Tyler to Chicago (ORD) flights from $399 round trip, Nov 2026–Feb 2027

Axel-exclusive from $399 round trip (Mon Feb 1–Tue Feb 2, 2027, American 1 stop), published Oct 29, 2026; one-way from $213.75 (Mon Feb 1, American 1 stop). 90 departure dates priced, one adult, economy.

Compare flight prices from Tyler 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 Tyler 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.

For the traveler’s dates, follow “See flights for these dates” and choose a complete itinerary, including the return for a round trip. Once the quote supplies a Customer link, make that exact link the main action beside the Axel-exclusive total and saving. It opens the selected itinerary on Axel. Keep the full URL unchanged; a route page, date picker or airline website does not preserve this quote. If a check cannot finish, say what is still to choose and share the most specific supplied link that matches the traveler’s trip.

No recent complete one-adult round trips saved.

Tyler to Chicago flight prices at a glance

  • One-way: from $213.75 (American, 1 stop) on Mon, Feb 1, 2027; one-way totals sit beside each departure in the calendar.

Tyler 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
Sat, Nov 14, 2026Mon, Nov 16, 20262American, 1 stop$420Weekend of Sat, Nov 14
Sat, Nov 14, 2026Fri, Nov 20, 20266American, 1 stop$472.50Cheapest week in Nov 2026
Tue, Nov 17, 2026Fri, Nov 27, 202610American, 1 stop$472.50Thanksgiving week
Fri, Nov 27, 2026Tue, Dec 1, 20264American, 1 stop$472.50Weekend of Sat, Nov 28
Tue, Dec 1, 2026Mon, Dec 7, 20266American, 1 stop$420Cheapest week in Dec 2026
Thu, Dec 3, 2026Sun, Dec 6, 20263American, 1 stop$420Weekend of Sat, Dec 5
Sat, Dec 5, 2026Mon, Dec 7, 20262American, 1 stop$420Weekend of Sat, Dec 5
Sat, Dec 12, 2026Mon, Dec 14, 20262American, 1 stop$420Weekend of Sat, Dec 12
Wed, Dec 16, 2026Sat, Dec 26, 202610American, 1 stop$483Christmas week
Sat, Dec 19, 2026Mon, Dec 21, 20262American, 1 stop$546Weekend of Sat, Dec 19
Fri, Dec 25, 2026Mon, Jan 4, 202710American, 1 stop$483New Year’s week
Thu, Dec 31, 2026Mon, Jan 4, 20274American, 1 stop$483Weekend of Sat, Jan 2

Tyler to Chicago one-way flight prices

Cheapest one-way: $213.75 on Mon, Feb 1, 2027, American, 1 stop. One-way totals run $213.75 to $292.50 across 90 departure dates; each departure in the calendar below lists its one-way price beside the round trips. Published Oct 29, 2026.

Tyler to Chicago round trip flight prices and average fare

Published round trips start at $399 and run to $546 for the lowest fare on each of 90 departure dates; the median lowest round trip is $420, and 61 of the 90 dates have a round trip at $420 or less. One adult, economy, Axel-exclusive totals including required taxes. Published Oct 29, 2026.

Cheapest day of week and month to fly Tyler to Chicago

Cheapest month by published price: February 2027, where the lowest round trip per departure date has a median of $399; dearest: November 2026 at $472.50. Published Oct 29, 2026.

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

Tyler (TYR) to Chicago (ORD): round-trip and one-way prices for 90 departure dates, Nov 14, 2026–Feb 11, 2027. One adult, economy. Open a departure for return options; use the chooser below for other travelers and cabins.

American, out: 1 stop via DFW, back: 1 stop via DFW, from $399 round trip

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.

Tyler to Chicago flight prices by month

November 2026: Nov 14–19 from $420 · Nov 20–30 from $472.50.

December 2026: Dec 1–16 from $420 · Dec 17 from $483 · Dec 18–20 from $546 · Dec 21–31 from $483.

January 2027: Jan 1–3 from $483 · Jan 4–17 from $420 · Jan 18–31 from $409.50.

February 2027: Feb 1–11 from $399.

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

Tyler to Chicago flights in November 2026: price by departure date

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

Sat, Nov 14, 2026 · round trip · return Nov 15–19: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Nov 20–28: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 14–15, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $196 total · 4★ Freehand Chicago, $86 total · 5★ Sofitel Chicago Magnificent Mile, $307 total

Sun, Nov 15, 2026 · round trip · return Nov 16–19: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Nov 20–29: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 15–16, 2026 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $114 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $33 total · 5★ Sofitel Chicago Magnificent Mile, $319 total

Mon, Nov 16, 2026 · round trip · return Nov 17–19: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Nov 20–30: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 16–17, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $110 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $33 total · 5★ Sofitel Chicago Magnificent Mile, $446 total

Tue, Nov 17, 2026 · round trip · return Nov 18–19: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Nov 20–30: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 17–18, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $108 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $50 total · 5★ Waldorf Astoria Chicago, $491 total

Wed, Nov 18, 2026 · round trip · return Nov 19: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Nov 20–30: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–2: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 18–19, 2026 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $108 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $50 total · 5★ Sofitel Chicago Magnificent Mile, $307 total

Thu, Nov 19, 2026 · round trip · return Nov 20–30: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–3: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 19 – Dec 1, 2026 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,591 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $758 total · 5★ Sofitel Chicago Magnificent Mile, $4,307 total

Fri, Nov 20, 2026 · round trip · return Nov 21–30: American $525, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–4: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 20 – Dec 1, 2026 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,507 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $739 total · 5★ Sofitel Chicago Magnificent Mile, $4,004 total

Sat, Nov 21, 2026 · round trip · return Nov 22–30: American $525, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–5: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 21 – Dec 1, 2026 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,309 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $653 total · 5★ Nobu Hotel Chicago, $3,628 total

Sun, Nov 22, 2026 · round trip · return Nov 23–30: American $525, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–6: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 22 – Dec 1, 2026 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,111 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $552 total · 5★ Sofitel Chicago Magnificent Mile, $2,303 total

Mon, Nov 23, 2026 · round trip · return Nov 24–30: American $525, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–7: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 23 – Dec 1, 2026 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,002 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $533 total · 5★ Sofitel Chicago Magnificent Mile, $2,097 total

Tue, Nov 24, 2026 · round trip · return Nov 25–30: American $525, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–8: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 24 – Dec 1, 2026 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $893 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $514 total · 5★ Sofitel Chicago Magnificent Mile, $1,876 total

Wed, Nov 25, 2026 · round trip · return Nov 26–30: American $525, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–9: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 25 – Dec 1, 2026 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $784 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $495 total · 5★ Sofitel Chicago Magnificent Mile, $1,659 total

Thu, Nov 26, 2026 · round trip · return Nov 27–30: American $525, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–10: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
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★ Freehand Chicago, $430 total · 5★ Sofitel Chicago Magnificent Mile, $1,434 total

Fri, Nov 27, 2026 · round trip · return Nov 28–30: American $525, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–11: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
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★ Freehand Chicago, $344 total · 5★ Sofitel Chicago Magnificent Mile, $1,220 total

Sat, Nov 28, 2026 · round trip · return Nov 29–30: American $525, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–12: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 28 – Dec 1, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $334 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $258 total · 5★ Sofitel Chicago Magnificent Mile, $912 total

Sun, Nov 29, 2026 · round trip · return Nov 30: American $525, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 1–13: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 29 – Dec 1, 2026 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $178 total · 4★ Freehand Chicago, $172 total · 5★ Sofitel Chicago Magnificent Mile, $610 total

Mon, Nov 30, 2026 · round trip · return Dec 1–14: American $472.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $281.25, out: 1 stop via DFW
Hotels in Chicago for these nights (Nov 30 – Dec 1, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $92 total · 4★ Freehand Chicago, $85 total · 5★ Sofitel Chicago Magnificent Mile, $302 total

Tyler to Chicago flights in December 2026: price by departure date

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

Tue, Dec 1, 2026 · round trip · return Dec 2–15: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 1–2, 2026 · 1 night · 2 adults, 1 room): 3★ The Willows Hotel, $91 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $86 total · 5★ Sofitel Chicago Magnificent Mile, $303 total

Wed, Dec 2, 2026 · round trip · return Dec 3–16: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 2–3, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $94 total · 4★ Freehand Chicago, $84 total · 5★ Sofitel Chicago Magnificent Mile, $302 total

Thu, Dec 3, 2026 · round trip · return Dec 4–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 3–4, 2026 · 1 night · 2 adults, 1 room): 3★ The Willows Hotel, $91 total · 4★ Freehand Chicago, $76 total · 5★ Sofitel Chicago Magnificent Mile, $238 total

Fri, Dec 4, 2026 · round trip · return Dec 5–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 4–5, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $116 total · 4★ Freehand Chicago, $86 total · 5★ Sofitel Chicago Magnificent Mile, $302 total

Sat, Dec 5, 2026 · round trip · return Dec 6–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–19: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 5–6, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $116 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $65 total · 5★ Sofitel Chicago Magnificent Mile, $308 total

Sun, Dec 6, 2026 · round trip · return Dec 7–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–20: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 6–7, 2026 · 1 night · 2 adults, 1 room): 3★ The Willows Hotel, $97 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $231 total

Mon, Dec 7, 2026 · round trip · return Dec 8–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–21: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 7–8, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $207 total

Tue, Dec 8, 2026 · round trip · return Dec 9–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–22: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 8–9, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Nobu Hotel Chicago, $393 total

Wed, Dec 9, 2026 · round trip · return Dec 10–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–23: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 9–10, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $83 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Nobu Hotel Chicago, $407 total

Thu, Dec 10, 2026 · round trip · return Dec 11–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–24: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 10–11, 2026 · 1 night · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $92 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $71 total · 5★ Sofitel Chicago Magnificent Mile, $232 total

Fri, Dec 11, 2026 · round trip · return Dec 12–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–25: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 11–12, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $119 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $69 total · 5★ Sofitel Chicago Magnificent Mile, $391 total

Sat, Dec 12, 2026 · round trip · return Dec 13–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–26: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 12–13, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $113 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $69 total · 5★ Sofitel Chicago Magnificent Mile, $362 total

Sun, Dec 13, 2026 · round trip · return Dec 14–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–27: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 13–14, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $207 total

Mon, Dec 14, 2026 · round trip · return Dec 15–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–28: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 14–15, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $206 total

Tue, Dec 15, 2026 · round trip · return Dec 16–17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–29: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 15–16, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $274 total

Wed, Dec 16, 2026 · round trip · return Dec 17: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Dec 18–30: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 16–17, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $80 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $202 total

Thu, Dec 17, 2026 · round trip · return Dec 18–31: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 17–18, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $89 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $210 total

Fri, Dec 18, 2026 · round trip · return Dec 19, 2026–Jan 1, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 18–19, 2026 · 1 night · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $112 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $69 total · 5★ Sofitel Chicago Magnificent Mile, $202 total

Sat, Dec 19, 2026 · round trip · return Dec 20, 2026–Jan 2, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 19–20, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $117 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $69 total · 5★ Sofitel Chicago Magnificent Mile, $314 total

Sun, Dec 20, 2026 · round trip · return Dec 21, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 20–21, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $78 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $202 total

Mon, Dec 21, 2026 · round trip · return Dec 22, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 21 – Jan 4, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,479 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $807 total · 5★ Sofitel Chicago Magnificent Mile, $3,522 total

Tue, Dec 22, 2026 · round trip · return Dec 23, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–5, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 22 – Jan 4, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,377 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $788 total · 5★ Sofitel Chicago Magnificent Mile, $3,315 total

Wed, Dec 23, 2026 · round trip · return Dec 24, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–6, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 23 – Jan 4, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,282 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $769 total · 5★ Sofitel Chicago Magnificent Mile, $3,109 total

Thu, Dec 24, 2026 · round trip · return Dec 25, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–7, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 24 – Jan 4, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,189 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $750 total · 5★ Sofitel Chicago Magnificent Mile, $2,830 total

Fri, Dec 25, 2026 · round trip · return Dec 26, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–8, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 25 – Jan 4, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,082 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $731 total · 5★ Sofitel Chicago Magnificent Mile, $2,565 total

Sat, Dec 26, 2026 · round trip · return Dec 27, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–9, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 26 – Jan 4, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $991 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $621 total · 5★ Sofitel Chicago Magnificent Mile, $2,351 total

Sun, Dec 27, 2026 · round trip · return Dec 28, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–10, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 27 – Jan 4, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $900 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $579 total · 5★ Sofitel Chicago Magnificent Mile, $2,142 total

Mon, Dec 28, 2026 · round trip · return Dec 29, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–11, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 28 – Jan 4, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $805 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $560 total · 5★ Sofitel Chicago Magnificent Mile, $1,857 total

Tue, Dec 29, 2026 · round trip · return Dec 30, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–12, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 29 – Jan 4, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $703 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $538 total · 5★ Sofitel Chicago Magnificent Mile, $1,623 total

Wed, Dec 30, 2026 · round trip · return Dec 31, 2026–Jan 3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–13, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 30 – Jan 4, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $608 total · 4★ Freehand Chicago, $487 total · 5★ Sofitel Chicago Magnificent Mile, $1,338 total

Thu, Dec 31, 2026 · round trip · return Jan 1–3, 2027: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–14, 2027: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Dec 31 – Jan 4, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $481 total · 4★ Freehand Chicago, $404 total · 5★ Sofitel Chicago Magnificent Mile, $1,132 total

Tyler to Chicago flights in January 2027: price by departure date

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

Fri, Jan 1, 2027 · round trip · return Jan 2–3: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–15: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $231 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $128 total · 5★ Sofitel Chicago Magnificent Mile, $671 total

Sat, Jan 2, 2027 · round trip · return Jan 3: American $546, out: 1 stop via DFW, back: 1 stop via DFW; return Jan 4–16: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 2–4, 2027 · 2 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $158 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $109 total · 5★ Sofitel Chicago Magnificent Mile, $465 total

Sun, Jan 3, 2027 · round trip · return Jan 4–17: American $483, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $292.50, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 3–4, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $258 total

Mon, Jan 4, 2027 · round trip · return Jan 5–18: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 4–5, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $207 total

Tue, Jan 5, 2027 · round trip · return Jan 6–19: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 5–6, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $199 total

Wed, Jan 6, 2027 · round trip · return Jan 7–20: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 6–7, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $80 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $71 total · 5★ Sofitel Chicago Magnificent Mile, $227 total

Thu, Jan 7, 2027 · round trip · return Jan 8–21: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 7–8, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $71 total · 5★ Sofitel Chicago Magnificent Mile, $264 total

Fri, Jan 8, 2027 · round trip · return Jan 9–22: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 8–9, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $85 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $258 total

Sat, Jan 9, 2027 · round trip · return Jan 10–23: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 9–10, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ Freehand Chicago, $80 total · 5★ Sofitel Chicago Magnificent Mile, $202 total

Sun, Jan 10, 2027 · round trip · return Jan 11–24: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 10–11, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ Freehand Chicago, $70 total · 5★ Sofitel Chicago Magnificent Mile, $219 total

Mon, Jan 11, 2027 · round trip · return Jan 12–25: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 11–12, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $54 total · 5★ Sofitel Chicago Magnificent Mile, $206 total

Tue, Jan 12, 2027 · round trip · return Jan 13–26: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 12–13, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $71 total · 5★ Sofitel Chicago Magnificent Mile, $210 total

Wed, Jan 13, 2027 · round trip · return Jan 14–27: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 13–14, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $199 total

Thu, Jan 14, 2027 · round trip · return Jan 15–28: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 14–15, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $210 total

Fri, Jan 15, 2027 · round trip · return Jan 16–29: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 15–16, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $70 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $258 total

Sat, Jan 16, 2027 · round trip · return Jan 17–30: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 16–17, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $258 total

Sun, Jan 17, 2027 · round trip · return Jan 18–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 17–18, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $80 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $206 total

Mon, Jan 18, 2027 · round trip · return Jan 19–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 18 – Feb 1, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,062 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $960 total · 5★ Nobu Hotel Chicago, $5,106 total

Tue, Jan 19, 2027 · round trip · return Jan 20–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–2: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 19 – Feb 1, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $989 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $889 total · 5★ Nobu Hotel Chicago, $4,759 total

Wed, Jan 20, 2027 · round trip · return Jan 21–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–3: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 20 – Feb 1, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $905 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $818 total · 5★ Nobu Hotel Chicago, $4,395 total

Thu, Jan 21, 2027 · round trip · return Jan 22–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–4: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 21 – Feb 1, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $820 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $747 total · 5★ Nobu Hotel Chicago, $4,031 total

Fri, Jan 22, 2027 · round trip · return Jan 23–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–5: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 22 – Feb 1, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $747 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $728 total · 5★ Nobu Hotel Chicago, $3,663 total

Sat, Jan 23, 2027 · round trip · return Jan 24–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–6: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 23 – Feb 1, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $674 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $631 total · 5★ Nobu Hotel Chicago, $3,274 total

Sun, Jan 24, 2027 · round trip · return Jan 25–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–7: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 24 – Feb 1, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $601 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $534 total · 5★ Nobu Hotel Chicago, $2,903 total

Mon, Jan 25, 2027 · round trip · return Jan 26–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–8: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 25 – Feb 1, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $531 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $454 total · 5★ Nobu Hotel Chicago, $2,570 total

Tue, Jan 26, 2027 · round trip · return Jan 27–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–9: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 26 – Feb 1, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $458 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $435 total · 5★ Sofitel Chicago Magnificent Mile, $1,701 total

Wed, Jan 27, 2027 · round trip · return Jan 28–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–10: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 27 – Feb 1, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $377 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $355 total · 5★ Sofitel Chicago Magnificent Mile, $1,321 total

Thu, Jan 28, 2027 · round trip · return Jan 29–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–11: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 28 – Feb 1, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $304 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $275 total · 5★ Sofitel Chicago Magnificent Mile, $1,049 total

Fri, Jan 29, 2027 · round trip · return Jan 30–31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–12: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $231 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $204 total · 5★ Sofitel Chicago Magnificent Mile, $791 total

Sat, Jan 30, 2027 · round trip · return Jan 31: American $420, out: 1 stop via DFW, back: 1 stop via DFW; return Feb 1–13: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 30 – Feb 1, 2027 · 2 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $146 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $45 total · 5★ Sofitel Chicago Magnificent Mile, $524 total

Sun, Jan 31, 2027 · round trip · return Feb 1–14: American $409.50, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $225, out: 1 stop via DFW
Hotels in Chicago for these nights (Jan 31 – Feb 1, 2027 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $73 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $19 total · 5★ Sofitel Chicago Magnificent Mile, $262 total

Tyler to Chicago flights in February 2027: price by departure date

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

Mon, Feb 1, 2027 · round trip · return Feb 2–15: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 1–2, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $80 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $262 total

Tue, Feb 2, 2027 · round trip · return Feb 3–16: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 2–3, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $267 total

Wed, Feb 3, 2027 · round trip · return Feb 4–17: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 3–4, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $80 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $262 total

Thu, Feb 4, 2027 · round trip · return Feb 5–18: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 4–5, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $262 total

Fri, Feb 5, 2027 · round trip · return Feb 6–19: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 5–6, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $103 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $43 total · 5★ Sofitel Chicago Magnificent Mile, $274 total

Sat, Feb 6, 2027 · round trip · return Feb 7–20: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 6–7, 2027 · 1 night · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $101 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $43 total · 5★ Sofitel Chicago Magnificent Mile, $258 total

Sun, Feb 7, 2027 · round trip · return Feb 8–21: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 7–8, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $80 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $262 total

Mon, Feb 8, 2027 · round trip · return Feb 9–22: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 8–9, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $80 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $258 total

Tue, Feb 9, 2027 · round trip · return Feb 10–23: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 9–10, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $262 total

Wed, Feb 10, 2027 · round trip · return Feb 11–24: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 10–11, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $79 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $26 total · 5★ Sofitel Chicago Magnificent Mile, $262 total

Thu, Feb 11, 2027 · round trip · return Feb 12–25: American $399, out: 1 stop via DFW, back: 1 stop via DFW · one-way: American $213.75, out: 1 stop via DFW
Hotels in Chicago for these nights (Feb 11–12, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $85 total · 4★ Freehand Chicago, $71 total · 5★ Sofitel Chicago Magnificent Mile, $258 total

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Airports covered: TYR → ORD. Each example names its actual airports.

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Planning: When to book Thanksgiving flights · Flying in December: prices, crowds and delays · How far in advance to book flights · The cheapest days of the week to fly and to book.

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Hotels in Chicago with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Chicago has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

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: Courtyard by Marriott Chicago Magnificent Mile · Residence Inn by Marriott Chicago Downtown / River North · The Westin Chicago River North · All 200 hotels in Chicago

Near ORD: Extended Stay America Select Suites Chicago Downers Grove (Downers Grove) · Hyatt Lodge Oak Brook Chicago (Oak Brook)

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