Oklahoma City (OKC) to Chicago (ORD), May 27, 2027: round trips from $385, one way from $217

Oklahoma City (OKC) to Chicago (ORD), May 27, 2027: round trips from $385, one way from $217 on Axel, checked Nov 14, 2026. Lowest published fares: $385 round trip, Axel-exclusive, United Airlines, nonstop, May 27, 2027 – Jun 2, 2027; $217 one way, Axel-exclusive, United Airlines, nonstop, May 27, 2027; 1 adult, economy, checked Nov 14, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.

Hotels in Chicago for these trips

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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (May 27–28, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $187 a night · 4★ Millennium Hotel Knickerbocker Chicago, $269 a night · 5★ Nobu Hotel Chicago, $537 a night
• Hotels in Chicago for these nights (May 27–29, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $273 a night, $546 for 2 nights · 4★ Millennium Hotel Knickerbocker Chicago, $311 a night, $621 for 2 nights · 5★ Nobu Hotel Chicago, $634 a night, $1,268 for 2 nights
• Hotels in Chicago for these nights (May 27–30, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $299 a night, $898 for 3 nights · 4★ Millennium Hotel Knickerbocker Chicago, $326 a night, $979 for 3 nights · 5★ Nobu Hotel Chicago, $660 a night, $1,980 for 3 nights
• Hotels in Chicago for these nights (May 27–31, 2027 · 4 nights · 2 adults, 1 room): 3★ Hotel Versey, $289 a night, $1,157 for 4 nights · 4★ Millennium Hotel Knickerbocker Chicago, $330 a night, $1,318 for 4 nights · 5★ Nobu Hotel Chicago, $610 a night, $2,439 for 4 nights
• Hotels in Chicago for these nights (May 27 – Jun 1, 2027 · 5 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago-South/University Medical Center, $310 a night, $1,548 for 5 nights · 4★ Millennium Hotel Knickerbocker Chicago, $316 a night, $1,582 for 5 nights · 5★ Nobu Hotel Chicago, $572 a night, $2,861 for 5 nights
• Hotels in Chicago for these nights (May 27 – Jun 2, 2027 · 6 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago-South/University Medical Center, $298 a night, $1,787 for 6 nights · 4★ Millennium Hotel Knickerbocker Chicago, $338 a night, $2,025 for 6 nights · 5★ Nobu Hotel Chicago, $566 a night, $3,397 for 6 nights
• Hotels in Chicago for these nights (May 27 – Jun 3, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago-South/University Medical Center, $318 a night, $2,225 for 7 nights · 4★ Millennium Hotel Knickerbocker Chicago, $354 a night, $2,476 for 7 nights · 5★ Nobu Hotel Chicago, $576 a night, $4,031 for 7 nights
• Hotels in Chicago for these nights (May 27 – Jun 4, 2027 · 8 nights · 2 adults, 1 room): 3★ Hyatt House Chicago/West Loop-Fulton Market, $355 a night, $2,840 for 8 nights · 4★ Millennium Hotel Knickerbocker Chicago, $398 a night, $3,185 for 8 nights · 5★ Nobu Hotel Chicago, $598 a night, $4,784 for 8 nights
• Hotels in Chicago for these nights (May 27 – Jun 5, 2027 · 9 nights · 2 adults, 1 room): 3★ Hyatt House Chicago/West Loop-Fulton Market, $378 a night, $3,405 for 9 nights · 4★ Millennium Hotel Knickerbocker Chicago, $436 a night, $3,921 for 9 nights · 5★ Nobu Hotel Chicago, $633 a night, $5,696 for 9 nights
• Hotels in Chicago for these nights (May 27 – Jun 6, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $385 a night, $3,849 for 10 nights · 4★ Millennium Hotel Knickerbocker Chicago, $466 a night, $4,657 for 10 nights · 5★ Nobu Hotel Chicago, $661 a night, $6,613 for 10 nights
• Hotels in Chicago for these nights (May 27 – Jun 7, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $387 a night, $4,262 for 11 nights · 4★ Millennium Hotel Knickerbocker Chicago, $468 a night, $5,149 for 11 nights · 5★ Nobu Hotel Chicago, $674 a night, $7,409 for 11 nights
• Hotels in Chicago for these nights (May 27 – Jun 8, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $391 a night, $4,686 for 12 nights · 4★ Millennium Hotel Knickerbocker Chicago, $471 a night, $5,650 for 12 nights · 5★ Nobu Hotel Chicago, $681 a night, $8,175 for 12 nights
• Hotels in Chicago for these nights (May 27 – Jun 9, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $393 a night, $5,110 for 13 nights · 4★ Millennium Hotel Knickerbocker Chicago, $461 a night, $5,995 for 13 nights · 5★ Nobu Hotel Chicago, $672 a night, $8,732 for 13 nights
• Hotels in Chicago for these nights (May 27 – Jun 10, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $395 a night, $5,534 for 14 nights · 4★ Millennium Hotel Knickerbocker Chicago, $445 a night, $6,232 for 14 nights · 5★ Nobu Hotel Chicago, $666 a night, $9,320 for 14 nights

All hotels in Chicago

Route overview: Oklahoma City to Chicago (ORD) flight deals

2027-05-27 · one way · Axel-exclusive $217

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.

2027-05-27 · one way · Axel-exclusive $223

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.

2027-05-27 → 2027-05-28 · Axel-exclusive $412

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA4935: ORD 2027-05-28 12:00:00 → OKC 2027-05-28 14:36:00; nonstop; 156 minutes. Local airport times.

2027-05-27 → 2027-05-28 · Axel-exclusive $412

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-05-28 19:55:00 → OKC 2027-05-28 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-05-29 · Axel-exclusive $412

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-05-29 19:55:00 → OKC 2027-05-29 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-05-29 · Axel-exclusive $423

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA569 / AA773: ORD 2027-05-29 15:55:00 → OKC 2027-05-29 22:45:00; 1 stop(s) via DFW; 410 minutes. Local airport times.
  • AA569: ORD 2027-05-29 15:55:00 → DFW 2027-05-29 18:41:00; layover at DFW: 179 minutes.
  • AA773: DFW 2027-05-29 21:40:00 → OKC 2027-05-29 22:45:00.

2027-05-27 → 2027-05-30 · Axel-exclusive $412

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA4935: ORD 2027-05-30 12:00:00 → OKC 2027-05-30 14:36:00; nonstop; 156 minutes. Local airport times.

2027-05-27 → 2027-05-30 · Axel-exclusive $412

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-05-30 19:55:00 → OKC 2027-05-30 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-05-31 · Axel-exclusive $412

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA4935: ORD 2027-05-31 12:00:00 → OKC 2027-05-31 14:36:00; nonstop; 156 minutes. Local airport times.

2027-05-27 → 2027-05-31 · Axel-exclusive $412

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-05-31 19:55:00 → OKC 2027-05-31 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-06-02 · Axel-exclusive $385

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-06-02 19:55:00 → OKC 2027-06-02 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-06-02 · Axel-exclusive $386

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA4935: ORD 2027-06-02 12:00:00 → OKC 2027-06-02 14:36:00; nonstop; 156 minutes. Local airport times.

2027-05-27 → 2027-06-03 · Axel-exclusive $385

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-06-03 19:55:00 → OKC 2027-06-03 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-06-03 · Axel-exclusive $386

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA4935: ORD 2027-06-03 12:00:00 → OKC 2027-06-03 14:36:00; nonstop; 156 minutes. Local airport times.

2027-05-27 → 2027-06-04 · Axel-exclusive $385

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-06-04 19:55:00 → OKC 2027-06-04 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-06-04 · Axel-exclusive $386

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA4935: ORD 2027-06-04 12:00:00 → OKC 2027-06-04 14:36:00; nonstop; 156 minutes. Local airport times.

2027-05-27 → 2027-06-06 · Axel-exclusive $385

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-06-06 19:55:00 → OKC 2027-06-06 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-06-06 · Axel-exclusive $386

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA4935: ORD 2027-06-06 12:00:00 → OKC 2027-06-06 14:36:00; nonstop; 156 minutes. Local airport times.

2027-05-27 → 2027-06-07 · Axel-exclusive $385

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-06-07 19:55:00 → OKC 2027-06-07 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-06-07 · Axel-exclusive $386

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA4935: ORD 2027-06-07 12:00:00 → OKC 2027-06-07 14:36:00; nonstop; 156 minutes. Local airport times.

2027-05-27 → 2027-06-08 · Axel-exclusive $385

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-06-08 19:55:00 → OKC 2027-06-08 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-06-08 · Axel-exclusive $386

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA4935: ORD 2027-06-08 12:00:00 → OKC 2027-06-08 14:36:00; nonstop; 156 minutes. Local airport times.

2027-05-27 → 2027-06-10 · Axel-exclusive $385

• United Airlines UA1005: OKC 2027-05-27 07:00:00 → ORD 2027-05-27 09:18:00; nonstop; 138 minutes. Local airport times.
• United Airlines UA800: ORD 2027-06-10 19:55:00 → OKC 2027-06-10 22:24:00; nonstop; 149 minutes. Local airport times.

2027-05-27 → 2027-06-10 · Axel-exclusive $386

• American Airlines AA3838 / AA572: OKC 2027-05-27 14:53:00 → ORD 2027-05-27 22:05:00; 1 stop(s) via DFW; 432 minutes. Local airport times.
  • AA3838: OKC 2027-05-27 14:53:00 → DFW 2027-05-27 16:03:00; layover at DFW: 213 minutes.
  • AA572: DFW 2027-05-27 19:36:00 → ORD 2027-05-27 22:05:00.
• American Airlines AA4935: ORD 2027-06-10 12:00:00 → OKC 2027-06-10 14:36:00; nonstop; 156 minutes. Local airport times.

Explore this route

• All dates for this route
• May 26, 2027 · Return options
• May 28, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Oklahoma City (OKC) to Chicago (ORD) · May 27, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
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