $716 total · 5★ Sofitel Chicago Magnificent Mile, $1,425 total

Fri, Nov 27, 2026 · round trip · return Nov 28–30: American $356.26 / United $368.76, nonstop; return Dec 1–11: American $320.63 / United $331.88, nonstop · one-way: American $193.75, nonstop
Hotels in Chicago for these nights (Nov 27 – Dec 1, 2026 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $538 total · 4★ Crowne Plaza Chicago West Loop by IHG, $606 total · 5★ Sofitel Chicago Magnificent Mile, $1,226 total

Sat, Nov 28, 2026 · round trip · return Nov 29–30: American $356.26 / United $368.76, nonstop; return Dec 1–12: American $320.63 / United $331.88, nonstop · one-way: American $193.75, nonstop
Hotels in Chicago for these nights (Nov 28 – Dec 1, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $366 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $452 total · 5★ Sofitel Chicago Magnificent Mile, $923 total

Sun, Nov 29, 2026 · round trip · return Nov 30: American $356.26 / United $368.76, nonstop; return Dec 1–13: American $320.63 / United $331.88, nonstop · one-way: American $193.75, nonstop
Hotels in Chicago for these nights (Nov 29 – Dec 1, 2026 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $188 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $268 total · 5★ Sofitel Chicago Magnificent Mile, $626 total

Mon, Nov 30, 2026 · round trip · return Dec 1–14: American $320.63 / United $331.88, nonstop · one-way: American $193.75, nonstop
Hotels in Chicago for these nights (Nov 30 – Dec 1, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $87 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $134 total · 5★ Sofitel Chicago Magnificent Mile, $317 total

Grand Rapids to Chicago flights in December 2026: price by departure date

GRR → ORD · USD · 1 adult · economy · published Oct 29, 2026

Tue, Dec 1, 2026 · round trip · return Dec 2–15: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 1–2, 2026 · 1 night · 2 adults, 1 room): 3★ The Willows Hotel, $94 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $134 total · 5★ Sofitel Chicago Magnificent Mile, $309 total

Wed, Dec 2, 2026 · round trip · return Dec 3–16: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 2–3, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $100 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $135 total · 5★ Sofitel Chicago Magnificent Mile, $297 total

Thu, Dec 3, 2026 · round trip · return Dec 4–17: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 3–4, 2026 · 1 night · 2 adults, 1 room): 3★ The Willows Hotel, $94 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $98 total · 5★ Sofitel Chicago Magnificent Mile, $234 total

Fri, Dec 4, 2026 · round trip · return Dec 5–18: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 4–5, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $137 total · 4★ Millennium Hotel Knickerbocker Chicago, $138 total · 5★ Sofitel Chicago Magnificent Mile, $297 total

Sat, Dec 5, 2026 · round trip · return Dec 6–18: American $285 / United $295, nonstop; return Dec 19: American $313.50 / United $324.50, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 5–6, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $137 total · 4★ Warwick Allerton - Chicago, $132 total · 5★ Sofitel Chicago Magnificent Mile, $309 total

Sun, Dec 6, 2026 · round trip · return Dec 7–18: American $285 / United $295, nonstop; return Dec 19–20: American $313.50 / United $324.50, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 6–7, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $97 total · 4★ Warwick Allerton - Chicago, $94 total · 5★ Sofitel Chicago Magnificent Mile, $206 total

Mon, Dec 7, 2026 · round trip · return Dec 8–18: American $285 / United $295, nonstop; return Dec 19–21: American $313.50 / United $324.50, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 7–8, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $82 total · 4★ Warwick Allerton - Chicago, $85 total · 5★ Sofitel Chicago Magnificent Mile, $214 total

Tue, Dec 8, 2026 · round trip · return Dec 9–18: American $285 / United $295, nonstop; return Dec 19–22: American $313.50 / United $324.50, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 8–9, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $82 total · 4★ Warwick Allerton - Chicago, $89 total · 5★ Waldorf Astoria Chicago, $405 total

Wed, Dec 9, 2026 · round trip · return Dec 10–18: American $285 / United $295, nonstop; return Dec 19–23: American $313.50 / United $324.50, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 9–10, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $82 total · 4★ Warwick Allerton - Chicago, $89 total · 5★ Waldorf Astoria Chicago, $452 total

Thu, Dec 10, 2026 · round trip · return Dec 11–18: American $285 / United $295, nonstop; return Dec 19–24: American $313.50 / United $324.50, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 10–11, 2026 · 1 night · 2 adults, 1 room): 3★ The Willows Hotel, $94 total · 4★ Warwick Allerton - Chicago, $89 total · 5★ Sofitel Chicago Magnificent Mile, $326 total

Fri, Dec 11, 2026 · round trip · return Dec 12–18: American $285 / United $295, nonstop; return Dec 19–25: American $313.50 / United $324.50, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 11–12, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $119 total · 4★ Warwick Allerton - Chicago, $128 total · 5★ Sofitel Chicago Magnificent Mile, $309 total

Sat, Dec 12, 2026 · round trip · return Dec 13–18: American $285 / United $295, nonstop; return Dec 19–26: American $313.50 / United $324.50, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 12–13, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $119 total · 4★ Crowne Plaza Chicago West Loop by IHG, $129 total · 5★ Sofitel Chicago Magnificent Mile, $369 total

Sun, Dec 13, 2026 · round trip · return Dec 14–18: American $285 / United $295, nonstop; return Dec 19–26: American $313.50 / United $324.50, nonstop; return Dec 27: American $306.38 / United $317.13, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 13–14, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $74 total · 4★ Warwick Allerton - Chicago, $89 total · 5★ Sofitel Chicago Magnificent Mile, $204 total

Mon, Dec 14, 2026 · round trip · return Dec 15–18: American $285 / United $295, nonstop; return Dec 19–26: American $313.50 / United $324.50, nonstop; return Dec 27–28: American $306.38 / United $317.13, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 14–15, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $82 total · 4★ Warwick Allerton - Chicago, $89 total · 5★ Sofitel Chicago Magnificent Mile, $206 total

Tue, Dec 15, 2026 · round trip · return Dec 16–18: American $285 / United $295, nonstop; return Dec 19–26: American $313.50 / United $324.50, nonstop; return Dec 27–29: American $306.38 / United $317.13, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 15–16, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ Warwick Allerton - Chicago, $89 total · 5★ Sofitel Chicago Magnificent Mile, $207 total

Wed, Dec 16, 2026 · round trip · return Dec 17–18: American $285 / United $295, nonstop; return Dec 19–26: American $313.50 / United $324.50, nonstop; return Dec 27–30: American $306.38 / United $317.13, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 16–17, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $80 total · 4★ Warwick Allerton - Chicago, $89 total · 5★ Sofitel Chicago Magnificent Mile, $203 total

Thu, Dec 17, 2026 · round trip · return Dec 18: American $285 / United $295, nonstop; return Dec 19–26: American $313.50 / United $324.50, nonstop; return Dec 27–31: American $306.38 / United $317.13, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 17–18, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $86 total · 4★ Warwick Allerton - Chicago, $94 total · 5★ Sofitel Chicago Magnificent Mile, $207 total

Fri, Dec 18, 2026 · round trip · return Dec 19–26: American $313.50 / United $324.50, nonstop; return Dec 27, 2026–Jan 1, 2027: American $306.38 / United $317.13, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Dec 18–27, 2026 · 9 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $939 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $758 total · 5★ Sofitel Chicago Magnificent Mile, $1,965 total

Sat, Dec 19, 2026 · round trip · return Dec 20–26: American $342 / United $354, nonstop; return Dec 27, 2026–Jan 2, 2027: American $334.88 / United $346.63, nonstop · one-way: American $186, nonstop
Hotels in Chicago for these nights (Dec 19–27, 2026 · 8 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $817 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $672 total · 5★ Sofitel Chicago Magnificent Mile, $1,759 total

Sun, Dec 20, 2026 · round trip · return Dec 21–26: American $342 / United $354, nonstop; return Dec 27, 2026–Jan 3, 2027: American $334.88 / United $346.63, nonstop · one-way: American $186, nonstop
Hotels in Chicago for these nights (Dec 20–27, 2026 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $687 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $572 total · 5★ Sofitel Chicago Magnificent Mile, $1,438 total

Mon, Dec 21, 2026 · round trip · return Dec 22–26: American $342 / United $354, nonstop; return Dec 27, 2026–Jan 3, 2027: American $334.88 / United $346.63, nonstop; return Jan 4, 2027: American $313.50 / United $324.50, nonstop · one-way: American $186, nonstop
Hotels in Chicago for these nights (Dec 21 – Jan 4, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,516 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,373 total · 5★ Sofitel Chicago Magnificent Mile, $3,151 total

Tue, Dec 22, 2026 · round trip · return Dec 23–26: American $342 / United $354, nonstop; return Dec 27, 2026–Jan 3, 2027: American $334.88 / United $346.63, nonstop; return Jan 4–5, 2027: American $313.50 / United $324.50, nonstop · one-way: American $186, nonstop
Hotels in Chicago for these nights (Dec 22 – Jan 4, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,412 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,291 total · 5★ Sofitel Chicago Magnificent Mile, $2,947 total

Wed, Dec 23, 2026 · round trip · return Dec 24–26: American $342 / United $354, nonstop; return Dec 27, 2026–Jan 3, 2027: American $334.88 / United $346.63, nonstop; return Jan 4–6, 2027: American $313.50 / United $324.50, nonstop · one-way: American $186, nonstop
Hotels in Chicago for these nights (Dec 23 – Jan 4, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,314 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,214 total · 5★ Sofitel Chicago Magnificent Mile, $2,741 total

Thu, Dec 24, 2026 · round trip · return Dec 25–26: American $342 / United $354, nonstop; return Dec 27, 2026–Jan 3, 2027: American $334.88 / United $346.63, nonstop; return Jan 4–7, 2027: American $313.50 / United $324.50, nonstop · one-way: American $186, nonstop
Hotels in Chicago for these nights (Dec 24 – Jan 4, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,216 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,137 total · 5★ Sofitel Chicago Magnificent Mile, $2,534 total

Fri, Dec 25, 2026 · round trip · return Dec 26: American $342 / United $354, nonstop; return Dec 27, 2026–Jan 3, 2027: American $334.88 / United $346.63, nonstop; return Jan 4–8, 2027: American $313.50 / United $324.50, nonstop · one-way: American $186, nonstop
Hotels in Chicago for these nights (Dec 25 – Jan 4, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,112 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,055 total · 5★ Sofitel Chicago Magnificent Mile, $2,335 total

Sat, Dec 26, 2026 · round trip · return Dec 27, 2026–Jan 3, 2027: American $334.88 / United $346.63, nonstop; return Jan 4–9, 2027: American $313.50 / United $324.50, nonstop · one-way: American $186, nonstop
Hotels in Chicago for these nights (Dec 26 – Jan 4, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,010 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $970 total · 5★ Sofitel Chicago Magnificent Mile, $2,125 total

Sun, Dec 27, 2026 · round trip · return Dec 28, 2026–Jan 3, 2027: American $327.76 / United $339.26, nonstop; return Jan 4–10, 2027: American $306.38 / United $317.13, nonstop · one-way: American $178.25, nonstop
Hotels in Chicago for these nights (Dec 27 – Jan 4, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $917 total · 4★ Warwick Allerton - Chicago, $876 total · 5★ Sofitel Chicago Magnificent Mile, $1,919 total

Mon, Dec 28, 2026 · round trip · return Dec 29, 2026–Jan 3, 2027: American $327.76 / United $339.26, nonstop; return Jan 4–11, 2027: American $306.38 / United $317.13, nonstop · one-way: American $178.25, nonstop
Hotels in Chicago for these nights (Dec 28 – Jan 4, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $819 total · 4★ Warwick Allerton - Chicago, $780 total · 5★ Sofitel Chicago Magnificent Mile, $1,709 total

Tue, Dec 29, 2026 · round trip · return Dec 30, 2026–Jan 3, 2027: American $327.76 / United $339.26, nonstop; return Jan 4–12, 2027: American $306.38 / United $317.13, nonstop · one-way: American $178.25, nonstop
Hotels in Chicago for these nights (Dec 29 – Jan 4, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $715 total · 4★ Warwick Allerton - Chicago, $684 total · 5★ Sofitel Chicago Magnificent Mile, $1,503 total

Wed, Dec 30, 2026 · round trip · return Dec 31, 2026–Jan 3, 2027: American $327.76 / United $339.26, nonstop; return Jan 4–13, 2027: American $306.38 / United $317.13, nonstop · one-way: American $178.25, nonstop
Hotels in Chicago for these nights (Dec 30 – Jan 4, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $617 total · 4★ Warwick Allerton - Chicago, $590 total · 5★ Sofitel Chicago Magnificent Mile, $1,296 total

Thu, Dec 31, 2026 · round trip · return Jan 1–3, 2027: American $327.76 / United $339.26, nonstop; return Jan 4–14, 2027: American $306.38 / United $317.13, nonstop · one-way: American $178.25, nonstop
Hotels in Chicago for these nights (Dec 31 – Jan 4, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $484 total · 4★ Warwick Allerton - Chicago, $496 total · 5★ Sofitel Chicago Magnificent Mile, $1,093 total

Grand Rapids to Chicago flights in January 2027: price by departure date

GRR → ORD · USD · 1 adult · economy · published Oct 29, 2026

Fri, Jan 1, 2027 · round trip · return Jan 2–3: American $327.76 / United $339.26, nonstop; return Jan 4–15: American $306.38 / United $317.13, nonstop · one-way: American $178.25, nonstop
Hotels in Chicago for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $234 total · 4★ Warwick Allerton - Chicago, $293 total · 5★ Sofitel Chicago Magnificent Mile, $643 total

Sat, Jan 2, 2027 · round trip · return Jan 3: American $327.76 / United $339.26, nonstop; return Jan 4–16: American $306.38 / United $317.13, nonstop · one-way: American $178.25, nonstop
Hotels in Chicago for these nights (Jan 2–4, 2027 · 2 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $159 total · 4★ Warwick Allerton - Chicago, $193 total · 5★ Sofitel Chicago Magnificent Mile, $440 total

Sun, Jan 3, 2027 · round trip · return Jan 4–17: American $306.38 / United $317.13, nonstop · one-way: American $178.25, nonstop
Hotels in Chicago for these nights (Jan 3–4, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $74 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $77 total · 5★ Sofitel Chicago Magnificent Mile, $230 total

Mon, Jan 4, 2027 · round trip · return Jan 5–18: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 4–5, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $66 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $78 total · 5★ Sofitel Chicago Magnificent Mile, $210 total

Tue, Jan 5, 2027 · round trip · return Jan 6–19: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 5–6, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $74 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $93 total · 5★ Sofitel Chicago Magnificent Mile, $206 total

Wed, Jan 6, 2027 · round trip · return Jan 7–20: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 6–7, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $73 total · 4★ Warwick Allerton - Chicago, $85 total · 5★ Sofitel Chicago Magnificent Mile, $210 total

Thu, Jan 7, 2027 · round trip · return Jan 8–21: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 7–8, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $74 total · 4★ Warwick Allerton - Chicago, $92 total · 5★ Sofitel Chicago Magnificent Mile, $199 total

Fri, Jan 8, 2027 · round trip · return Jan 9–22: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 8–9, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $83 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $76 total · 5★ Sofitel Chicago Magnificent Mile, $250 total

Sat, Jan 9, 2027 · round trip · return Jan 10–23: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 9–10, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $75 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $90 total · 5★ Sofitel Chicago Magnificent Mile, $258 total

Sun, Jan 10, 2027 · round trip · return Jan 11–24: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 10–11, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $74 total · 4★ Warwick Allerton - Chicago, $85 total · 5★ Sofitel Chicago Magnificent Mile, $219 total

Mon, Jan 11, 2027 · round trip · return Jan 12–25: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 11–12, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $65 total · 4★ Warwick Allerton - Chicago, $85 total · 5★ Sofitel Chicago Magnificent Mile, $254 total

Tue, Jan 12, 2027 · round trip · return Jan 13–26: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 12–13, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $73 total · 4★ Warwick Allerton - Chicago, $87 total · 5★ Sofitel Chicago Magnificent Mile, $254 total

Wed, Jan 13, 2027 · round trip · return Jan 14–27: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 13–14, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $74 total · 4★ Warwick Allerton - Chicago, $88 total · 5★ Sofitel Chicago Magnificent Mile, $254 total

Thu, Jan 14, 2027 · round trip · return Jan 15–28: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 14–15, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $74 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $78 total · 5★ Sofitel Chicago Magnificent Mile, $214 total

Fri, Jan 15, 2027 · round trip · return Jan 16–29: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 15–16, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $83 total · 4★ Warwick Allerton - Chicago, $91 total · 5★ Sofitel Chicago Magnificent Mile, $215 total

Sat, Jan 16, 2027 · round trip · return Jan 17–30: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 16–17, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $75 total · 4★ Warwick Allerton - Chicago, $96 total · 5★ Sofitel Chicago Magnificent Mile, $219 total

Sun, Jan 17, 2027 · round trip · return Jan 18–31: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 17–18, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $73 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $85 total · 5★ Sofitel Chicago Magnificent Mile, $223 total

Mon, Jan 18, 2027 · round trip · return Jan 19–Feb 1: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 18–19, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $67 total · 4★ Warwick Allerton - Chicago, $92 total · 5★ Sofitel Chicago Magnificent Mile, $254 total

Tue, Jan 19, 2027 · round trip · return Jan 20–Feb 2: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 19–20, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $74 total · 4★ Warwick Allerton - Chicago, $84 total · 5★ Sofitel Chicago Magnificent Mile, $253 total

Wed, Jan 20, 2027 · round trip · return Jan 21–Feb 3: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 20–21, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $73 total · 4★ Warwick Allerton - Chicago, $85 total · 5★ Sofitel Chicago Magnificent Mile, $210 total

Thu, Jan 21, 2027 · round trip · return Jan 22–Feb 4: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 21–22, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $73 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $77 total · 5★ Sofitel Chicago Magnificent Mile, $236 total

Fri, Jan 22, 2027 · round trip · return Jan 23–Feb 5: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 22–23, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $75 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $82 total · 5★ Sofitel Chicago Magnificent Mile, $210 total

Sat, Jan 23, 2027 · round trip · return Jan 24–Feb 6: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 23–24, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $75 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $84 total · 5★ Waldorf Astoria Chicago, $413 total

Sun, Jan 24, 2027 · round trip · return Jan 25–Feb 7: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 24–25, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $80 total · 4★ Millennium Hotel Knickerbocker Chicago, $115 total · 5★ Nobu Hotel Chicago, $349 total

Mon, Jan 25, 2027 · round trip · return Jan 26–Feb 8: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 25–26, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $75 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $126 total · 5★ Waldorf Astoria Chicago, $413 total

Tue, Jan 26, 2027 · round trip · return Jan 27–Feb 9: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 26–27, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Wed, Jan 27, 2027 · round trip · return Jan 28–Feb 10: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 27–28, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Thu, Jan 28, 2027 · round trip · return Jan 29–Feb 11: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 28–29, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Fri, Jan 29, 2027 · round trip · return Jan 30–Feb 12: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 29–30, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Sat, Jan 30, 2027 · round trip · return Jan 31–Feb 13: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 30–31, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Sun, Jan 31, 2027 · round trip · return Feb 1–14: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Jan 31 – Feb 1, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Grand Rapids to Chicago flights in February 2027: price by departure date

GRR → ORD · USD · 1 adult · economy · published Oct 29, 2026

Mon, Feb 1, 2027 · round trip · return Feb 2–15: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 1–2, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Tue, Feb 2, 2027 · round trip · return Feb 3–16: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 2–3, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Wed, Feb 3, 2027 · round trip · return Feb 4–17: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 3–4, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Thu, Feb 4, 2027 · round trip · return Feb 5–18: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 4–5, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Fri, Feb 5, 2027 · round trip · return Feb 6–19: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 5–6, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Sat, Feb 6, 2027 · round trip · return Feb 7–20: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 6–7, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Sun, Feb 7, 2027 · round trip · return Feb 8–21: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 7–8, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Mon, Feb 8, 2027 · round trip · return Feb 9–22: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 8–9, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Tue, Feb 9, 2027 · round trip · return Feb 10–23: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 9–10, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Wed, Feb 10, 2027 · round trip · return Feb 11–24: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 10–11, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Thu, Feb 11, 2027 · round trip · return Feb 12–25: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 11–12, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

Fri, Feb 12, 2027 · round trip · return Feb 13–26: American $285 / United $295, nonstop · one-way: American $155, nonstop
Hotels in Chicago for these nights (Feb 12–13, 2027 · 1 night · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ Sophy Hyde Park · 5★ The Langham, Chicago

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Hotels in Chicago with Axel

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Where to stay: Where to stay in Chicago: the 10 best neighborhoods, ranked · Chicago hotels where a family of four can share one room

Hotel details in Chicago: Chicago Athletic Association, a Hyatt Hotel · La Quinta Inn & Suites by Wyndham Chicago Downtown · All 200 hotels in Chicago

Near ORD: Hilton Garden Inn Chicago OHare Airport (Des Plaines) · Extended Stay America Select Suites Chicago Downers Grove (Downers Grove) · Extended Stay America Suites Chicago Lombard Yorktown Center (Lombard)

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